CHEM 2312LS Spring 2025
Practice Exam 2.2
Key
Name: _____________________________
GTID: _____________________________
1. No notes, cellphones, or calculators are permitted
2. Exams are individual assessment. Give or take no
assistance from others
3. You will have 50 minutes to take the exam.
Collaboration or plagiarism from other students will be
monitored, documented, and referred in accordance with the GT
honor code. (https://policylibrary.gatech.edu/student-
life/academic-honor-code)
I promise to uphold Georgia Tech’s Honor Code
Signature: ___________________________________
af
1
, CHEM 2312LS Practice Exam 2.2 (SP25)
Multiple-choice questions. Select the best response. Circle your choice and write its letter in the box.
1) Which set of reagents would accomplish the transformation below? [4 points]
O OH
OH
H
Hi preen
O
A. Mg0, THF; then CO2; then H3O+
B. NaBH4 in EtOH; then LDA (1.1 equiv.), -78 °C; then CO2
D C. H2SO4, Na2Cr2O7; then NaOH
O
D. KCN, HCl; then H O, H O +
2 3
E. CH Br and PPh3; then nBuLi; then H SO , H O
3 2 4 2
2) What is the product of the following series of transformations? [4 points]
Grignard add twice
O OH o to esters
NaOH EtOH 1) EtMgBr
?
Br2 (excess) H2SO4 2) H3O+
Haloformreaction
Fiffication
O EtO OEt HO HO
C
OH
A B
O C D
3) Which of the following srtuctures is LEAST likely to be an intermediate in the mechanism? [4 points]
O
1) LiAlH4
O 2) H3O+ OH
O H
O O H Cangot Ian condition
C O H
O
H
O
O
A B C D
or Effor It too mott
HATH HA 2
TAG
Practice Exam 2.2
Key
Name: _____________________________
GTID: _____________________________
1. No notes, cellphones, or calculators are permitted
2. Exams are individual assessment. Give or take no
assistance from others
3. You will have 50 minutes to take the exam.
Collaboration or plagiarism from other students will be
monitored, documented, and referred in accordance with the GT
honor code. (https://policylibrary.gatech.edu/student-
life/academic-honor-code)
I promise to uphold Georgia Tech’s Honor Code
Signature: ___________________________________
af
1
, CHEM 2312LS Practice Exam 2.2 (SP25)
Multiple-choice questions. Select the best response. Circle your choice and write its letter in the box.
1) Which set of reagents would accomplish the transformation below? [4 points]
O OH
OH
H
Hi preen
O
A. Mg0, THF; then CO2; then H3O+
B. NaBH4 in EtOH; then LDA (1.1 equiv.), -78 °C; then CO2
D C. H2SO4, Na2Cr2O7; then NaOH
O
D. KCN, HCl; then H O, H O +
2 3
E. CH Br and PPh3; then nBuLi; then H SO , H O
3 2 4 2
2) What is the product of the following series of transformations? [4 points]
Grignard add twice
O OH o to esters
NaOH EtOH 1) EtMgBr
?
Br2 (excess) H2SO4 2) H3O+
Haloformreaction
Fiffication
O EtO OEt HO HO
C
OH
A B
O C D
3) Which of the following srtuctures is LEAST likely to be an intermediate in the mechanism? [4 points]
O
1) LiAlH4
O 2) H3O+ OH
O H
O O H Cangot Ian condition
C O H
O
H
O
O
A B C D
or Effor It too mott
HATH HA 2
TAG
