Seat No.:
Subject Code: 2133605
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Enrolment No.
GUJARAT TECHNOLOGICAL UNIVERSITY
BE - SEMESTER-III (New) EXAMINATION — WINTER 2018
Subject Name: Organic Chemistry for Technologists
Time: 10:30 AM TO 01:00 PM
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Instructions:
- Attempt all questions.
- Make suitable assumptions wherever necessary.
- Figures to the right indicate full marks.
Q.1 (a) Explain Ozonolysis reaction with example. 03
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(b) Write a short note on Inductive effect. 04
(c) Explain SN1 & SN2 reaction with mechanism. 07
OR
Q.1 (a) Explain only mechanism of diazotization reaction. 03
(b) Explain Markovnikov rule with example. 04
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(c) Write a short note on following: 07
- Stability of carbocation
- Hyperconjugation
Q.2 (a) Who were the pioneers of Alkylation & Acylation reaction? Explain its mechanism. 03
(b) Write a note on Saccharin. 04
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(c) How does aniline react with; 07
- Acetic anhydride
- Bromine
- Chloroform and alc.KOH
- NaNO2 at 0 to 5°C
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OR
Q.2 (a) Explain Witting reaction with mechanism. 03
(b) Give use & synthesis of DDT. 04
(c) Draw structure corresponding to the following IUPAC names: 07
- 4-Hexen-3-one
- 2-Butenal
- 2-Methyl-4-oxopentanoic acid
- 1-Ethoxy-1-propanol
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Q.3 (a) Name the following reaction and Explain its mechanism. 03
(b) Write a short note on Diels-Alder reaction. 04
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(c) Write the IUPAC names for each of the following compounds: 07
- CH3CH2CH(OCH3)CH2COCl
- CH3CH2COCH2CH2COOCH3
- CH3CH=CHCH2OH
- CH2=CH-CH2CH=CH2
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OR
Q.3 (a) Explain Aldol and Cross aldol reaction with mechanism. 03
(b) Write a short note on Birch reduction. 04
(c) How will you convert primary amide to primary amine? Give name of the reaction and explain its mechanism also. 07
Q.4 (a) Explain Reformatsky reaction with mechanism. 03
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(b) Explain why, 04
- phenol is more acidic than ethyl alcohol.
- p-Toluidine is more basic than aniline.
(c) Explain only mechanism of the following reaction: 07
- Benzillic acid rearrangement
- Baker Venkatraman reaction
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OR
Q.4 (a) Explain Canizzaro reaction with mechanism. 03
(b) How will you convert; 04
- Bromo benzene — Benzoic acid
- Aniline — p-Nitro aniline
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(c) Compound A, C7H5O4N3, undergoes oxidation with acidified potassium dichromate to give a mono carboxylic acid B C7H3O5N3. When B is heated in acetic acid solution,C C6H3O6N3 is formed. Deduce the structural formulas of A, B and C. Write equations for the reactions involved. 07
Q.5 (a) Name the following reaction and Explain its mechanism 03
Date: 01/12/2018
Total Marks: 70
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