Giảng viên ra đề: (Ngày ra đề) Người phê duyệt: (Ngày duyệt đề)

(Chữ ký, Chức vụ và Họ tên)

(phần phía trên cần che đi khi in sao đề thi)

Semester/year 2 2022-2023
MIDTERM EXAM
Date 07/03/2023
Course Organic Chemistry
Ho Chi Minh City University of Technology Course No. CH2021
(HCMUT), VNU-HCM
FACULTY OF CHEMICAL ENGINEERING Duration 60 min Code 01
Note: - Materials, cell phones, or any communication devices are not allowed.
- Only the answers in the boxes are accepted.

Question 1) (L.O.1, 1.0 point): Indicate the number of asymmetric carbons and the absolute

configuration of two numbered carbons in the following structure.

Question Answer

i) How many asymmetric carbons are there in the given structure? 8 (0.5 point)

ii) What is the absolute configuration of carbon 1? S

iii) What is the absolute configuration of carbon 2? R

Both configurations are correct: 0.5 point. If not, 0 point.

Question 2) (L.O.1, 1.0 point): Indicate the absolute configuration of two numbered carbons in the

following structures.

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 Carbon 1 2 3 4 5 6

Absolute configuration R S S S S R

Both configurations of 1 & 2 are correct: 0.5 point. If not, 0 point.

Configurations of 3, 4, 5, 6 are correct: 0.5 point. If not, 0 point.

Question 3 (L.O.1, 0.5 point): Arrange 04 following compounds in the order of decreasing acidity.

Answer: …… > …… > …… > ……

2 > 3 > 4 > 1. All of 4 positions are correct: 0.5 point. If not, 0 point.

Question 4 (L.O.1, 0.5 point): Arrange 08 following compounds in the order of decreasing basicity.

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Answer: …… > …… > …… > …… > …… > …… > …… > ……

6 > 10 > 9 > 7 > 12 > 5 > 8 > 11. All of 8 positions are correct: 0.5 point. If not, 0 point.

Question 5 (L.O.1, 0.5 point): Which of the following structures is AROMATIC?

Answer:

3 and 4 (0.5 point). Other answers: 0 point.

Question 6 (L.O.1, 0.5 point): Which of the following structures is AROMATIC?

Answer:

8, 9, 11, 12 (0.5 point). Other answers: 0 point

Question 7 (L.O.2, 1.5 points): What is the structure of the product(s) in each of the following reaction?

NO STEREOCHEMISTRY IS REQUIRED.

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 Answer:

(0.5 point)

Answer:

(0.5 point)

Answer:

(0.5 point)

Question 8 (L.O.2, 1.5 points): What is the structure of the product(s) in each of the following reaction?

STEREOCHEMISTRY MUST BE SHOWN IF NECESSARY.

Answer:
Product(s) MUST be presented by perspective
formula.

Product(s) MUST be presented by perspective

formula.
- Both are correct: 0.5 point. Missing any: 0 point.

Answer:
Product(s) MUST be presented by perspective
formula.

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Product(s) MUST be presented by perspective
- Both are correct: 0.5 point. Missing any: 0 point.
formula.

Answer:

(0.5 point)

- Both are correct: 0.5 point. Missing any: 0 point.

Question 9 (L.O.3, 2 points): What is the structure of compounds (A), (B), (C), and (D) respectively in

the following reaction sequences? NO STEREOCHEMISTRY IS REQUIRED.

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Answer:

(A) (B)

(C) (D)

Question 10 (L.O.3, 1 point): Complete the following transformation with detailed reactions and

conditions by using the pool of chemicals: benzene (C6H6), acetyl chloride (CH3COCl), isobutane

((CH3)3CH), Li, HBr, NaOH, (CH3)3CONa, (CH3)3COH, AlCl3, Br2, CuI, N2H4, H2O, H2O2. No other

chemicals are accepted. The application of UV light and heating is allowed if necessary. NO

STEREOCHEMISTRY IS REQUIRED.

Answer:

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- Reaction with CH3COCl: no AlCl3 → 0 pt (for the 0.5-pt sequence).

- Reaction with Br2: no light → 0 pt (for the 0.5-pt sequence), no heat → acceptable.

- Basic elimination: no heat → acceptable.

- Elimination reaction: using NaOH or LiOH (the synthesis must be presented) → acceptable, other

bases → 0 pt

THIS IS THE END OF THE EXAM.

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