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Alcohols, Phenols and Ethers · Question 42

AIPMT 2009MCQMedium📈 Topic in 25% papers+4−1
1

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

Answer

(3) CH3CH2OH

Solution

CH3CH2OH PBr3 CH3CH2Br X = bromoethane

CH3CH2Br alc. KOH CH2=CH2 (dehydrohalogenation) Y = ethene

Cold conc. H2SO4 adds to ethene: CH2=CH2 + H2SO4 CH3CH2OSO3H

On heating with water it is hydrolysed: CH3CH2OSO3H + H2O CH3CH2OH + H2SO4

As per NCERT, this is acid-catalysed hydration of an alkene Z = ethanol

Answer: (3)

AIPMT 2009

Keep practising — Alcohols, Phenols and Ethers

2

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
3

Ethylene oxide when treated with Grignard reagent yields

  1. primary alcohol
  2. secondary alcohol
  3. tertiary alcohol
  4. cyclopropyl alcohol
AIPMT 2006
4

The major organic product in the reaction is CH3-O-CH(CH3)2 + HI products

  1. CH3I + (CH3)2CHOH
  2. CH3OH + (CH3)2CHI
  3. ICH2OCH(CH3)2
  4. CH3O I |C(CH3)2
AIPMT 2006
5

Which one of the following compounds is most acidic?

  1. Cl-CH2-CH2-OH
  2. [figure]
  3. [figure]
  4. [figure]
AIPMT 2005
6

The -OH group of an alcohol or the -COOH group of a carboxylic acid can be replaced by -Cl using

  1. phosphorus pentachloride
  2. hypochlorous acid
  3. chlorine
  4. hydrochloric acid
AIPMT 2004
7

Which one of the following will not form a yellow precipitate on heating with an alkaline solution of iodine?

  1. CH3CH(OH)CH3
  2. CH3CH2CH(OH)CH3
  3. CH3OH
  4. CH3CH2OH
AIPMT 2004
8

Which one of the following can be oxidised to the corresponding carbonyl compound?

  1. 2-Hydroxypropane
  2. ortho-Nitrophenol
  3. Phenol
  4. 2-Methyl-2-hydroxypropane
AIPMT 2004
9

In a set of the given reactions, acetic acid yielded a product C. CH3COOH + PCl5 A [Anh. AlCl3]C6H6 B [ether]C2H5MgBr C Product C would be

  1. CH3CH(OH)C2H5
  2. CH3COC6H5
  3. CH3CH(OH)C6H5
  4. CH3- C2H5 |C(OH)C6H5
AIPMT 2003
10

n-Propyl alcohol and isopropyl alcohol can be chemically distinguished by which reagent?

  1. PCl5
  2. reduction
  3. oxidation with potassium dichromate
  4. ozonolysis
AIPMT 2002
11

When phenol is treated with CHCl3 and NaOH, the product formed is

  1. benzaldehyde
  2. salicylaldehyde
  3. salicylic acid
  4. benzoic acid
AIPMT 2002

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