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Alcohols, Phenols and Ethers

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

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)

Keep practising — Alcohols, Phenols and Ethers

Ques. 2AIPMT 2007

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
Ques. 3AIPMT 2006

Ethylene oxide when treated with Grignard reagent yields

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

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
Ques. 5AIPMT 2005

Which one of the following compounds is most acidic?

  1. Cl-CH2-CH2-OH
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 6AIPMT 2004

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
Ques. 7AIPMT 2004

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
Ques. 8AIPMT 2004

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
Ques. 9AIPMT 2003

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
Ques. 10AIPMT 2002

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

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

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

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

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