CHEM 2312LS Spring 2025
Exam 2 – Version 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: ___________________________________
1
, CHEM 2312LS Exam 2 — V2 (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 O
CH3
H 3C OH H 3C N
CH3
A. HN(CH3)2, pyridine
B. 2 equivalents of HN(CH3)2
C OC.D. SOCl2; then HN(CH ) , pyridine
NaOH, HN(CH ) 3 2
3 2
E. 1) LiAlH4, 2) H2O; then KCN, HCl
2) What is the product of the following series of transformations? [4 points]
OH PPh3
Na2Cr2O7 1) LDA
?
H2SO4 2) CH3I
C O
A B
O C D E
3) Which of the following srtuctures is LEAST likely to be an intermediate in the mechanism? [4 points]
H H 3C CH3
O N N
H 3C CH3
H H
CH3
H CH3 H 3C CH3 H 3C CH3
O N CH3 N HO N CH3 N
D H H H H
A B C
O D
2
Exam 2 – Version 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: ___________________________________
1
, CHEM 2312LS Exam 2 — V2 (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 O
CH3
H 3C OH H 3C N
CH3
A. HN(CH3)2, pyridine
B. 2 equivalents of HN(CH3)2
C OC.D. SOCl2; then HN(CH ) , pyridine
NaOH, HN(CH ) 3 2
3 2
E. 1) LiAlH4, 2) H2O; then KCN, HCl
2) What is the product of the following series of transformations? [4 points]
OH PPh3
Na2Cr2O7 1) LDA
?
H2SO4 2) CH3I
C O
A B
O C D E
3) Which of the following srtuctures is LEAST likely to be an intermediate in the mechanism? [4 points]
H H 3C CH3
O N N
H 3C CH3
H H
CH3
H CH3 H 3C CH3 H 3C CH3
O N CH3 N HO N CH3 N
D H H H H
A B C
O D
2
