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Alcohols, Phenols and Ethers

AIPMT 2014MCQMedium📈 Topic in 25% papers+4−1
Ques. 1AIPMT 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

Answer

(3) o-Nitrophenol

Solution

A compound dissolves in NaHCO3 only if it is a stronger acid than carbonic acid (pKa 6.4), liberating CO2.

Benzenesulphonic acid and benzoic acid (pKa 4.2) are strong enough ⇒ soluble.

2,4,6-Trinitrophenol (picric acid, pKa 0.71) has three –I, –R nitro groups ⇒ strongly acidic ⇒ soluble.

o-Nitrophenol (pKa 7.2) is a weaker acid than carbonic acid ⇒ does not dissolve in NaHCO3.

Answer: (3)

Keep practising — Alcohols, Phenols and Ethers

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

In the following reaction [figure] The major product is

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 5AIPMT 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. 6AIPMT 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. 7AIPMT 2010 (Mains)

When glycerol is treated with excess of HI, it produces

  1. 2-iodopropane
  2. allyl iodide
  3. propene
  4. glycerol triiodide
Ques. 8AIPMT 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. 9AIPMT 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)
Ques. 10AIPMT 2010 (Prelims)

Which of the following compounds has the most acidic nature?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 11AIPMT 2009

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

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