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Alcohols, Phenols and Ethers · Question 46

AIPMT 2005MCQEasy📈 Topic in 25% papers+4−1
1

Which one of the following compounds is most acidic?

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

Answer

(3) [figure]

Solution

Phenols are much more acidic than alcohols because the phenoxide ion is stabilised by resonance; so 2-chloroethanol is the least acidic.

An electron-withdrawing group on the ring stabilises the phenoxide ion further and an electron-releasing group destabilises it.

o-Nitrophenol (-NO2: -I and -R effect) is more acidic than phenol.

o-Cresol (-CH3: +I effect and hyperconjugation) is less acidic than phenol.

As per NCERT, the presence of electron-withdrawing groups such as nitro group enhances the acidic strength of phenol, especially at ortho and para positions.

Order of acidity: o-nitrophenol > phenol > o-cresol > 2-chloroethanol.

Answer: (3)

AIPMT 2005

Keep practising — Alcohols, Phenols and Ethers

2

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
3

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
4

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
5

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
6

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
7

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

  1. benzaldehyde
  2. salicylaldehyde
  3. salicylic acid
  4. benzoic acid
AIPMT 2002
8

In preparation of alkene from alcohol using Al2O3 which is the effective factor ?

  1. Porosity of Al2O3
  2. Temperature
  3. Concentration
  4. Surface area of Al2O3
AIPMT 2001
9

Which of the following is correct?

  1. On reduction, any aldehyde gives secondary alcohol.
  2. Reaction of vegetable oil with H2SO4 gives glycerine
  3. Alcoholic iodine with NaOH gives iodoform.
  4. Sucrose on reaction with NaCl gives invert sugar.
AIPMT 2001
10

Which reagent converts propene to 1-propanol ?

  1. H2O, H2SO4
  2. B2H6, H2O2, OH-
  3. Hg(OAc)2, NaBH4/H2O
  4. Aq. KOH
AIPMT 2000

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