Name:____________________________ ID:_____________________ 1
Please sign the following integrity statement:
I affirm that I completed this exam with integrity.
---------------------------------------------------------------------
signature………………………………
ORGANIC CHEMISTRY 41B 01/30/2024
1st Midterm Exam
Instructions:
1: This exam consists of 6 pages, including this page. (Page 6 is blank). At the beginning of the
examination period, put your name at the top of each page.
2. This exam accounts for 150 points.
3. You can use the backside of each page, or page 6 as a scratch paper. However, your final
answers must be clearly written within the designated box that follows after each
question. At the end cross out all unused space.
4. You may use pen or pencil. However, exams completed with pencil will not be regraded.
5. All exams will be available to you on Monday February 5, 2024 (from Pacific Hall 5th floor across
the elevator.
6. Last day for regrades: Tuesday February 13, 2024
7. Read carefully the instructions for each problem.
8. Keep your eyes in your own exam!!!
GOOD LUCK
Problem Points Score
1. 40 ________
2. 40 ________
3. 40 ________
4. 30 ________
TOTAL 150 _______
, Name:____________________________ ID:_____________________ 2
Problem 1 (40 points) A
Cl O
The 1H NMR spectrum of compound A in CDCl3 shows peaks
at chemical shifts: 9.5, 3.8, 2.2, 1.8 and 1.0 ppm. 1 2 6
4 H
a. Propose which protons correspond to each peak 5
and predict the integration and splitting patterns. 3
The peak at 9.5 ppm corresponds to proton(s) at carbon(s) #:
Integration:
Splitting pattern:
(explain in one sentence)
The peak at 3.8 ppm corresponds to proton(s) at carbon(s) #:
Integration:
Splitting pattern:
(explain in one sentence)
The peak at 2.2 ppm corresponds to proton(s) at carbon(s) #:
Integration:
Splitting pattern:
(explain in one sentence)
The peak at 1.8 ppm corresponds to proton(s) at carbon(s) #:
Integration:
Splitting pattern:
(explain in one sentence)
The peak at 1.0 ppm corresponds to proton(s) at carbon(s) #:
Integration:
Splitting pattern:
(explain in one sentence)
b. Draw the 1HNMR of A based on the above. Show integration and splitting patterns of each peak.
c. Add at the appropriate chemical shift the reference peaks of TMS and residual CHCl3 (reference peaks).
x x x x x
10 9 8 7 6 5 4 3 2 1 ppm 0
Please sign the following integrity statement:
I affirm that I completed this exam with integrity.
---------------------------------------------------------------------
signature………………………………
ORGANIC CHEMISTRY 41B 01/30/2024
1st Midterm Exam
Instructions:
1: This exam consists of 6 pages, including this page. (Page 6 is blank). At the beginning of the
examination period, put your name at the top of each page.
2. This exam accounts for 150 points.
3. You can use the backside of each page, or page 6 as a scratch paper. However, your final
answers must be clearly written within the designated box that follows after each
question. At the end cross out all unused space.
4. You may use pen or pencil. However, exams completed with pencil will not be regraded.
5. All exams will be available to you on Monday February 5, 2024 (from Pacific Hall 5th floor across
the elevator.
6. Last day for regrades: Tuesday February 13, 2024
7. Read carefully the instructions for each problem.
8. Keep your eyes in your own exam!!!
GOOD LUCK
Problem Points Score
1. 40 ________
2. 40 ________
3. 40 ________
4. 30 ________
TOTAL 150 _______
, Name:____________________________ ID:_____________________ 2
Problem 1 (40 points) A
Cl O
The 1H NMR spectrum of compound A in CDCl3 shows peaks
at chemical shifts: 9.5, 3.8, 2.2, 1.8 and 1.0 ppm. 1 2 6
4 H
a. Propose which protons correspond to each peak 5
and predict the integration and splitting patterns. 3
The peak at 9.5 ppm corresponds to proton(s) at carbon(s) #:
Integration:
Splitting pattern:
(explain in one sentence)
The peak at 3.8 ppm corresponds to proton(s) at carbon(s) #:
Integration:
Splitting pattern:
(explain in one sentence)
The peak at 2.2 ppm corresponds to proton(s) at carbon(s) #:
Integration:
Splitting pattern:
(explain in one sentence)
The peak at 1.8 ppm corresponds to proton(s) at carbon(s) #:
Integration:
Splitting pattern:
(explain in one sentence)
The peak at 1.0 ppm corresponds to proton(s) at carbon(s) #:
Integration:
Splitting pattern:
(explain in one sentence)
b. Draw the 1HNMR of A based on the above. Show integration and splitting patterns of each peak.
c. Add at the appropriate chemical shift the reference peaks of TMS and residual CHCl3 (reference peaks).
x x x x x
10 9 8 7 6 5 4 3 2 1 ppm 0
