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Alcohols, Phenols and Ethers

AIPMT 2015MCQMedium📈 Topic in 38% papers+4−1
Ques. 1AIPMT 2015

Which of the following is not the product of dehydration of [figure]

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]

Answer

(1) [figure]

Solution

The given alcohol, 2-cyclohexylbutan-2-ol, has 10 carbon atoms. Dehydration removes only H2O, so every product must also have 10 carbon atoms.

On heating with acid, a 3° carbocation is formed:

[figure]

Loss of a β-hydrogen from the ring CH, the CH2 group or the CH3 group gives the alkenes in options (3), (2) and (4) respectively (each with 10 carbon atoms).

∵ The compound in option (1) carries two methyl groups on the side-chain carbon, it has 11 carbon atoms.

∴ It cannot be formed by dehydration of the given alcohol.

Answer: (1)

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Ques. 2AIPMT 2015

Reaction of phenol with chloroform in presence of dilute sodium hydroxide finally introduces which one of the following functional group?

  1. -COOH
  2. -CHCl2
  3. -CHO
  4. -CH2Cl
Ques. 3AIPMT 2015 (Cancelled)

The reaction, [figure] is called

  1. Etard reaction
  2. Gattermann-Koch reaction
  3. Williamson synthesis
  4. Williamson continuous etherification process
Ques. 4AIPMT 2014

Identify Z in the sequence of reactions: CH3CH2CH=CH2 HBr/H2O2 Y C2H5ONa Z

  1. CH3-(CH2)3-O-CH2CH3
  2. (CH3)2CH-O-CH2CH3
  3. CH3(CH2)4-O-CH3
  4. CH3CH2-CH(CH3)-O-CH2CH3
Ques. 5AIPMT 2014

Among the following sets of reactants which one produces anisole?

  1. CH3CHO ; RMgX
  2. C6H5OH ; NaOH ; CH3I
  3. C6H5OH ; neutral FeCl3
  4. C6H5CH3 ; CH3COCl ; AlCl3
Ques. 6AIPMT 2014

Which of the following will not be soluble in sodium hydrogen carbonate?

  1. 2,4,6-Trinitrophenol
  2. Benzoic acid
  3. o-Nitrophenol
  4. Benzenesulphonic acid
Ques. 7NEET 2013

Among the following ethers, which one will produce methyl alcohol on treatment with hot concentrated HI?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 8AIPMT 2012 (Mains)

Which of the following compounds can be used as antifreeze in automobile radiators?

  1. Methyl alcohol
  2. Glycol
  3. Nitrophenol
  4. Ethyl alcohol
Ques. 9AIPMT 2012 (Prelims)

In the following reaction [figure] The major product is

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 10AIPMT 2011 (Mains)

Match the compounds given in List-I with List-II and select the suitable option using the code given below.

  1. (A)-(iv), (B)-(i), (C)-(iii), (D)-(ii)
  2. (A)-(iv), (B)-(ii), (C)-(iii), (D)-(i)
  3. (A)-(ii), (B)-(iii), (C)-(iv), (D)-(i)
  4. (A)-(ii), (B)-(i), (C)-(iv), (D)-(iii)
Ques. 11AIPMT 2011 (Prelims)

In the following reactions, (i) CH3- CH3 |CH- OH |CH-CH3 H+/heat (Major product)A + (Minor product)B (ii) A [in absence of peroxide]HBr, dark (Major product)C + (Minor product)D the major products (A) and (C) are respectively

  1. CH2= CH3 |C-CH2-CH3 and Br |CH2- CH3 |CH-CH2-CH3
  2. CH3- CH3 |C=CH-CH3 and CH3- Br | CH3 |C-CH2-CH3
  3. CH2= CH3 |C-CH2-CH3 and CH3- Br | CH3 |C-CH2-CH3
  4. CH3- CH3 |C=CH-CH3 and CH3- CH3 |CH- Br |CH-CH3

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