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    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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    SCH 2202 ORGANIC CHEMISTRY II

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    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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    189 views3 pages

    SCH 2202 Organic Chemistry Ii

    Uploaded by

    michael
    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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    of 3

    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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