Subject Code: 2143606
GUJARAT TECHNOLOGICAL UNIVERSITY
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SEMESTER-IV (NEW) — EXAMINATION — SUMMER 2019
Subject Name: Advanced Organic Chemistry for Technologists
Time: 02:30 PM TO 05:00 PM
Date: 25/05/2019
Total Marks: 70
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Instructions:
- Attempt all questions.
- Make suitable assumptions wherever necessary.
- Figures to the right indicate full marks.
Q.1 | (a) | Write short note on Saytzeff Rule. | MARKS | 03 |
(b) | Differentiate between Enantiomers and Diastereomers. | 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) | Show optical activity of Tartaric acid. | 03 | |
(b) | Explain Claisen - Dieckmann condensation in details. | 04 | ||
(c) | Explain why,
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OR | ||||
(a) | Explain detailed mechanism of MPV reduction. | 03 | ||
(b) | Write a note on: Opposite behaviour of Halogen group. | 04 | ||
(c) | Explain Hydroboration reaction with suitable examples. | 07 | ||
Q.3 | (a) | Write detailed mechanism of SN1 & SN2 reactions with suitable examples. | 03 | |
OR | ||||
(a) | Explain why, Methyl (-CH3 group) acts as ortho-para director. | 04 | ||
(b) | Discuss Pinacol-Pinacolone rearrangement in detail. | 07 | ||
Q.4 | (a) | Write a note on NGP. | 03 | |
(b) | Explain detailed mechanism of Michael reaction. | 04 | ||
(c) | Write down electrophilic substitution reaction of Pyrrole. | 07 | ||
OR | ||||
(a) | Explain detailed mechanism of Clemmensen reduction. | 03 | ||
(b) | Explain only mechanism of base catalyzed Gabriel synthesis. | 04 | ||
Q.5 | (a) | 1. Assign E.Z notation to each of the following:
| 07 | |
(b) | 2. Assign R.S configuration to each of the following:
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(a) | Nitration, Sulphonation and Acylation reactions of Furan. | 03 | ||
(b) | State major and minor products of addition reaction of But-1-ene and HBr. Give reactions and reasons. | 04 | ||
(c) | Enlist chemical reactions of Naphthalene. | 07 | ||
OR | ||||
(a) | Write detailed mechanism and applications of Leuckart reaction. | 03 | ||
(b) | Write a short note on Geometrical Isomerism. | 04 | ||
(c) | Write a note on Benzidine rearrangement. Write detailed mechanism and applications of Knoevenagel condensation. | 07 |
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