Subject Code: 2133501
GUJARAT TECHNOLOGICAL UNIVERSITY
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BE - SEMESTER- III (New) EXAMINATION — WINTER 2019
Subject Name: Organic Chemistry
Time: 02:30 PM TO 05:00 PM
Date: 28/11/2019
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
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- Why fluoro acetic acid is a stronger acid than acetic acid. [03]
- Write a short note on the mesomeric effect. [04]
- Explain generation, stability and reactions of carbocation. [07]
Q.2
- Explain the importance of knowing the mechanism of any chemical reaction. [03]
- What is the essential difference between E1 and E2 mechanism? [04]
- Explain the mechanism of diazotization reaction. [07]
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OR
- Explain SN1 and SN2 reaction with mechanism. [07]
Q.3
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- Explain the importance of Hydrogenation reaction in organic synthesis. [03]
- How does aniline react with:
- Aldehyde
- Bromine
- Chloroform and alc. KOH
- NaNO2 at 0 to 5°C
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- Explain cannizaro reaction with its mechanism. [07]
OR
- Give use & synthesis of DDT. [03]
- Explain conformers of butane. [04]
- Explain Hoffman reaction with mechanism. [07]
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Q.4
- Explain Stereoisomerism in Tartaric acid. [03]
- Explain generation and stability of carbanion. [04]
- Define the terms: enantiomers & diastereomers. Identify enantiomeric and diasteromeric pairs from following
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CO2H CO2H CO2H CO2H
H——OH HO——H HO——H H——OH
H——OH HO——H H——OH HO——H
CH2OH CH2OH CH2OH CH2OH
I II III IV [07]
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OR
- Explain Conformers of Ethane. [03]
- How will you convert Aniline to p-Nitro aniline? [04]
- Write note on (i) Diastereomers (ii) Different methods of resolution [07]
Q.5
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- Explain Pincol-Pinacolone reaction with mechanism. [04]
- What products are obtained by reduction of nitrobenzene under different conditions? [07]
OR
- Write the mechanism of Benzidine rearrangement. [03]
- Write a note on NGP. [04]
- Draw a detailed flowsheet for chemical reactions of sulfonic acids. [07]
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