SOUBHAGYA`S CHEMISTRY
HALOALKANES AND
HALOARENES
i) 1-Bromopropane
ii) 2-chloropropane
iii) 1-chloro-2-methylpropane
iv) 1-chloro-2,2-dimethylpropane
v) 2-Bromopropane
vi) 1,1-Dichloroethane
vii) 1,2-Dichloroethane
viii) 1-Bromo-2,2-Dimethylpropane
ix) 2-Bromo-2-Methylpropane
x) Chlorophenylmethane
xi) 4-tert,Butyl-3-iodoheptane
xii) 1-Bromo-4-Sec Butyl-2-methylbenzene
(i) (iv)
(ii) (v) CH3CH2CH=CH2 + HBr
(vi) CH3CH=C(CH3)2 + HBr
(iii)
(i) (CH3)3CBr + KOH
(ii) What happen when n-butyl chloride is treated with alcoholic KOH.
(iii) CH3CH2CH2Br + KOH
(iv) CH3CH2CH(Br)CH3 + KOH
(v)
(vi) Grignard reagents should be prepared under anhydrous conditions?
(vii) Bromobenzene is treated with Mg in the presence of Dry ether.
(i) Arrange each set of compounds in order of increasing boiling points
(a) Bromomethane, Bromoform ,Chloromethane , Dibromomethane.
(b) 1-Chloropropane , Isoopropyl chloride , 1-Chlorobutane.
(ii) The dipole moment of chlorobenzene is lower than that of cyclohexyl
chloride?
(iii) Alkyl halides, though polar , are immiscible with water?
(iv) Identify chiral and achiraal molecules in each of the following pair of
compounds.
(a) (b)
(c)
(i)
(ii) Conversitions:
(a) Ethanol to but-1-yne
(b) 1-Chlorobutane to n-octane
(c) Benzene to biphenyl
(d) 1-Bromopropane to 2-bromopropane
(e) Aniline to Chlorobenzene
(f) 2-Chlorobenzene to 3,4-dimethylhexane
(g) Chloroethane to butane
(i) Benzene to Diphenyl.
(iii)
(i) In the following pairs of halogen compounds,Which would undergo S N2
reaction faster and why?
(a) (b)
(ii) What are ambident nucleophiles? Explain with an example.
(iii) Which compound in each of the following pairs will react faster in SN2
reaction with –OH?
(a) CH3Br or CH3I (b) (CH3)3CCl or CH3Cl
(iv)
(v)
(vi) Write the mechanism of the following reaction:
(vii) Arrange the compounds of each set in order of reactivity towards SN2
displacement:
(a) 2-Bromo-2-methylbutane , 1-Bromopentane , 2-Bromopentane
(b) 1-Bromo-3-methylbutane , 2-Bromo-2methylbutane ,
2-Bromo-3-methylbutane
(c) 1-Bromobutane , 1-Bromo-2,2-dimethylpropane ,
1-Bromo-2-methylbutane , 1-Bromo-3-methylbutane.
(viii) Out ofC6H5CH2Cl and C6H5CHClC6H5 , which is more easily hydrolysed by
aqueous KOH?
(ix) What happen when chlorobenzene is subjected to hydrolysis.
(x) What happen when ethyl chloride is treated with aqueous KOH.
(xi) What happen when methyl chloride is treated with KCN?
(i) Haloarenes are less reactive towards S N reactions.
(ii) Allylic , Benzylic halides show high reactive towards SN1 reaction.