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Haloalkanes and Haloarenes — Chemistry STD 12 Science — Question

Gujarat BoardEnglish MediumSTD 12 ScienceChemistryHaloalkanes and Haloarenes4 Marks
Question
Read the passage given below and answer the following questions:
A chlorocompound (A) on reduction with Zn-Cu and ethanol gives the hydrocarbon (B) with five carbon atoms. When (A) is dissolved in dry ether and treated with sodium metal it gave 2, 2, 5, 5 - tetramethylhexane. The treatment of (A) with alcoholic KCN gives compound ( C).
The following questions are multiple choice questions. Choose the most appropriate answer:
  1. The compound (A) is:
  1. 1-chloro-2, 2-dimethylpropane.
  2. 1-chloro-2, 2-dimethyl butane.
  3. 1-chloro-2-methyl butane.
  4. 2-chloro-2-methyl butane.
  1. The reaction of (C) with Na, C2H5OH gives:
  1. (CH3)3C CH2CONH2
  2. (CH3)3C NH2
  3. (CH3)3C CH2CH2NH2
  4. (CH3)2CHCH2NH2
  1. The reaction of (C) with Na, C2H5OH is called:
  1. Gilman reaction.
  2. Mendius reaction.
  3. Grooves process.
  4. Swart's reaction.
  1. The reaction of (A) with aq. KOH will preferably favour:
  1. SN1 mechanism.
  2. SN2 mechanism.
  3. E1 mechanism.
  4. E2 mechanism.
  1. Compound (B) is:
  1. N-pentane.
  2. 2, 2-dimethylpropane.
  3. 2-methylbutane.
  4. None of these.
✓

Answer

  1. (a) 1-chloro-2, 2-dimethylpropane.

Explanation:

$\ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3-\text{C}-\text{CH}_2 -\text{Cl}\xrightarrow{\text{Ether/ Na}}\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\ \ \ \ \\\text{I -Chloro-2, 2-di methylpropane }$

$\ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_2\\\ \ \ \ \ \ \ \ \ \ \ \ \ |\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3-\text{C}-\text{CH}_2 -\text{CH}_2-\text{C}-\text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ |\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\ \ \ \ \\\text{2, 2, 5, 5-Tetramethylhexane}$

  1. (c) (CH3)3C CH2CH2NH2

Explanation:

$\ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3-\text{C}-\text{CH}_2 \text{Cl}\xrightarrow{\text{alc.KCN}}\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3$

$\ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3-\text{C}-\text{CH}_2 \text{CN}\xrightarrow{\text{Na/C}_2\text{H}_5\text{OH}}\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3$

$\ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3-\text{C}-\text{CH}_2 \text{CH}_2\text{NH}_2\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3$

  1. (b) Mendius reaction.
  2. (a) SN1 mechanism.
  3. (b) 2, 2-dimethylpropane.

Explanation:

$\ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3-\text{C}-\text{CH}_2 \text{Cl}\xrightarrow{\text{Zn-Cu/C}_2\text{H}_5\text{OH}}\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3$

$\ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3-\text{C}-\text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3$

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$\text{RNH}_2+\text{H}_2\text{O}\rightleftharpoons\text{RNH}^+_3+\text{OH}^-$

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