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Alcohols, Phenols and Ethers · Question 17

NEET (UG) 2019MCQMedium📈 Topic in 25% papers+4−1
1

The compound that is most difficult to protonate is :

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]

Answer

(4) [figure]

Solution

Protonation occurs at the lone pair of the oxygen atom; the more available the lone pair, the easier the protonation.

In phenol the lone pair of oxygen is delocalised into the benzene ring by resonance ⇒ it is least available ⇒ phenol is the weakest base.

-CH3 groups (+I effect) increase the electron density on oxygen: CH3OCH3 > CH3OH > H2O.

∴ Ease of protonation: CH3OCH3 > CH3OH > H2O > C6H5OH ⇒ phenol (Ph–O–H) is the most difficult to protonate.

Answer: (4)

NEET (UG) 2019

Keep practising — Alcohols, Phenols and Ethers

2

The structure of intermediate A in the following reaction, is : [figure]

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
NEET (UG) 2019
3

The compound A on treatment with Na gives B, and with PCl5 gives C. B and C react together to give diethyl ether. A, B and C are in the order

  1. C2H5OH, C2H6, C2H5Cl
  2. C2H5OH, C2H5Cl, C2H5ONa
  3. C2H5Cl, C2H6, C2H5OH
  4. C2H5OH, C2H5ONa, C2H5Cl
NEET 2018
4

In the reaction, [figure] the electrophile involved is

  1. dichloromethyl cation ( CHCl2)
  2. formyl cation ( CHO)
  3. dichloromethyl anion ( CHCl2)
  4. dichlorocarbene (:CCl2)
NEET 2018
5

Identify the major products P, Q and R in the following sequence of reactions : [figure]

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
NEET 2018
6

The heating of phenyl methyl ether with HI produces

  1. iodobenzene
  2. phenol
  3. benzene
  4. ethyl chloride.
NEET 2017
7

Which one is the most acidic compound?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
NEET 2017
8

The reaction [figure] can be classified as

  1. dehydration reaction
  2. Williamson alcohol synthesis reaction
  3. Williamson ether synthesis reaction
  4. alcohol formation reaction.
NEET 2016 (Phase 1)
9

Which of the following is not the product of dehydration of [figure]

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
AIPMT 2015
10

Reaction of phenol with chloroform in presence of dilute sodium hydroxide finally introduces which one of the following functional group?

  1. -COOH
  2. -CHCl2
  3. -CHO
  4. -CH2Cl
AIPMT 2015
11

The reaction, [figure] is called

  1. Etard reaction
  2. Gattermann-Koch reaction
  3. Williamson synthesis
  4. Williamson continuous etherification process
AIPMT 2015 (Cancelled)

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