This document is a midterm exam for Chemistry 8C, dated August 9th, 2018, consisting of multiple-choice questions totaling 100 points. It includes instructions for answering questions, emphasizing the importance of circling the correct bold letter for credit. The exam covers various topics related to carboxylic acid derivatives and reaction mechanisms.
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Sample Midterm
This document is a midterm exam for Chemistry 8C, dated August 9th, 2018, consisting of multiple-choice questions totaling 100 points. It includes instructions for answering questions, emphasizing the importance of circling the correct bold letter for credit. The exam covers various topics related to carboxylic acid derivatives and reaction mechanisms.
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF or read online on Scribd
ten {Ce y
LABT.A }
Student ID #
(Lab TA name needed for exam return)
CHEMISTRY 8C
MIDTERM EXAM 1
Thursday, August 9th, 2018
(Chis face page = page 0)
Page 1. (16 prs)
Page 2 (24 pts)
Page 3 24 pts)
Page 4 (16 pts)
Page 5 20 pts)
TOTAL (100 pts)
‘Note: To receive credit for your response to a question, you must clearly circle one, and only one, BOLD letter “A.,
B,C, D.,[Link] F.” that appears asa vertical column af the end of (Le., after) each question; no credit will be issued
if you circle anything other than the appropriate bold leter (i., no credit: ifyou circle a molecule, or if you circle a
letter or number identifier near a molecule, or if you make scratch work on the side, etc) S; Which carboxylic acid derivative is derived from another carboxylic acid derivative by a dehydration reaction?
ester (RCO,R)
jitile (RCN)
acid chloride (RCOC))
D. amide (RCONR,)
E. None ofthe above.
66. What isthe product of the following re
MeNH
A. s0%, geam, ,
on
pe
NMex ‘NMe, “~NMez Me>
Vv
action sequence?
ma
Bu
cm
Div
E. None ofthe above
7. Which of the following compounds reacts most slowly with aqueous sodium hydroxide to yield sodium
butanoate, CHsCH;CH,CO;Na?
ek.
a
DIV
None ofthe above
8. Which of the following does NOT give methylammonium chloride, CHNH;* CI”, when hydrolyzed in aqueous
acid solution?
eda fo
1
Gu
Cll
DV
[Link] I
FL Wand ill
‘9. Which one of the following tetrahedral intermediates dissociates predominantly to an ester?
H H Hi TA
Hetotts Hep-0-G Hye-pni, Hye-bo
Hy tes CH C5 Cs Hs
rn i
a
B
&
SSo
2
Pawar te or.
10, Which ofthe following is nota good way to make ethyl acetate?
A. CH,COsH and CH,CH,OH with 1,80, asa catalyst
(@)[Link].H and CH;CH,OH with NaOH
‘C. CH,COCI and CH;CH;OH with pyridine
D. (CH,CO),0 and CH,CH,OH with H:50, asa catelyst
E. None of the above ~ all are good ways to make ethyl acetate. 11, Which one ofthe following does not react with benzoyl chloride, CdHCOCI?
ANH,
B. CH)NE
¢.(CH):NH
QxcHyn
EE, None of the above ~ all react with benzoyl chloride.
12. Rank the following in order of reaction rate with -OH/H,O (fastest on Left, slowest on right).
AK Ses Joan Ae
v
AbI>m>W
Bl>I>ilt>v
Cisusev
Ouest
None ofthe above
13. Which ofthe following have an enol fom?
i 0 ae w
AconlyT
Bonly It
Conly In
Dooly 1V
Elland 1V
‘and IV
F4. What is the product ofthe reaction below?
(most acidic on left, least acidic on right). 21. Which of the following would not
sive a significant amount of a Claisen condensation product when subjected
to NaOEVEIOH follow by H+? - ae on ts
Aconly
Boe ee i i
DonlyIV
[Link] IL
FIL, Mand Iv
22, What isthe product ofthe following reaction?
08 NOEL EO, Nor, He [Link]
erate
AL
B
c
Bt
m
V
“None ofthe above.
23. Which of the following is the Michael reaction product ofthe reaction shown?
Oe amas