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Chemistry 2202 Exam Questions

The document is a past exam paper for Organic Chemistry II consisting of 4 questions testing knowledge of organic chemistry reactions, mechanisms, structures, naming conventions and distinguishing properties of functional groups. Question 1 involves naming substituted benzene derivatives, drawing structures, and identifying products of reactions. Question 2 focuses on resonance structures, reactivity, and synthesis. Question 3 tests predicting products and explaining differences in basicity and stereochemistry of reactions. Question 4 covers reaction mechanisms, drawing structures, and distinguishing primary, secondary and tertiary amines.

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641 views3 pages

Chemistry 2202 Exam Questions

The document is a past exam paper for Organic Chemistry II consisting of 4 questions testing knowledge of organic chemistry reactions, mechanisms, structures, naming conventions and distinguishing properties of functional groups. Question 1 involves naming substituted benzene derivatives, drawing structures, and identifying products of reactions. Question 2 focuses on resonance structures, reactivity, and synthesis. Question 3 tests predicting products and explaining differences in basicity and stereochemistry of reactions. Question 4 covers reaction mechanisms, drawing structures, and distinguishing primary, secondary and tertiary amines.

Uploaded by

michael
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as DOCX, PDF, TXT or read online on Scribd

W1-2-60-1-6

JOMO KENYATTA UNIVERSITY OF AGRICULTURE AND TECHNOLOGY

UNIVERSITY EXAMINATIONS 2016/2017


SPECIAL / SUPPLEMENTARY EXAMINATION FOR THE DEGREE OF BACHELOR OF
SCIENCE IN CHEMISTRY

SCH 2202: ORGANIC CHEMISTRY II

DATE: SEPTEMBER, 2017 TIME: 2 HOURS

INSTRUCTIONS: ANSWER QUESTION ONE (COMPULSORY) AND ANY


OTHER TWO QUESTIONS

QUESTION ONE

a. Indicate whether the following compounds are ortho, meta or para


disubstituted:- (5 marks)

b. Draw structures corresponding to the following IUPAC names:- (5 marks)

i. P-Bromotoluene
ii. I-Chloro- 3,5-dimethylbenzene
iii. M-Chloro aniline
iv. P-Bromochlono benzene
v. O-Xylene

c. Give the products of each of the following equations:- (5 marks)

1
i. + KMnO4

SO3H

ii. + HNO3 H2SO4

iii. Br
+ CH3COCL AICI3

iv. + Br2 hr

v. CH3 CH = CH2 + HBr Peroxide

d. Draw and name all possible aromatic compounds with the formula
C7H7Br (6 marks)

e. Give the limitations of Friedel – Crafts alkylation reaction and explain why
it was replaced with Friedel – Crafts acylation reaction . (9 marks)

QUESTION TWO

a. Write resonance structures for phenal to show the electron donating


resonance effect of the hydroxyl group. (8 marks)

b. Explain why acetanilide is less reactive than aniline toward electrophilic


substitution. (6 marks)

c. Show with the help of equations, how P-bromobenzeic acid can be


synthesized from benzene. (6 marks)

2
QUESTION THREE

a. Predict the major products(s) you would obtain from sulfanation of each of
the following compounds:- (8 marks)

i. Fluerobenzene

ii. m-Bromophenol

iii. 2,4-dimethylphenol

iv. P-nitrobenzene-sulfonic acid

b. Why are aliphatic amines more basic than aromatic amines? (6 marks)

c. Explain how the stereochemistry of SN1 and SN2 differ and account for the
detection of about 60% inverted and 40% racemic product from a typical
SN1 reaction. (6 marks)

QUESTION FOUR

a. Write down the mechanism for the mitration of benzene showing the
resonance structures involved. (6 marks)

b. Draw structures corresponding to the following compounds:- (6 marks)

i. N,N-dimethylamiline
ii. Cyclohexylmethylamine
iii. N-Isoprophyl-N-Methylcyclohexylamine

c. Explain the basis of the Hinsberg test for the distinction of primary,
secondary and tertiary amines. (8 marks)

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