Download GTU BE/B.Tech 2018 Winter 4th Sem New 2143606 Advanced Organic Chemistry For Technologists Question Paper

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Subject Code: 2143606

GUJARAT TECHNOLOGICAL UNIVERSITY

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BE - SEMESTER-IV (NEW) EXAMINATION - WINTER 2018
Date: 12/12/2018
Subject Name: Advanced Organic Chemistry for Technologists
Time: 02:30 PM TO 05:00 PM
Total Marks: 70

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Instructions:

1. Attempt all questions.
2. Make suitable assumptions wherever necessary.
3. Figures to the right indicate full marks.

Q.1 (a) Write short note on Markovnikov's Rule. [03]

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(b) Write short notes on: Racemic Mixture & Meso compounds [04]
(c) Define Aromaticity. Explain Huckel rule in detail showing the behavioural approach of different Organic molecules in proving their aromatic characteristics. [07]

Q.2 (a) State whether the following compounds are aromatic or non-aromatic [03]
(b) Explain Claisen - Dieckmann condensation in details. [04]
(c) Explain why, [07]

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1. Pyridine is more basic than pyrrole.
2. Pyridine is less basic than aliphatic amine.
3. Pyridine is more basic than aniline

Q.3 (a) Discuss Pinacol-Pinacolon rearrangement in detail. [03]
(b) Write a note on conformational isomerism. [04]

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(c) Explain Hydroboration reaction with suitable examples. [07]

OR

Q.3 (a) Write detailed mechanism of SN1 & SN2 reactions with suitable examples. [03]
(b) Give Oxidation reaction in detail. [04]
(c) Identify enantiomeric and diasteromeric pairs from following [07]

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COH
H——OH
H——0H
CH,0H COH
HO——H

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HO——H
CH,0H CO,H
HO——H
H——OH
CH,OH CO,H

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H——OH
HO——H
CH,0H

Q.4 (a) Write down electrophilic substitution reaction of Pyrrole. [03]
(b) Explain detailed mechanism of Clemmensen reduction. [04]

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(c) Write detailed mechanism and applications of Knoevenagel condensation. [07]

OR

Q.4 (a) Show optical activity of Lactic acid. [03]
(b) Explain detailed mechanism of Michael reaction. [04]
(c) Write a note on aromaticity of Heterocyclic compounds. Also write Nitration, Sulphonation and Acylation reactions of Furan. [07]

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Q.5 (a) Write a short notes on: Petroleum as sources of aromatic compounds [03]
(b) Enlist chemical reactions of Naphthalene. [04]
(c) Write detailed mechanism and applications of Leuckart reaction. [07]

OR

Q.5 (a) Explain why, Nitro (-NO2 group) acts as ortho-para director. [03]

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(b) Write a note on Benzidine rearrangement. [04]
(c) Write a note on NGP. [07]