Download GTU BE/B.Tech 2017 Winter 3rd Sem Old 133501 Organic Chemistry For Technologists I Question Paper

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

1. Write the structural formulas and give IUPAC names for all isomeric alcohols of the molecular formula C₅H₁₂O [07]

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2. How are alkanes prepared? Give their classification. [07]

1. How does CH≡CH react with the following reagents? [07]
   1. H₂/Pd
   2. H₂/Pd/BaSO₄
   3. HBr
   4. Cu₂Cl/NH₄OH

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   5. Na/liq. NH₃
   6. AgNO₃/NH₄OH
   7. HCN/Ba(CN)₂
2. What is the structure of carbonyl group? How does it react with; [07]
   1. HCN

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   2. NaHSO₃
   3. NH₂OH

1. How are thioethers prepared? Discuss their chemical properties. [07]
2. Discuss the mechanism of S_N1 and S_N2 reaction of alkyl halide. [07]

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1. 1. How does diethyl ether react with the following reagents? [03]
      1. O₂/long contact
      2. Cold Conc. H₂SO₄
      3. PCl₅
   2. A hydrocarbon (A) adds one mole of hydrogen in the presence of a platinum catalyst to form n-Hexane. When (A) is oxidized with hot concentrated KMnO₄, a single carboxylic acid containing three carbon is isolated. Give the structure and name of (A). [04]

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1. 1. What are Carbonium ions? Arrange the following according to their increasing stability. Explain your answer. [03]
      1. CH₃CH₂CH₂CH₂⁺
      2. (CH₃)₃C⁺
      3. CH₃CH₂(CH₃)CH⁺

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   2. Write a equation for the preparation of n-butane from, [04]
      1. n-Butyl bromide
      2. Ethyl bromide
      3. 2-Butene

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1. Write a note on: Oxidation of alcohol. [07]
2. Give only reaction for following conversion: [07]
   1. n-propyl alcohol → Isopropyl alcohol
   2. Isopropyl bromide → n-propyl bromide
   3. Isopropyl alcohol → Propane

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1. Explain why benzyl carbonium ion is more stable than ethyl carbonium ion. [07]
2. preparation of Alkane. [07]

1. 1. Define Geometrical isomerism. State the necessary condition for a compound to show Geometrical isomerism. Illustrate your answer with examples. [04]
   2. What is Inductive effect? Give one example of a system where this effect is operative. [03]

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2. Draw structure corresponding to the following IUPAC names; [07]
   1. 2-methyl-1,5-hexadiene
   2. 2-ethyl-2,2-dimethyl-3-heptene
   3. 2-amino-3-hydroxy-4-oxopentan-1-oic acid
   4. 1-methyl-1,3-cyclopentadiene
   5. 1,5-heptadiyne

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   6. 3-chloroprop-1-ene
   7. 2-methyl-4-nitro-2-pentanol

1. 1. Describe homolytic & heterolytic fission of a covalent bond. How carbocation, carbanion & free radicals are formed. [03]
   2. Write a note on Diazotization reaction. [04]

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2. Write Physical properties of alcohol with explanation [07]

1. Write only chemical reaction for following conversion: [07]
   1. Benzene → Benzoic acid
   2. Benzaldehyde → Nitrobenzene

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