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Alcohols, Phenols and Ethers · Question 33

AIPMT 2012 (Prelims)MCQMedium📈 Topic in 25% papers+4−1
1

In the following reaction [figure] The major product is

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

Answer

(1) [figure]

Solution

Protonation gives a 2° carbocation, which rearranges by 1,2-methyl shift into a more stable 3° carbocation:

(CH3)3C-CH=CH2 H+(CH3)3C- CH-CH3 (2°)

1,2-methyl shift (CH3)2 C-CH(CH3)2 (3°)

H2O, -H+(CH3)2C(OH)-CH(CH3)2

Major product A = 2,3-dimethylbutan-2-ol; the minor product B, (CH3)3C-CH(OH)-CH3, comes from the unrearranged 2° carbocation.

Answer: (1)

AIPMT 2012 (Prelims)

Keep practising — Alcohols, Phenols and Ethers

2

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)
AIPMT 2011 (Mains)
3

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
AIPMT 2011 (Prelims)
4

When glycerol is treated with excess of HI, it produces

  1. 2-iodopropane
  2. allyl iodide
  3. propene
  4. glycerol triiodide
AIPMT 2010 (Mains)
5

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
AIPMT 2010 (Prelims)
6

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)
AIPMT 2010 (Prelims)
7

Which of the following compounds has the most acidic nature?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
AIPMT 2010 (Prelims)
8

Consider the following reaction : Phenol Zn dust X [Anhyd. AlCl3]CH3Cl Y Alkaline KMnO4 Z the product Z is

  1. benzaldehyde
  2. benzoic acid
  3. benzene
  4. toluene
AIPMT 2009
9

HOCH2CH2OH on heating with periodic acid gives

  1. 2HCOOH
  2. [figure]
  3. [figure]
  4. 2CO2
AIPMT 2009
10

Consider the following reaction : Ethanol PBr3 X alc. KOH Y [(ii) H2O, heat](i) H2SO4, room temperature Z the product Z is

  1. CH3CH2-O-CH2-CH3
  2. CH3-CH2-O-SO3H
  3. CH3CH2OH
  4. CH2=CH2
AIPMT 2009
11

In the reaction : CH3- CH3 |CH-CH2-O-CH2-CH3 + HI heated Which of the following compounds will be formed?

  1. CH3- CH3 |CH-CH3 + CH3CH2OH
  2. CH3- CH3 |CH-CH2OH + CH3CH3
  3. CH3- CH3 |CH-CH2OH + CH3CH2I
  4. CH3- CH3 |CH-CH2-I + CH3CH2OH
AIPMT 2007

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