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Alcohols, Phenols and Ethers · Question 40

AIPMT 2009MCQMedium📈 Topic in 12% papers+4−1
1

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

Answer

(2) benzoic acid

Solution

As per NCERT, phenol on heating with zinc dust is reduced to benzene.

C6H5OH + Zn C6H6 + ZnO X = benzene

Friedel–Crafts alkylation: C6H6 + CH3Cl Anhyd. AlCl3 C6H5CH3 + HCl Y = toluene

Alkaline KMnO4 oxidises the side chain to –COOH:

C6H5CH3 KMnO4/KOH C6H5COOK H3O+ C6H5COOH Z = benzoic acid

Answer: (2)

AIPMT 2009

Keep practising — Alcohols, Phenols and Ethers

2

HOCH2CH2OH on heating with periodic acid gives

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

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
4

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
5

Ethylene oxide when treated with Grignard reagent yields

  1. primary alcohol
  2. secondary alcohol
  3. tertiary alcohol
  4. cyclopropyl alcohol
AIPMT 2006
6

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
7

Which one of the following compounds is most acidic?

  1. Cl-CH2-CH2-OH
  2. [figure]
  3. [figure]
  4. [figure]
AIPMT 2005
8

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
9

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
10

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
11

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

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