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Alcohols, Phenols and Ethers

AIPMT 2014MCQEasyNot asked in last 5 yrs+4−1
Ques. 1AIPMT 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

Answer

(1) CH3-(CH2)3-O-CH2CH3

Solution

In the presence of peroxide, HBr adds to an unsymmetrical alkene against Markovnikov's rule (peroxide effect):

CH3CH2CH=CH2 HBr/H2O2 CH3CH2CH2CH2Br (Y)

Y (a primary alkyl halide) with sodium ethoxide gives an ether by Williamson synthesis:

CH3CH2CH2CH2Br + C2H5ONa CH3(CH2)3-O-CH2CH3 (Z) + NaBr

Answer: (1)

Keep practising — Alcohols, Phenols and Ethers

Ques. 2AIPMT 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. 3AIPMT 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. 4NEET 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. 5AIPMT 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. 6AIPMT 2012 (Prelims)

In the following reaction [figure] The major product is

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 7AIPMT 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. 8AIPMT 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
Ques. 9AIPMT 2010 (Mains)

When glycerol is treated with excess of HI, it produces

  1. 2-iodopropane
  2. allyl iodide
  3. propene
  4. glycerol triiodide
Ques. 10AIPMT 2010 (Prelims)

Given are cyclohexanol (I), acetic acid (II), 2, 4, 6-trinitrophenol (III) and phenol (IV). In these the order of decreasing acidic character will be

  1. III > II > IV > I
  2. II > III > I > IV
  3. II > III > IV > I
  4. III > IV > II > I
Ques. 11AIPMT 2010 (Prelims)

Among the following four compounds (i) Phenol (ii) Methyl phenol (iii) Meta-nitrophenol (iv) Para-nitrophenol The acidity order is

  1. (iv) > (iii) > (i) > (ii)
  2. (iii) > (iv) > (i) > (ii)
  3. (i) > (iv) > (iii) > (ii)
  4. (ii) > (i) > (iii) > (iv)

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