v plus u

Subject : Chemistry Paper Set : 1

Standard : 12 full organic dpp Date : 24-09-2025
Total Mark : 420 Time : 0H:0M

. . . . . . . . . . . . . . . . . Chemistry - Section A (MCQ) . . . . . . . . . . . . . . . . . reaction. (A) will be

CH3
|
(1) Nitrobenzene can be prepared from benzene by using a mixture of conc.
CH3 − CH − C = CH − CH3
HN O3 and conc. H2 SO4 . In the mixture, nitric acid acts as a/an (A)
|
(A) acid (B) base CH
(C) catalyst (D) reducing agent
(2) What is formed when benzoyl chloride reacts with aniline in presence of (B) (CH3 )3 CCH2 − CH = CH2
sodium hydroxide (C) (CH3 )3 C − CH = CH − CH3
(A) Acetanilide (B) Benzanilide CH3
(C) Benzoic acid (D) Azobenzene |
CH3 − C − CH2 − CH = CH2
(3) What is the main reason for the fact that carboxylic acids can undergo (D)
|
ionization CH3
(A) Absence of α−hydrogen
(B) Resonance stabilisation of the carboxylate ion
(10) DDT is prepared by reacting chlorobenzene with
(C) High reactivity of α−hydrogen
(A) CCl4 (B) CCl3 − CHO
(D) Hydrogen bonding
(C) CHCl3 (D) Ethane
(4) Amongst the following compounds, the compound having the lowest (11) One of the following that cannot undergo dehydro-halogenation is
boiling point is
(A) Iso-propyl bromide (B) Ethanol
(A) (B)
u
(C) Ethyl bromide (D) None of these
(12) Consider the following sequence of reaction
us

AgCN H2 /N i
C2 H5 − Br → A → B
(D) Product B is
(A) CH3 CH2 CH2 − N H2 (B) CH3 − CH2 − N H − CH3
(C)
pl

(C) (CH3 CH2 )2 N H (D) CH3 − CH2 − N H2

(13) Which one of the following on treatment with 50% aq. NaOH yields the
corresponding alcohol and salt of carboxylic acid : −
(5) A compound X on heating with alcoholic AgN O3 gives a white precipitate.
v

Oxidation of X gives an acid with the formula C8 H6 O4 . Which easily forms (A) C6 H5 CHO (B) CH3 CH2 CH2 CHO
a cyclic anhydride ou heating. The compound X is (C) CH3 COCH3 (D) CH3 CHO
(A) (B) (14) The number of nitrogen atoms in a semicarbazone molecule of acetone is
.....
(A) 1 (B) 2
(C) 3 (D) 4
(15) Which of the following alcohol shows fastest reaction with HI ?
(C) (D) (A) (B)

(6) Sodium ethoxide has reacted with ethanoyl chloride. The compound that is
produced in the above reaction is :
(D)
(A) Diethyl ether (B) 2− Butanone
(C) Ethyl chloride (D) Ethyl ethanoate (C)

(7) Which of the following compound will undergo self aldol condensation in
the presence of cold dilute alkali
(A) C6 H5 CHO (B) CH3 CH2 CHO
(C) CH ≡ C − CHO (D) CH2 = CH − CHO
(16) CH3 COCl
2H
(8) 2− chloropentane on halogenation with chlorine gives 2, 3, −−→ CH3 CHO + HCl;
dichloropentane. What will be the structure of free radical species form in
P d/BaSO4
The above reaction is called
the reaction ?
(A) Reimer-Tiemann reaction
(A) Planar (B) Trigonal planar
(B) Cannizzaro reaction
(C) Square planar (D) Pyramidal
(C) Rosenmund reaction
O
(9) (A) −−−−−
3
−−→ (B) + (C) (D) Reformatsky reaction
C7 H14 Zn/AcOH
Compound (A) exist in geometrical isomers and (B) gives Cannizaro (17) The order of stability of the following tautomeric compounds is

1
 OH O (23) Compare the two methods shown for the preparation of carboxylic acids
||| ⇌ Mg 1. CO
CH2 = C − CH2 − C − CH3 Method 1 : RBr −−−−−−−−−→ RM gBr −−−−−−
2
→ RCO2 H
diethyl ether 2. H3 O +
(I)
H2 O,HCl
Method 2 : RBr −−−−−→ RCN
N aCN
OH O −−−−−−−→ RCO2 H
heat
| || ⇌ Which one of the following statements correctly describes this conversion ?
CH3 − C − CH2 − C − CH3
(II)
OH O
| ||
CH3 − C = CH − C − CH3
(III)

(A) II > I > III (B) II > III > I

(C) I > II > III (D) III > II > I
(18) Which molecule is polar ? (A) Both Method 1 and Method 2 are appropriate for carrying out this
(A) (B) conversion
(B) Neither Method 1 nor Method 2 is appropriate for carrying out this
conversion
(C) Method 1 will work well, but Method 2 is not appropriate
(D) Method 2 will work well, but Method 1 is not appropriate

(24) Given below are two statements :

Statement I : The esterification of carboxylic acid with an alcohol is a
nucleophilic acyl substitution.
Statement II : Electron withdrawing groups in the carboxylic acid will
(D) increase the rate of esterification reaction.
(C) Choose the most appropriate option
(A) Both Statement I and Statement II are correct.
(B) Both Statement I and Statement II are incorrect.
(C) Statement I is correct but Statement II is incorrect.
(D) Statement I is incorrect but Statement II is correct.

(25) Order of reactivity of alcohols towards sodium metal is

(A) Pri > Sec > Ter (B) Pri > Sec < Ter
u
(19) Which of the following gives ketone on oxidation (C) Pri < Sec > Ter (D) Pri < Sec < Ter
(A) (CH3 )3 COH (B) CH3 CH2 CH2 OH (26) Suppose the following reaction : −
us

(C) (CH3 )2 CHCH2 OH (D) CH3 CHOHCH3 image

The product D and F are related as : −
(20) Which compound has hydrogen bonding
pl

(A) Toluene (B) Phenol

(C) Chlorobenzene (D) Nitrobenzene
(21) In the following reactions, which one is NOT correct?
v

(A)

(A) Identical
(B) Homolog
(C) Functional isomer
(D) Both form identical product with HNO2
(B)
(27) In reaction of alcohols with alkali metal, acid etc. which of the following
alcohol will react fastest
(A) Secondary (B) Tertiary
(C) Primary (D) All equal

(C) (28) The final product of the oxidation of ethyl alcohol is

(A) Ethane (B) Acetone
(C) Acetaldehyde (D) Acetic acid

(29) What will be the order of reactivity of the following carbonyl compounds
with nucleophile?
(D)

(22) Acetic acid is weak acid than sulphuric acid because

(A) It decompose on increasing temperature
(A) I > II > III > IV (B) IV > III > II > I
(B) It has less degree of ionisation
(C) II > I > IV > III (D) III > II > I > IV
(C) It has −COOH group
(D) None of these (30) Incorrect method of preparation for alcohols from the following is:

2
 (A) Ozonolysis of alkene. &CH3 − C ≡ CH −−−−−−−
4 HgSO
−→ (A)
dil. H2 SO4
(B) Reaction of Ketone with RM gBr followed by hydrolysis.
(38) &CH − C ≡ CH −−
(1) BH3 .T HF
−−−−−−−−−→ (B)
(C) Hydroboration-oxidation of alkene. 3
(2) H2 O2 /HO −
(D) Reaction of alkyl halide with aqueous N aOH.
Product (A) and (B) is differentiated by
(31) In the following sequence of reactions,
KOH(alc.) KOH(aq.) (A) 2 − 4 − DN P (B) N aOI
CH3 CH2 CH2 Br −−−−−−−−→ (A) −−−→ (B) −−−−−−−→ (C) The
HBr

product (C) is (C) N a -metal (D) N aHSO3

(A) Propene (B) Propyne (39) Which of the following compounds will produce a precipitate with AgN O3
?
(C) Propan −1− ol (D) Propan −2− ol
(A) (B)
(32) At low temperatures, the slow addition of molecular bromine to
CH2 = CH − CH2 − C ≡ CH gives :-
(A) CH2 = CH − CH2 − CBr = CHBr
(B) BrCH2 − CHBr − CH2 − C ≡ CH
(C) CH2 = CH − CH2 − CH2 − CBr3
(D) CH3 − CBr2 − CH2 − C ≡ CH (C)
(D)
(33) The product formed in Aldol condensation is
(A) a beta-hydroxy aldehyde or a beta-hydroxy ketone
(B) an alpha-hydroxy aldehyde or ketone
(C) an alpha, beta unsaturated ester
(D) a beta-hydroxy acid

(34) Ethyl bromide reacts with silver nitrite to form

(A) Nitroethane (40) 23 g of N a will react with methyl alcohol to give
(B) Nitroethane and ethyl nitrite (A) One mole of oxygen (B) One mole of H2
(C) Ethyl nitrite (C) 1
2
mole of H2 (D) None of these
(D) Ethane (41) Which one of the following on oxidation will not give a carboxylic acid with
the same number of carbon atoms
OH O (A) CH3 COCH3 (B) CCl3 CH2 CHO
u
(35) ||| (C) CH3 CH2 CH2 OH (D) CH3 CH2 CHO
CH3 − CH − CH2 − C − H
(42) Arrange the following in order of increasing reactivity (least → most)
us

N a CO
3HCHO + A −−−2−o−−→
3
(B) towards nucleophile
40 C (82%)
O O O
Product (B) of the above reaction is
|| || ||
CH2 − OH
pl

CH3 COCHCH3 CH3 CCl CH3 CN HCH3

|
HO − CH2 − C − CH2 OH
(A)
1 2 3
|
(A) 1 < 2 < 3 (B) 3 < 1 < 2
v

CH2 − OH
(C) 1 < 3 < 2 (D) 2 < 1 < 3
CHO (43) Methanol and ethanol are distinguished by the
| (A) Action of HCl (B) Iodoform test
HO − CH2 − C − CHO
(B) (C) Solubility in water (D) Sodium
|
CH2 − OH (44) The increasing order of the following compounds towards HCN addition is

CH2 OH
|
HO − CH2 − C − CH2 OH
(C)
|
CHO

CHO
|
HO − CH2 − C − CH2 − CH2 − OH
(D)
|
CH2 − OH

(36) A primary aliphatic amine on reaction with nitrous acid in cold (273 K) and
there after raising temperature of reaction mixture to room temperature (A) (iii) < (iv) < (ii) < (i) (B) (iii) < (iv) < (i) < (ii)
(298 K). Gives a/an ..... (C) (iii) < (1) < (iv) < (ii) (D) (i) < ( iii) < (iv) < (ii)
(A) nitrile (B) alcohol (45) Which of the following is true for given reaction
(C) diazonium salt (D) secondary amine
hv
R − H + X2 −−→ R − X + H − X
(A) Reactivity of different halogens for the reaction is
(37) Ethylene glycol reacts with excess of P Cl5 to give I2 > Br2 > Cl2 > F2
(A) 1, 1− dichloroethane (B) The reaction follows electrophilic substitution mechanism
(B) 1, 2− dicholoroethane (C) Iodination is carried out in presence of HIO3 to increase yield of
(C) 1, 1, 1− trichloroethane alkyliodide
(D) 1, 1, 2, 2− tetrachloroethane (D) All

3
(46) Match List−I with List−II : CH3 − CH2 − N H2 (CH3 )2 N H
2 3
O
List−I List−II ||
(Chemical Reaction) (Reagent used) CH3 − C −N H2
4

(a) CH3 COOCH2 CH3 →

CH3 CH2 OH (i) CH3 MgBr/H3 O+
(1. equivalent )

(A) 2 > 1 > 3 > 4 (B) 1 > 3 > 2 > 4

(b) CH3 COOCH3 → (ii) H2 SO4 /H2 O
CH3 CHO (C) 3 > 1 > 2 > 4 (D) 1 > 2 > 3 > 4
(c) CH3 C ≡ N → CH3 CHO (iii) DIBAL − H/H2 O
(d) CH3 C ≡ N → (iv) SnCl2 , HCl/H2 O (54) In the reaction, the acid obtained will be
CH3 COCH3
H−OH
CH3 CHO + HCN → CH3 CH(OH)CN −−−−−→
Choose the most appropriate match : CH3 CH(OH)COOH
(A) a − ii, b − iv, c − iii, d − i (B) a − iv, b − ii, c − iii, d − i (A) D− isomer

(C) a − ii, b − iii, c − iv, d − i (D) a − iii, b − ii, c − i, d − iv (B) L− isomer

(C) (80% D + 20% L) mixture
(47) Which of the following gives primary amine on reduction?
(D) (50% D + 50% L) mixture
(A) CH3 CH2 N O2 (B) CH3 CH2 − O − N = O
(C) C6 H5 N = N C6 H5 (D) CH3 CH2 N C
(55) Which of the following is the major product from sulfonation of α -tetralone
R−C−O− R′ ?
LiAlH4
(48) || −−−−−→ B+C
O
B and C both gives +ve iodoform test: R and R′ can be :
(A) −Et, −Et
(B) −CH3 , −CH3
CH3
(C) −CH3 ; − CH <
CH3
(A) (B)
CH3
(D) −Et ; − CH <
CH3
u
(49) For the compounds:
(Image)
us

The increasing order of boiling point is :

Choose the correct answer from the options given below : (D)
(C)
pl
v

(56) In which case yield via SN 2 is maximum : −

(A)
(A) (A) < (B) < (C) < (D) (B) (B) < (C) < (C) < (D)
(C) (D) < (C) < (A) < (B) (D) (B) < (A) < (D) < (C)

CH3
|
(50) CH3 − C − O − CH3 −−−−−−→
[Link]

| (B)
CH3
Type of reaction in above reaction is
(A) SN 1 (B) SN 2
(C) ESR (D) EAR
(51) In which of the following group, each member gives positive iodoform test ?
(C)
(A) methanol, ethanol, propanone
(B) ethanol, isopropanal, methanal
(C) ethanol, ethanal, isopropyl alcohol
(D) propanal, propanol- 2 , propanone

(D)
(52) In CH3 CH2 OH −→ CH2 = CH2 + H2 O; ′ X ′ is
X
o 350 C

(A) N aCl (B) CaCl2

(C) P2 O5 (D) Al2 O3
(53) The correct order of basicities of the following compounds is
image (57) Identify product (A) & (B) from the given product P, Q, R

4
 column−I column−II
(Reactions) (Reagents)
(i) Benzophenone(a) LiAlH4
→ Diphenyl-
methane
(ii) Benzaldehyde (b) DIBAL − H
→ 1−
Phenylethanol
(A) A = P, B = Q (B) A = Q, B = R (iii) Cyclohexanone(c) Zn(Hg)/[Link]
(C) A = Q, B = P (D) A = R, B = P → Cyclohex-
anol
(iv) Phenyl ben- (d) CH3 MgBr, H2 O
(58) Which of the following is/are soluble in ethanol zoate →
Benzalde-
(A) HgF2 (B) HgCl2 hyde
(C) HgBr2 (D) All of them
(A) (i)-a, (ii)-c, (iii)-d, (iv)-b
(B) (i)-c, (ii)-d, (iii)-a, (iv)-b
(59) Major product (A) is (C) (i)-c, (ii)-d, (iii)-b, (iv)-a
(D) (i)- c , (ii)- b , (iii)- a , (iv)- d

(65) Where N u = Nucleophile

Find out the correct statement from the options given below for the above
2 reactions.

(A) (B)

(C) (D)
(A) Reaction (I) is of 2nd order and reaction (II) is of 1st order
u
(B) Reaction (I) and (II) both are of 2nd order
(C) Reaction (I) is of 1st order and reaction (II) is of 2nd order
us

(D) Reactions (I) and (II) both are of 1st order

(66) The reagent that can distinguish benzaldehyde from propionaldehyde is

pl

(60) Which of the following reagents should be used to carry out the above (A) I2 /N aOH
conversion : − (B) Fehling’s solution
(C) Tollens reagent
v

(D) 2, 4− dinitrophenyl hydrazine

(A) LiAlH4 (B) NaBH4 (67) Formic acid is obtained when

(C) Ni, H2 (D) Zn − Hg/HCl (A) Calcium acetate is heated with conc. H2 SO4
(B) Calcium formate is heated with calcium acetate
(C) Glycerol is heated with oxalic acid at 110o C
(61) Hydration of 3 -phenylbut- 1 -ene in dil. H2 SO4 will give mainly
(D) Acetaldehyde is oxidised with K2 Cr2 O7 and H2 SO4
(A) 3 -Phenylbutan-1-ol (B) 3 -Phenylbutan- 2 -ol
(C) 2 -Phenylbutan- 2 -ol (D) 2 -Phenylbutan- 1 -ol (68) Arrange these compounds in decreasing order of reactivity for the
nucleophilic addition
reactions :
(62) Addition of KI accelerates the hydrolysis of primary alkyl halides because (I) HCHO (II) CH3 CHO
O
(A) KI is soluble in organic solvents
(III) Acetone ||
(B) the iodide ion is a weak base and a poor leaving group Et − C − Et
(C) the iodide ion is a strong base (A) I > II > III > IV (B) IV > III > II > I
(D) the iodide ion is a powerful nucleophile as well as a good leaving group (C) III > II > I > IV (D) I > IV > II > III

(69) Find missing reagents.

(63) A secondary amine is
(A) An organic compound with two −N H2 groups
(B) A compound with two carbon atoms and an −N H2 group
(C) A compound with an −N H2 group on the carbon atom in number 2
(A) x = LiAlH4 , y = N aBH4
position
(B) X = LiAlH4 /AlCl3 , y = LiAlH4
(D) A compound in which two of the hydrogens of N H3 have been
replaced by organic groups (C) x = LiAlH4 , y = LiAlH4 /AlCl3
(D) x = H2 /N i, y = H2 /P t.

(64) Match the reactions given in column−I with the suitable reagents given in (70) Which of the following reagents would distinguish
column−II cis−cyclopenta−1 − 2−diol from the trans−isomer?

5
 (A) M nO2 (77) Most reactive compound toward acid catalysed hydration is: −
(B) Aluminium isopropoxide (A) (B)
(C) Acetone
(D) Ozone

(71) In the reaction of hypobromite with amide, the carbonyl carbon is lost as :
(A) CO32− (B) HCO3−
(C) CO2 (D) CO (C) (D)

(72) Clemmensen reduction of a ketone is carried out in the presence of which of

the following ?
(A) Glycol with KOH (B) Zn − Hg with HCl
(C) LiAlH4 (D) H2 and P t as catalyst (78) The amine which does not react with acetyl chloride is or Which of the
(73) What is the structure of C? following cannot be acetylated
(A) CH3 N H2 (B) (CH3 )2 N H
(C) (CH3 )3 N (D) None of these
(79) The strongest acid from the following is
(A) (B)

(A) null

(C)
(D)

(B) null
u
(80) Oxygen atom in ether is
(A) Very active (B) Replaceable
us

(C) Comparatively inert (D) Active

(81) Phenol on distillation with zinc dust gives
(C) null (A) C6 H6 (B) C6 H12
pl

(C) C6 H5 OC6 H5 (D) C6 H5 − C6 H5

O
v

||
(82) (1) CH3 M gBr(excess)
Et − O − C − O − Et −−−−−−−−−−−−−−−−→ (A),
(2)H3 O ⊕
(D) null Product (A) is
O O
(A) || (B) ||
CH3 − C − O − Et CH3 − C − CH3
OH (D) CH3 − CH2 − CH3
|
(C) CH3 − C − CH3
(74) Consider the following statement Acetophenone can be prepared by
|
(1) Oxidation of 1− phenylethanol
CH3
(2) Reaction of benzalthanol with methyl magnesium bromide
(3) Friedel craft’s reaction of benzene with acetyl chloride (83) In the following reaction,’B’ is
(4) Distillation of calcium benzoate
(A) 1 and 2 (B) 1 and 4
(C) 1 and 3 (D) 3 and 4
(75) Mixture of P hCHO and HCHO is treated with N aOH, then cannizzaro
reaction involve
(A) Reduction of HCHO (A) (B)
(B) Oxidation of HCHO
(C) Reduction of P hCHO
(D) Oxidation of P h − CHO
(A) A, C (B) A, D
(C)
(C) B, C (D) B, D (D)
(76) Reducing agent is :

(A) N aBH4 (B) LiAlH4

(84) Above conversion can be done by
(C) P d/H2 (D) DiBAL − H

6
 (93) With respect to the following reaction, consider the given statements :
[Image]
(A) o−Nitroaniline and p−nitroaniline are the predominant products
(A) N aBH4 (B) LiAlH4 (B) p−Nitroaniline and m−nitroaniline are the predominant products
(C) HN O3 acts as an acid
(C) P CC (D) KM nO4 (D) H2 SO4 acts as an acid
(85) A mixture of benzaldehyde and formaldehyde on heating with aqueous
N aOH solution gives :-
(A) P hCH2 OH and HCOON a
(B) P hCOON a and CH3 OH
(C) P hCOON a and HCOON a (A) (A) and (C) are correct statements.
(D) P hCH2 OH and CH3 OH (B) (A) and (D) are correct statements.
(86) Which of the following reaction sequences would be the best for synthesis (C) (B) and (D) are correct statements.
of 2 -pentanone? (D) (B) and (C) are correct statements.
O
||
(A) CH M gl H O ⊕
CH3 − CH2 − CH2 − C − H −−−−
3
−−→−
−−3
−−
→
Et2 O

CH2 − CH2
CH3 M gl H3 O ⊕
(B) || −−−− −−→− −−−− →
Et2 O
CH3 − CH − O (94) The reaction of C6 H5 [Link] with LiAlH4 gives
CH M gl H O ⊕
(A) C6 H5 CH2 CH2 CH2 OH (B) C6 H5 CH = CHCH2 OH
(C) CH3 − CH2 − CH2 − C ≡ N −−−−
3
−−→−
−−3
−−
→
Et2 O
(C) C6 H5 CH2 CH2 CHO (D) C6 H5 CH2 CHOHCH3
O
||
(D) CH − CH2 −
CH M gl H O ⊕
C − H −−−−
3
−−→−
−−3
−−
→
3
(P ropanal) Et2 O

(87) Consider the following reaction

(image) pd−BaSO
H2 ′ A′
4 (95) An ether is more volatile than an alcohol having the same molecular formula.
The product A is
′ ′
This is due to
(A) Dipolar character of ethers
u
(B) Alcohols having resonance structures
(C) Inter-molecular hydrogen bonding in ethers
us

(D) Inter-molecular hydrogen bonding in alcohols

(A) C6 H5 COCH3 (B) C6 H5 Cl
(C) C6 H5 CHO (D) C6 H5 OH
pl

(88) Suitable reaction condition for preparation of Methyl phenyl ether is

(A) P h − Br, M eO− N a+ (B) P hO − N a+ , M eOH
v

(C) P hO − N a+ , M eBr (D) Benzene, MeBr

(89) Which product is not formed in the following reaction : −
(i) N aOH (96) Glycerol is a
CH3 CHO + CH3 − CH2 − CHO −−−−−−→
(ii) ∆ (A) Primary alcohol (B) Monohydric alcohol
(A) (B) (C) Secondary alcohol (D) Trihydric alcohol

(C) (D)

(97) The Hinsberg’s method is used for

(A) Preparation of primary amines
U V Light
(90) C6 H6 + Cl2 −−−−−→ Product. In above reaction product is (B) Preparation of secondary amines
(A) CCl3 CHO (B) C6 H6 Cl6 (C) Preparation of tertiary amines
(C) C6 H12 Cl6 (D) C6 H9 Cl2 (D) Separation of amine mixtures
(91) The strongest acid amongst the following compounds is :
(A) CH3 COOH (B) HCOOH
(C) CH3 CH2 CH(Cl)CO2 H (D) ClCH2 CH2 CH2 COOH
(92) Correct order of basic strength is:

(98) The intermediate compound ′ X′ in the following chemical reaction is :

(A) iii > i > iv > i (B) iv > iii > ii > i
(C) iii > ii > i > iv (D) iii > i > ii > iv

7
 (A) (A) C2 H5 N C and 3KCl
(B) C2 H5 CN and 3KCl
(C) CH3 CH2 CON H2 and 3KCl
(D) C2 H5 N C and K2 CO3
(102) In which of the following primary amine is not obtained as a product
O
(A) ||
(B) Br +KOH
CH3 − C − N H2 −−−2−−−−−→
∆

O
||
(B) (i) N aN3 /∆
CH3 − C − Cl −
−−−−−−−−−−
→
(ii) Hydrolysis

O
(C) ||
(C)
LiAlH4 /ether
CH3 − CH2 − C − N H2 −−−−−−−−−−→
LiAlH
(D) CH3 − N C −−−−−→
4
ether

(103) Which alcohol react readily with lucas reagent

(A) Benzyl alcohol
(B) p− methoxy benzyl alcohol
(C) Allyl alcohol
(D) Vinyl alcohol
(D)
(104) In hydrolysis of aniline, the reagent used is
(A) Dil. HCl (B) Acetyl chloride
(C) CH3 OH (D) None of these
(105) Alcohols can be distinguished from alkenes by
(A) Dissolving in cold concentrated H2 SO4
(B) Decolourizing with bromine in CCl4
(C) Oxidizing with neutral permanganate solution
u
(D) None of the above
(99) What will be the name of the given reaction
us
pl

(A) Gatterman Koch reaction (B) Etard reaction

(C) Gattermann reaction (D) Rosenmund reaction
v

(100) What is A in the following reaction ?

(A) (B)

(D)

(C)

(101) In the chemical reaction,

CH3 CH2 N H2 + CHCl3 + 3KOH → (A) + (B) + 3H2 O,
the compounds (A) and (B) are respectively

8
 v plus u
Subject : Chemistry Paper Set : 1
full organic dpp Date : 24-09-2025
Standard : 12
Total Mark : 420 (Answer Key) Time : 0H:0M

Chemistry - Section A (MCQ)

1-B 2-B 3-B 4-C 5-A 6-D 7-B 8-B 9-C 10 - B

11 - B 12 - B 13 - A 14 - C 15 - B 16 - C 17 - D 18 - C 19 - D 20 - B
21 - A 22 - B 23 - C 24 - A 25 - A 26 - C 27 - C 28 - D 29 - A 30 - A
31 - D 32 - B 33 - A 34 - A 35 - C 36 - B 37 - B 38 - B 39 - B 40 - C
41 - A 42 - B 43 - B 44 - C 45 - C 46 - C 47 - A 48 - C 49 - B 50 - A
51 - C 52 - D 53 - B 54 - D 55 - B 56 - D 57 - C 58 - D 59 - C 60 - B
61 - C 62 - D 63 - D 64 - B 65 - C 66 - B 67 - C 68 - A 69 - C 70 - C
71 - A 72 - B 73 - A 74 - C 75 - C 76 - D 77 - B 78 - C 79 - A 80 - C
81 - A 82 - C 83 - B 84 - B 85 - A 86 - C 87 - C 88 - C 89 - D 90 - B
91 - C 92 - C 93 - C 94 - A 95 - D 96 - D 97 - D 98 - A 99 - A 100 - C
101 - A 102 - D 103 - B 104 - A 105 - B
u
us
pl
v

9
 v plus u
Subject : Chemistry Paper Set : 1
full organic dpp Date : 24-09-2025
Standard : 12
Total Mark : 420 (Solutions) Time : 0H:0M

. . . . . . . . . . . . . . . . . Chemistry - Section A (MCQ) . . . . . . . . . . . . . . . . . (A)

⇒ To form on anhydride from C8 H6 O4 acid, both - COOH should be at
ortho-position.
(1) Nitrobenzene can be prepared from benzene by using a mixture of conc.
HN O3 and conc. H2 SO4 . In the mixture, nitric acid acts as a/an
(A) acid (B) base
(C) catalyst (D) reducing agent
Solution:(Correct Answer:B)
Proton donor is acids and proton acceptor is bases. Conc. H2 SO4 and conc.
HNO 3 react in the following manner:
−
HNO3 + H2 SO4 → H2 NO+ 3 + HSO4
H2 NO3 → NO2 + H2 O
+ +

Hence, in this reaction HNO 3 acts as a base and H2 SO4 as an acid.

(2) What is formed when benzoyl chloride reacts with aniline in presence of
sodium hydroxide
(A) Acetanilide (B) Benzanilide
(C) Benzoic acid (D) Azobenzene
(6) Sodium ethoxide has reacted with ethanoyl chloride. The compound that is
Solution:(Correct Answer:B)
produced in the above reaction is :
(b) It is known as Schotten Baumann reaction.
N aOH (A) Diethyl ether (B) 2− Butanone
C6 H5 N H2 + ClCOC6 H5 −−−−−→ C6 H5 N HCOC6 H5 +HCl
u
Aniline Benzoyl chloride Benzanilide (C) Ethyl chloride (D) Ethyl ethanoate
(3) What is the main reason for the fact that carboxylic acids can undergo
us

ionization
Solution:(Correct Answer:D)
(A) Absence of α−hydrogen
(B) Resonance stabilisation of the carboxylate ion
pl

(C) High reactivity of α−hydrogen

(D) Hydrogen bonding

Solution:(Correct Answer:B)
v

Carboxylate acids are easily ionized because there is resonance in

carbroxylate ion due to π - electron shifting so H + get ionised very easily.

(4) Amongst the following compounds, the compound having the lowest (7) Which of the following compound will undergo self aldol condensation in
boiling point is the presence of cold dilute alkali

(A) (B) (A) C6 H5 CHO (B) CH3 CH2 CHO

(C) CH ≡ C − CHO (D) CH2 = CH − CHO

(D) Solution:(Correct Answer:B)

Since CH3 CH2 CHO has α-hydrogen atom, therefore it will undergo aldol
(C) condensation in the presence of cold dilute alkali.

(8) 2− chloropentane on halogenation with chlorine gives 2, 3,

Solution:(Correct Answer:C)
dichloropentane. What will be the structure of free radical species form in
the reaction ?
(5) A compound X on heating with alcoholic AgN O3 gives a white precipitate.
Oxidation of X gives an acid with the formula C8 H6 O4 . Which easily forms (A) Planar (B) Trigonal planar
a cyclic anhydride ou heating. The compound X is (C) Square planar (D) Pyramidal
(A) (B)

Solution:(Correct Answer:B)
The free radical formed in the chlorination of 2 -chloro pentane contains the
free radical on 3rd carbon which is sp2 hybridized.A sp 2 hybridized carbon
always posses Trigonal planar
(C) (D) shape. Hence, option B is correct.

O
(9) (A) −−−−−
3
−−→ (B) + (C)
C7 H14 Zn/AcOH
Compound (A) exist in geometrical isomers and (B) gives Cannizaro
Solution:(Correct Answer:A) reaction. (A) will be

10
 CH3 (A) (B)
|
CH3 − CH − C = CH − CH3
(A)
|
CH

(B) (CH3 )3 CCH2 − CH = CH2

(C) (CH3 )3 C − CH = CH − CH3 (D)
CH3 (C)
|
CH3 − C − CH2 − CH = CH2
(D)
|
CH3

Solution:(Correct Answer:B)
Solution:(Correct Answer:C)
(16) CH3 COCl
O3 2H
(CH3 )3 C − CH = CH − CH3 −−−−−−−→ −−→ CH3 CHO + HCl;
Zn/AcOH P d/BaSO4
(A)
(CH3 )3 C − CHO + CH3 CHO The above reaction is called
(B) (C) (A) Reimer-Tiemann reaction
(B) Cannizzaro reaction
(10) DDT is prepared by reacting chlorobenzene with (C) Rosenmund reaction
(A) CCl4 (B) CCl3 − CHO (D) Reformatsky reaction
(C) CHCl3 (D) Ethane
Solution:(Correct Answer:C)
(c)CH3 COCl
2H
Solution:(Correct Answer:B) −−→ CH3 CHO + HCl
P d/BaSO4
(b)
(17) The order of stability of the following tautomeric compounds is
OH O
||| ⇌
CH2 = C − CH2 − C − CH3
(I)
OH O
| || ⇌
CH3 − C − CH2 − C − CH3
u
(II)
(11) One of the following that cannot undergo dehydro-halogenation is OH O
(A) Iso-propyl bromide (B) Ethanol | ||
us

CH3 − C = CH − C − CH3
(C) Ethyl bromide (D) None of these (III)

Solution:(Correct Answer:B) (A) II > I > III (B) II > III > I
pl

b)Ethanol cannot undergo dehydrohalogenation. (C) I > II > III (D) III > II > I
Solution:(Correct Answer:D)
(12) Consider the following sequence of reaction The enols of β -dicarbonyl compounds are more stable because of
v

C2 H5 − Br
AgCN
→ A
H2 /N i
→ B conjugation and intramolecular H− bonding. Thus, the order of stability is
Product B is OHO
OO
| ||
(A) CH3 CH2 CH2 − N H2 (B) CH3 − CH2 − N H − CH3 > || || >
H3 C − C = CH − C − CH3
CH3 − C − CH2 − C − CH3
(C) (CH3 CH2 )2 N H (D) CH3 − CH2 − N H2
(II)
(Stabilisedbyconjugation
Solution:(Correct Answer:B) andH − bonding)
III
OH O
(13) Which one of the following on treatment with 50% aq. NaOH yields the |||
corresponding alcohol and salt of carboxylic acid : − CH2 = C − CH2 − C − CH3
(I)
(A) C6 H5 CHO (B) CH3 CH2 CH2 CHO Less stable as (=) bond is not in conjugation with carbonyl group.
(C) CH3 COCH3 (D) CH3 CHO
(18) Which molecule is polar ?
Solution:(Correct Answer:A) (A) (B)
C6 H5 CHO on treatment with 50% aq. NaOH yields corresponding alcohol
and acid as it do not contains a − H(Cannizzaro reaction)
⊖⊕
C6 H5 CHO −−−−−→ C6 H5 CH2 OH + C6 H5 CO ONa
50%
aq. NaOH

(14) The number of nitrogen atoms in a semicarbazone molecule of acetone is

.....
(A) 1 (B) 2
(C) 3 (D) 4
(D)
(C)
Solution:(Correct Answer:C)

(15) Which of the following alcohol shows fastest reaction with HI ?

11
 Solution:(Correct Answer:C)
H O,HCl
Method 2 : RBr −−−−−→ RCN −−−
N aCN 2
−−−−→ RCO2 H
heat
Which one of the following statements correctly describes this conversion ?
(19) Which of the following gives ketone on oxidation
(A) (CH3 )3 COH (B) CH3 CH2 CH2 OH
(C) (CH3 )2 CHCH2 OH (D) CH3 CHOHCH3
Solution:(Correct Answer:D)
[O]
(d)CH3 − CH − CH3 −−→ CH3 − C − CH3
| ||
OH O

(20) Which compound has hydrogen bonding

(A) Toluene (B) Phenol (A) Both Method 1 and Method 2 are appropriate for carrying out this
conversion
(C) Chlorobenzene (D) Nitrobenzene
(B) Neither Method 1 nor Method 2 is appropriate for carrying out this
Solution:(Correct Answer:B) conversion
(b)
(C) Method 1 will work well, but Method 2 is not appropriate
(D) Method 2 will work well, but Method 1 is not appropriate

Solution:(Correct Answer:C)
(c) At bridge heqd, SN 2 doesn’t take place. According to bredt’s rule bridge
head carbon can’t be sp2 -hybridized.
(N aI + Acetone) + R − X reaction SN 2 depends on

(21) In the following reactions, which one is NOT correct?

(A)

(24) Given below are two statements :

Statement I : The esterification of carboxylic acid with an alcohol is a
nucleophilic acyl substitution.
Statement II : Electron withdrawing groups in the carboxylic acid will
(B) increase the rate of esterification reaction.
Choose the most appropriate option
(A) Both Statement I and Statement II are correct.
u
(B) Both Statement I and Statement II are incorrect.
(C) Statement I is correct but Statement II is incorrect.
us

(D) Statement I is incorrect but Statement II is correct.

(C)
Solution:(Correct Answer:A)
pl

O O
R − OH + || −→ ||
R − C − OH R−O−C−R
nucleophilic acyl substitution
v

(D) electron with drawing group on carboxylic acid will increase the rate of
esterification

(25) Order of reactivity of alcohols towards sodium metal is

(A) Pri > Sec > Ter (B) Pri > Sec < Ter
(C) Pri < Sec > Ter (D) Pri < Sec < Ter
Solution:(Correct Answer:A) Solution:(Correct Answer:A)
The reactivity of alcohols towards sodium metal tollows the same order as
the order of acidity of alcohols. The order of acidity of alcohols is primary >
secondary > tertiary
The order of reactivity of alcohols towards N a metal is also similar. The
reactivity of alcohols towards sodium follows the order primary >
secondary > tertiary.

(26) Suppose the following reaction : −

image
The product D and F are related as : −

(22) Acetic acid is weak acid than sulphuric acid because

(A) It decompose on increasing temperature
(B) It has less degree of ionisation
(C) It has −COOH group (A) Identical
(D) None of these (B) Homolog
Solution:(Correct Answer:B) (C) Functional isomer
(b) CH3 COOH is slightly ionised than H2 SO4 . (D) Both form identical product with HNO2
(23) Compare the two methods shown for the preparation of carboxylic acids
Mg 1. CO Solution:(Correct Answer:C)
Method 1 : RBr −−−−−−−−−→ RM gBr −−−−−−
2
→ RCO2 H
diethyl ether 2. H3 O +

12
 Solution:(Correct Answer:B)
double bond is more reactive than alkyne due to formation of more stable
carbocation towards any electrophile.

(33) The product formed in Aldol condensation is

(A) a beta-hydroxy aldehyde or a beta-hydroxy ketone
(B) an alpha-hydroxy aldehyde or ketone
(C) an alpha, beta unsaturated ester
(D) a beta-hydroxy acid
Solution:(Correct Answer:A)
Condensation between two molecules of an aldehyde or a ketone having
atleast one α -hydrogen atom in presence of a base to form a β -hydroxy
aldehyde or β -hydroxy ketone is known as aldol condensation. Aldol
condensation are divided into two parts one is self aldol condensation and
another is cross-aldol condensation, when both molecules are same called
(27) In reaction of alcohols with alkali metal, acid etc. which of the following self aldol and vice versa.
alcohol will react fastest
(A) Secondary (B) Tertiary
(C) Primary (D) All equal
Solution:(Correct Answer:C)
(c)Order of reactivity with alkali metal (e.g.-Sodium) follows the order
1o > 2o > 3o .
(28) The final product of the oxidation of ethyl alcohol is
(A) Ethane (B) Acetone
(C) Acetaldehyde (D) Acetic acid
Solution:(Correct Answer:D)
(d) C2 H5 OH + [O] → CH3 CHO → CH3 COOH
(29) What will be the order of reactivity of the following carbonyl compounds
with nucleophile?
(34) Ethyl bromide reacts with silver nitrite to form
(A) Nitroethane
u
(B) Nitroethane and ethyl nitrite
(C) Ethyl nitrite
us

(D) Ethane
Solution:(Correct Answer:A)
(a) Ag − O − N = O is a covalent compound.
(A) I > II > III > IV (B) IV > III > II > I
pl

Therefore, attack of nucleophile occurs through Nitrogen atom. Hence,

(C) II > I > IV > III (D) III > II > I > IV nitroethane is formed.
Solution:(Correct Answer:A)
v

(30) Incorrect method of preparation for alcohols from the following is:
(A) Ozonolysis of alkene.
(B) Reaction of Ketone with RM gBr followed by hydrolysis.
OH O
(C) Hydroboration-oxidation of alkene. (35) |||
(D) Reaction of alkyl halide with aqueous N aOH. CH3 − CH − CH2 − C − H
N a CO
Solution:(Correct Answer:A) 3HCHO + A −−−2−o−−→
3
(B)
40 C
Ozonolysis of alkene, gives aldehyde, ketone and carboxylic acid.
(82%)
Product (B) of the above reaction is
(31) In the following sequence of reactions, CH2 − OH
KOH(alc.) KOH(aq.)
CH3 CH2 CH2 Br −−−−−−−−→ (A) −−−→ (B) −−−−−−−→ (C) The
HBr
|
product (C) is HO − CH2 − C − CH2 OH
(A)
|
(A) Propene (B) Propyne
CH2 − OH
(C) Propan −1− ol (D) Propan −2− ol
Solution:(Correct Answer:D) CHO
|
HO − CH2 − C − CHO
(B)
|
CH2 − OH

CH2 OH
|
HO − CH2 − C − CH2 OH
(C)
|
CHO
(32) At low temperatures, the slow addition of molecular bromine to
CH2 = CH − CH2 − C ≡ CH gives :- CHO
(A) CH2 = CH − CH2 − CBr = CHBr |
(B) BrCH2 − CHBr − CH2 − C ≡ CH HO − CH2 − C − CH2 − CH2 − OH
(D)
|
(C) CH2 = CH − CH2 − CH2 − CBr3 CH2 − OH
(D) CH3 − CBr2 − CH2 − C ≡ CH

13
 Solution:(Correct Answer:C)
CH2 − OH
|
HO − CH2 − C − CHO
(c) (A) CH3 CHO (B) (By cross aldol)
|
CH2 − OH
(40) 23 g of N a will react with methyl alcohol to give

(36) A primary aliphatic amine on reaction with nitrous acid in cold (273 K) and (A) One mole of oxygen (B) One mole of H2
there after raising temperature of reaction mixture to room temperature (C) 1
mole of H2 (D) None of these
2
(298 K). Gives a/an .....
(A) nitrile (B) alcohol Solution:(Correct Answer:C)
(C) diazonium salt (D) secondary amine (c) CH3 OH + N a → CH3 ON a + 1
H
2 2
1 mole 1 mole 1/2 mole
Solution:(Correct Answer:B) (23 gms)

N aN O2
R − N H2 −→ R − N2+ → R+ −→ R − OH
(41) Which one of the following on oxidation will not give a carboxylic acid with
+HCl H2 O

(37) Ethylene glycol reacts with excess of P Cl5 to give the same number of carbon atoms
(A) 1, 1− dichloroethane (A) CH3 COCH3 (B) CCl3 CH2 CHO
(B) 1, 2− dicholoroethane (C) CH3 CH2 CH2 OH (D) CH3 CH2 CHO
(C) 1, 1, 1− trichloroethane
(D) 1, 1, 2, 2− tetrachloroethane Solution:(Correct Answer:A)
one carbon atom is less in the ketone group
Solution:(Correct Answer:B) O
K2 Cr2 O7
CH2 OH CH2 Cl || −−− −−−−→ CH3 COOH + HCOOH
H2 SO4
| +2P Cl5 → | +2P OCl3 + 2HCl CH3 − C − CH3
CH2 OH CH2 Cl
Ethyleneglycol 1,2dichloroethane
(42) Arrange the following in order of increasing reactivity (least → most)
&CH3 − C ≡ CH −−−−−−−
4
−→ (A)
HgSO towards nucleophile
dil. H2 SO4 O O O
(38) &CH − C ≡ CH −−
(1) BH3 .T HF || || ||
3 −−−−−−−−−→ (B) CH3 COCHCH3 CH3 CCl CH3 CN HCH3
(2) H2 O2 /HO −

1 2 3
Product (A) and (B) is differentiated by
(A) 1 < 2 < 3 (B) 3 < 1 < 2
u
(A) 2 − 4 − DN P (B) N aOI (C) 1 < 3 < 2 (D) 2 < 1 < 3
(C) N a -metal (D) N aHSO3
us

Solution:(Correct Answer:B) Solution:(Correct Answer:B)

Hg /H
OH
2+ + (b) Leaving group tendency (−Cl > −OEt > −N H − CH3 )
CH3 − C ≡ CH −−−−−−−→ | ⇌
pl

H2 O
CH3 − CH = CH2
O (43) Methanol and ethanol are distinguished by the
|| (A) Action of HCl (B) Iodoform test
CH3 − C − CH3
v

(C) Solubility in water (D) Sodium

(Aketone(give + ve
iodof ormtest with N aOI))
(1)BH3 .T HF
Solution:(Correct Answer:B)
CH3 − C ≡ CH −−−−−−−−−−−→ CH3 − CH = CH2 − OH ⇌ (b)C2 H5 OH gives iodoform test having α-hydrogen atom while CH3 OH
(2) H2 O2 /OH +
CH3 − CH2 − CH = O does not give due to the absence of α-hydrogen atom.
(Analdehyde)
(− veiodof ormtestbecause − C − CH3
|| (44) The increasing order of the following compounds towards HCN addition is
O

groupisabsent.)

(39) Which of the following compounds will produce a precipitate with AgN O3
?
(A) (B)

(C)
(D) (A) (iii) < (iv) < (ii) < (i) (B) (iii) < (iv) < (i) < (ii)
(C) (iii) < (1) < (iv) < (ii) (D) (i) < ( iii) < (iv) < (ii)

Solution:(Correct Answer:C)
Increasing order of reactivity towards HCN addition Greater the
O
electrophilicity on || group greater the reactivity in nucleophilic
−C−
Solution:(Correct Answer:B) addition.
(iii) < (1) < (iv) < (ii)

14
 R − C − O − R′
LiAlH4
(48) || −−−−−→ B+C
O
B and C both gives +ve iodoform test: R and R′ can be :
(A) −Et, −Et
(B) −CH3 , −CH3
CH3
(C) −CH3 ; − CH <
CH3
CH3
(D) −Et ; − CH <
CH3

Solution:(Correct Answer:C)

(49) For the compounds:

(Image)
The increasing order of boiling point is :
Choose the correct answer from the options given below :

(45) Which of the following is true for given reaction

hv
R − H + X2 −−→ R − X + H − X
(A) Reactivity of different halogens for the reaction is
I2 > Br2 > Cl2 > F2
(B) The reaction follows electrophilic substitution mechanism
(C) Iodination is carried out in presence of HIO3 to increase yield of
alkyliodide (A) (A) < (B) < (C) < (D) (B) (B) < (C) < (C) < (D)
(D) All (C) (D) < (C) < (A) < (B) (D) (B) < (A) < (D) < (C)
Solution:(Correct Answer:C) Solution:(Correct Answer:B)
Compounds having same number of carbon atoms follow the boiling point
(46) Match List−I with List−II :
u
order as:
(Boiling point )Hydogen bending > (Boiling point )iigh polarity >
List−I List−II ( Boiling point )1 or polarity > ( Boiling point )nou polar
us

(Chemical Reaction) (Reagent used)

CH3
(a) CH3 COOCH2 CH3 → |
pl

(50) CH3 − C − O − CH3 −−−−−−→

[Link]
CH3 CH2 OH (i) CH3 MgBr/H3 O+
(1. equivalent ) |
CH3
Type of reaction in above reaction is
(b) CH3 COOCH3 → (ii) H2 SO4 /H2 O
v

CH3 CHO (A) SN 1 (B) SN 2

(C) ESR (D) EAR
(c) CH3 C ≡ N → CH3 CHO (iii) DIBAL − H/H2 O
(d) CH3 C ≡ N → (iv) SnCl2 , HCl/H2 O Solution:(Correct Answer:A)
CH3 COCH3
(51) In which of the following group, each member gives positive iodoform test ?
Choose the most appropriate match :
(A) methanol, ethanol, propanone
(A) a − ii, b − iv, c − iii, d − i (B) a − iv, b − ii, c − iii, d − i
(B) ethanol, isopropanal, methanal
(C) a − ii, b − iii, c − iv, d − i (D) a − iii, b − ii, c − i, d − iv
(C) ethanol, ethanal, isopropyl alcohol
Solution:(Correct Answer:C)
(D) propanal, propanol- 2 , propanone

Solution:(Correct Answer:C)
OH
|
(c) CH3 − CH2 OH, CH3 CHO,
CH3 − CH − CH3

all give positive iodoform test.

(52) In CH3 CH2 OH −→ CH2 = CH2 + H2 O; ′ X ′ is

X
o 350 C

(A) N aCl (B) CaCl2

(C) P2 O5 (D) Al2 O3
Solution:(Correct Answer:D)
Al2 CO3 (X)
CH3 CH2 OH −−−−−−
o
−−→ CH2 = CH2 + H2 O
350 C

(53) The correct order of basicities of the following compounds is

(47) Which of the following gives primary amine on reduction? image
(A) CH3 CH2 N O2 (B) CH3 CH2 − O − N = O CH3 − CH2 − N H2 (CH3 )2 N H
2 3
(C) C6 H5 N = N C6 H5 (D) CH3 CH2 N C O
||
Solution:(Correct Answer:A) CH3 − C −N H2
4

15
 (A)

(A) 2 > 1 > 3 > 4 (B) 1 > 3 > 2 > 4

(C) 3 > 1 > 2 > 4 (D) 1 > 2 > 3 > 4
(B)

Solution:(Correct Answer:B)
(b) The relative basic charecter of 1o , 2o and 3o amines also depends upon
the nature of the alkyl group.
R Relative basic strength (C)

−CH3 R2 N H > R − N H 2 >

R3 N > N H 3
−C2 H5 R2 N H > R − N H 2 >
N H 3 > R3 N
−CHM e2 R − N H2 > N H 3 > (D)
R2 N H > R 3 N
−CM e3 N H3 > R − N H2 >
R2 N H > R 3 N
Solution:(Correct Answer:D)

(57) Identify product (A) & (B) from the given product P, Q, R
(54) In the reaction, the acid obtained will be
H−OH
CH3 CHO + HCN → CH3 CH(OH)CN −−−−−→
CH3 CH(OH)COOH
(A) D− isomer
(B) L− isomer
(C) (80% D + 20% L) mixture
(D) (50% D + 50% L) mixture
u
(A) A = P, B = Q (B) A = Q, B = R
(C) A = Q, B = P (D) A = R, B = P
Solution:(Correct Answer:D)
us

(d) Attack at sp2 carbon take place on above and below the plane of sp2 Solution:(Correct Answer:C)
carbon (c) Heating the following compound with HCl (as required by the
Clemmensen reduction) would cause the alcohol to undergo substitution.
pl

Under the basic conditions of the Wolff-Kishner reduction, the alcohol

group would remain unchanged.
(55) Which of the following is the major product from sulfonation of α -tetralone
?
v

(A) (B)

(D)
(C)

(58) Which of the following is/are soluble in ethanol

(A) HgF2 (B) HgCl2
(C) HgBr2 (D) All of them
Solution:(Correct Answer:D)
(d) Due to less capacity of hydrogen bonding of I2 with water HgI2 is less
soluble in water.

(59) Major product (A) is

Solution:(Correct Answer:B)
(b)

(56) In which case yield via SN 2 is maximum : −

16
 (A) (B) column−I column−II
(Reactions) (Reagents)
(i) Benzophenone(a) LiAlH4
→ Diphenyl-
methane
(ii) Benzaldehyde (b) DIBAL − H
(C) (D) → 1−
Phenylethanol
(iii) Cyclohexanone(c) Zn(Hg)/[Link]
→ Cyclohex-
anol
(iv) Phenyl ben- (d) CH3 MgBr, H2 O
zoate →
Solution:(Correct Answer:C) Benzalde-
(c) Ring expansion hyde
(A) (i)-a, (ii)-c, (iii)-d, (iv)-b
(B) (i)-c, (ii)-d, (iii)-a, (iv)-b
(C) (i)-c, (ii)-d, (iii)-b, (iv)-a
(D) (i)- c , (ii)- b , (iii)- a , (iv)- d
(60) Which of the following reagents should be used to carry out the above
conversion : −

(A) LiAlH4 (B) NaBH4 Solution:(Correct Answer:B)

(C) Ni, H2 (D) Zn − Hg/HCl

Solution:(Correct Answer:B)

(61) Hydration of 3 -phenylbut- 1 -ene in dil. H2 SO4 will give mainly

(A) 3 -Phenylbutan-1-ol (B) 3 -Phenylbutan- 2 -ol
(C) 2 -Phenylbutan- 2 -ol (D) 2 -Phenylbutan- 1 -ol
u
Solution:(Correct Answer:C)
us
pl
v

(65) Where N u = Nucleophile

(62) Addition of KI accelerates the hydrolysis of primary alkyl halides because Find out the correct statement from the options given below for the above
(A) KI is soluble in organic solvents 2 reactions.

(B) the iodide ion is a weak base and a poor leaving group
(C) the iodide ion is a strong base
(D) the iodide ion is a powerful nucleophile as well as a good leaving group

Solution:(Correct Answer:D)
(d) Because of good leaving group.

(63) A secondary amine is

(A) Reaction (I) is of 2nd order and reaction (II) is of 1st order
(A) An organic compound with two −N H2 groups
(B) Reaction (I) and (II) both are of 2nd order
(B) A compound with two carbon atoms and an −N H2 group
(C) Reaction (I) is of 1st order and reaction (II) is of 2nd order
(C) A compound with an −N H2 group on the carbon atom in number 2
position (D) Reactions (I) and (II) both are of 1st order
(D) A compound in which two of the hydrogens of N H3 have been
replaced by organic groups

Solution:(Correct Answer:D)
It’s obvious.

(64) Match the reactions given in column−I with the suitable reagents given in Solution:(Correct Answer:C)
column−II

17
 (70) Which of the following reagents would distinguish
cis−cyclopenta−1 − 2−diol from the trans−isomer?
(A) M nO2
(B) Aluminium isopropoxide
(C) Acetone
(D) Ozone

Solution:(Correct Answer:C)
trans-isomer does not react with acetone

(66) The reagent that can distinguish benzaldehyde from propionaldehyde is

(A) I2 /N aOH
(B) Fehling’s solution
(C) Tollens reagent
(D) 2, 4− dinitrophenyl hydrazine

(71) In the reaction of hypobromite with amide, the carbonyl carbon is lost as :
Solution:(Correct Answer:B)
(A) CO32− (B) HCO3−
u
(C) CO2 (D) CO
(67) Formic acid is obtained when
Solution:(Correct Answer:A)
us

(A) Calcium acetate is heated with conc. H2 SO4

(B) Calcium formate is heated with calcium acetate
(C) Glycerol is heated with oxalic acid at 110o C
pl

(D) Acetaldehyde is oxidised with K2 Cr2 O7 and H2 SO4

Solution:(Correct Answer:C)
v

COOH
Glycerol, 110 o C
| −−−−−−−−−− → HCOOH + CO2
Decarboxylation
COOH

(68) Arrange these compounds in decreasing order of reactivity for the

nucleophilic addition
reactions :
(I) HCHO (II) CH3 CHO
O
(III) Acetone ||
Et − C − Et
(A) I > II > III > IV (B) IV > III > II > I
(C) III > II > I > IV (D) I > IV > II > III

Solution:(Correct Answer:A)

(69) Find missing reagents.

(72) Clemmensen reduction of a ketone is carried out in the presence of which of

the following ?

(A) x = LiAlH4 , y = N aBH4 (A) Glycol with KOH (B) Zn − Hg with HCl

(B) X = LiAlH4 /AlCl3 , y = LiAlH4 (C) LiAlH4 (D) H2 and P t as catalyst

(C) x = LiAlH4 , y = LiAlH4 /AlCl3

Solution:(Correct Answer:B)
(D) x = H2 /N i, y = H2 /P t. The reducing agent used in Clemmensen reduction is Zn − Hg and HCl.
Zn−Hg/HCl
>C=0 −→ > CH2
Solution:(Correct Answer:C)
(73) What is the structure of C?

18
 (76) Reducing agent is :

(A) N aBH4 (B) LiAlH4

(C) P d/H2 (D) DiBAL − H
Solution:(Correct Answer:D)
(A) null
(77) Most reactive compound toward acid catalysed hydration is: −
(A) (B)

(B) null

(C) (D)

Solution:(Correct Answer:B)
(C) null

(78) The amine which does not react with acetyl chloride is or Which of the
(D) null following cannot be acetylated
(A) CH3 N H2 (B) (CH3 )2 N H
(C) (CH3 )3 N (D) None of these
u
Solution:(Correct Answer:C)
(c) 3o amine cannot be Acetylated because replacable H− atom is absent.
us

Solution:(Correct Answer:A)
(79) The strongest acid from the following is
null
(A) (B)
pl
v

(C)
(D)

(74) Consider the following statement Acetophenone can be prepared by Solution:(Correct Answer:A)
(1) Oxidation of 1− phenylethanol
Strongest acid from the following is −N O2 group has more EW G nature
(2) Reaction of benzalthanol with methyl magnesium bromide
so more acidic,
(3) Friedel craft’s reaction of benzene with acetyl chloride
(4) Distillation of calcium benzoate
(A) 1 and 2 (B) 1 and 4
(C) 1 and 3 (D) 3 and 4
Solution:(Correct Answer:C)
[O]
(c) C6 H5 CHOHCH3 −−→ C6 H5 COCH3
1−Phenylethanol Acetophenone (80) Oxygen atom in ether is
Friedel craft’s
C6 H6 + CH3 COCl −−−−−−−→ C6 H5 COCH3 + HCl (A) Very active (B) Replaceable
reaction
(C) Comparatively inert (D) Active
(75) Mixture of P hCHO and HCHO is treated with N aOH, then cannizzaro
reaction involve Solution:(Correct Answer:C)
(A) Reduction of HCHO It’s Obvious.
(B) Oxidation of HCHO
(C) Reduction of P hCHO (81) Phenol on distillation with zinc dust gives
(D) Oxidation of P h − CHO (A) C6 H6 (B) C6 H12
(A) A, C (B) A, D (C) C6 H5 OC6 H5 (D) C6 H5 − C6 H5
(C) B, C (D) B, D
Solution:(Correct Answer:A)
Solution:(Correct Answer:C) (a)

19
 O
||
(82) (1) CH3 M gBr(excess)
Et − O − C − O − Et −−−−−−−−−−−−−−−−→ (A),
(2)H3 O ⊕ (85) A mixture of benzaldehyde and formaldehyde on heating with aqueous
Product (A) is N aOH solution gives :-
O O (A) P hCH2 OH and HCOON a
(A) || (B) ||
(B) P hCOON a and CH3 OH
CH3 − C − O − Et CH3 − C − CH3
(C) P hCOON a and HCOON a
OH (D) CH3 − CH2 − CH3
| (D) P hCH2 OH and CH3 OH
(C) CH3 − C − CH3
| Solution:(Correct Answer:A)
CH3 Cannizaro ⊕
Ph − CHO + HCHO −−−−−−→ Ph − CH2 − OH +HCOOΘ N a
reaction
Solution:(Correct Answer:C)
(86) Which of the following reaction sequences would be the best for synthesis
of 2 -pentanone?
O
||
(A) CH M gl H O ⊕
CH3 − CH2 − CH2 − C − H −−−−
3
−−→−
−−3
−−
→
Et2 O

CH2 − CH2
CH3 M gl H3 O ⊕
(B) || −−−− −−→− −−−− →
Et2 O
CH3 − CH − O
(83) In the following reaction,’B’ is CH M gl H O ⊕
(C) CH3 − CH2 − CH2 − C ≡ N −−−−
3
−−→−
−−3
−−
→
Et2 O

O
u
||
(D) CH − CH2 − C
CH M gl H O ⊕
− H −−−−
3
−−→−
−−3
−−
→
3
(P ropanal) Et2 O
us

(A) (B)
Solution:(Correct Answer:C)
pl

(C)
(D)
v

(87) Consider the following reaction

(image) pd−BaSO
H2 ′ A′
4
Solution:(Correct Answer:B) The product ′ A′ is

(A) C6 H5 COCH3 (B) C6 H5 Cl

(C) C6 H5 CHO (D) C6 H5 OH
Solution:(Correct Answer:C)
It is rosenmund’s reaction, which is used in partial reduction of acidchlorides
into aldehydes

(84) Above conversion can be done by

(88) Suitable reaction condition for preparation of Methyl phenyl ether is

(A) N aBH4 (B) LiAlH4
(A) P h − Br, M eO− N a+ (B) P hO − N a+ , M eOH
(C) P CC (D) KM nO4
(C) P hO − N a+ , M eBr (D) Benzene, MeBr
Solution:(Correct Answer:B) Solution:(Correct Answer:C)

20
 (93) With respect to the following reaction, consider the given statements :
[Image]
(A) o−Nitroaniline and p−nitroaniline are the predominant products
(B) p−Nitroaniline and m−nitroaniline are the predominant products
(89) Which product is not formed in the following reaction : − (C) HN O3 acts as an acid
(i) N aOH (D) H2 SO4 acts as an acid
CH3 CHO + CH3 − CH2 − CHO −−−−−−→
(ii) ∆

(A) (B)

(A) (A) and (C) are correct statements.

(B) (A) and (D) are correct statements.
(C) (D) (C) (B) and (D) are correct statements.
(D) (B) and (C) are correct statements.

Solution:(Correct Answer:C)
Solution:(Correct Answer:D) HN O3 + H2 SO4 → N O2+
Base Acid
Reaction is mixed/cross Aldol reaction
(i) N aOH
CH3 − CHO + CH3 − CH2 − CHO −−−−−−→ self Aldol
(ii) ∆
N aOH
CH3 − CHO + CH3 − CHO −−−−−→ CH3 − CH = CH − CHO
∆
N aOH
CH3 − CH2 − CHO + CH3 − CH2 − CHO −−−−−→
∆
image
Cross aldol
N aOH
CH3 − CHO + CH3 − CH2 − CHO −−−−−→
∆
image
N aOH (94) The reaction of C6 H5 [Link] with LiAlH4 gives
CH3 − CH2 − CHO + CH3 − CHO −−−−−→
∆ (A) C6 H5 CH2 CH2 CH2 OH (B) C6 H5 CH = CHCH2 OH
CH3 − CH2 − CH = CH − CHO
(C) C6 H5 CH2 CH2 CHO (D) C6 H5 CH2 CHOHCH3
Solution:(Correct Answer:A)
u
us

U V Light
(90) C6 H6 + Cl2 −−−−−→ Product. In above reaction product is
(A) CCl3 CHO (B) C6 H6 Cl6 (95) An ether is more volatile than an alcohol having the same molecular formula.
pl

(C) C6 H12 Cl6 (D) C6 H9 Cl2 This is due to

(A) Dipolar character of ethers
Solution:(Correct Answer:B)
(B) Alcohols having resonance structures
v

U.V light
(b)C6 H6 +3Cl2 −
−−−−
→ C6 H6 Cl6 (C) Inter-molecular hydrogen bonding in ethers
Benzene BHC
(D) Inter-molecular hydrogen bonding in alcohols
(91) The strongest acid amongst the following compounds is :
(A) CH3 COOH (B) HCOOH Solution:(Correct Answer:D)
(d) Due to inter-molecular hydrogen bonding in alcohols boiling point of
(C) CH3 CH2 CH(Cl)CO2 H (D) ClCH2 CH2 CH2 COOH
alcohols is much higher than ether.
Solution:(Correct Answer:C)
The electron withdrawing (−I) group - Cl withdraws electrons from O − H (96) Glycerol is a
bond and thus the cleavage of the O − H bond releasing hydrogen as H ′ (A) Primary alcohol (B) Monohydric alcohol

(92) Correct order of basic strength is: (C) Secondary alcohol (D) Trihydric alcohol
Solution:(Correct Answer:D)
CH2 − CH − CH2
||| Glycerol is trihydric alcohols.
OH OH OH

(97) The Hinsberg’s method is used for

(A) Preparation of primary amines

(A) iii > i > iv > i (B) iv > iii > ii > i (B) Preparation of secondary amines

(C) iii > ii > i > iv (D) iii > i > ii > iv (C) Preparation of tertiary amines
(D) Separation of amine mixtures
Solution:(Correct Answer:C)
(i) The +I effect shown by methyl group increases the basic strength of Solution:(Correct Answer:D)
the following compound. It’s obvious.
(ii) The +M effect of −OCH3 group increases the basic strength of the
following compound. +M effect of −OCH3 is greater than +I effect of (98) The intermediate compound ′ X′ in the following chemical reaction is :
−CH3
(iii) Among the given options, the following compound is the most basic as
the −N H2 group does not involve in the resonance.
(iv) Among the given options, the following compound is the least basic as
- N H2 group is involved in the resonance.
Thus, the correct order of basic strength is
iii > ii > i > iv

21
 (A) (A) (B)

(B)
(D)

(C)

(C)

Solution:(Correct Answer:C)

(101) In the chemical reaction,

CH3 CH2 N H2 + CHCl3 + 3KOH → (A) + (B) + 3H2 O,
the compounds (A) and (B) are respectively
(A) C2 H5 N C and 3KCl
(B) C2 H5 CN and 3KCl
(D)
(C) CH3 CH2 CON H2 and 3KCl
(D) C2 H5 N C and K2 CO3
Solution:(Correct Answer:A)
It is example of carbylamine reaction. so, the product will be C2 H5 NC and
3KCl

(102) In which of the following primary amine is not obtained as a product

u
O
(A) ||
Br +KOH
CH3 − C − N H2 −−−2−−−−−→
us

∆
Solution:(Correct Answer:A) O
||
(B)
pl

(i) N aN3 /∆
CH3 − C − Cl −
−−−−−−−−−−
→
(ii) Hydrolysis

O
(C) ||
v

LiAlH4 /ether
CH3 − CH2 − C − N H2 −−−−−−−−−−→
LiAlH
(D) CH3 − N C −−−−−→
4
ether

Solution:(Correct Answer:D)
LiAlH
CH3 − N ≡ C −→ 4 CH3 − N H − CH3
Rest other give 1◦ amine.

(103) Which alcohol react readily with lucas reagent

(99) What will be the name of the given reaction (A) Benzyl alcohol
(B) p− methoxy benzyl alcohol
(C) Allyl alcohol
(D) Vinyl alcohol
(A) Gatterman Koch reaction (B) Etard reaction Solution:(Correct Answer:B)
(C) Gattermann reaction (D) Rosenmund reaction
(104) In hydrolysis of aniline, the reagent used is
(A) Dil. HCl (B) Acetyl chloride
(C) CH3 OH (D) None of these
Solution:(Correct Answer:A)
Solution:(Correct Answer:A)
(a) All amines react with mineral acids such as HCl, H2 SO4 , HN O3 etc. to
form salts which are soluble in water.

(100) What is A in the following reaction ? (105) Alcohols can be distinguished from alkenes by
(A) Dissolving in cold concentrated H2 SO4
(B) Decolourizing with bromine in CCl4
(C) Oxidizing with neutral permanganate solution
(D) None of the above
Solution:(Correct Answer:B)
It’s Obvious.

22