DEPARTMENT OF CHEMISTRY

UNIVERSITY OF BOTSWANA

CHE 331 Supplementary Term paper Duration: 2 Hours DATE: January

2022

FRONT PAGE

Student Surname and Initials: _________________________ I.D. No.: ________________

INSTRUCTIONS: ANSWER ALL QUESTIONS

Do not write on this table:

Question 1 Question 2 Question 3 Question 4 Total Percentage

DO NOT OPEN THIS PAPER UNTIL YOU ARE TOLD TO DO SO BY THE

SUPERVISOR.
No. of pages including cover page: x

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 SECTION A: Answer all questions
Question One
(a) Choose the correct answer (3 marks each)

(i) Diastereoisomers are:

A. Stereoisomers that are not mirror images

B. Stereoisomers that are non-superimposable mirror images
C. Stereoisomers that are superimposable mirror images
D. Stereoisomers that have a plane of symmetry

(ii) Which of the following is anti-aromatic?

(iii) Bromination of 1-methoxynaphthalene will give:

(iv) Which of the following represents the mechanism for chlorination of alkyl side
chain?

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(v) Select the reagents that would result in the following transformation.

A. NaNO2, HCl
B. Sn/HCl
C. NaNH2/HCl
D. KMnO4/H+

(b) Name the following compounds, indicating stereochemistry where appropriate.

(9 marks)

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Question Two

(a) Write equations for the synthesis of 2-bromo-4-nitrotoluene from benzene. Assume that
you can separate ortho and para isomers if necessary. (9 marks)

(b) Provide the structure of the missing reagents or products: (9 marks)

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(c) Provide a mechanism for the following aldol reaction. (8 marks)

SECTION B: Answer all questions

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