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Alcohols, Phenols and Ethers · Question 9

NEET (UG) 2023MCQMedium📈 Topic in 38% papers+4−1
1

Which amongst the following will be most readily dehydrated under acidic conditions?

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

Answer

(1) [figure]

Solution

Acid-catalysed dehydration of an alcohol goes through a carbocation (E1): the more stable the carbocation, the more readily the alcohol is dehydrated.

The -NO2 group has a strong -I (and -R) effect, so it destabilises a nearby carbocation; in (2), (3) and (4) the carbocation formed on loss of water is destabilised by -NO2 (most strongly in (2), where it is on the adjacent carbon).

In (1), pentane-2,4-diol, the secondary carbocation CH3- CH-CH2-CH(OH)-CH3 has no nitro group and is the most stable.

Compound (1) is dehydrated most readily.

Answer: (1)

NEET (UG) 2023

Keep practising — Alcohols, Phenols and Ethers

2

Given below are two statements: In the light of the above statements, choose the most appropriate answer from the options given below :

  1. Both Statement I and Statement II are correct.
  2. Both Statement I and Statement II are incorrect.
  3. Statement I is correct but Statement II is incorrect.
  4. Statement I is incorrect but Statement II is correct.
NEET (UG) 2022
3

Given below are two statements: In the light of the above statements, choose the most appropriate answer from the options given below:

  1. Both Statement I and Statement II are correct
  2. Both Statement I and Statement II are incorrect
  3. Statement I is correct but Statement II is incorrect
  4. Statement I is incorrect but Statement II is correct
NEET (UG) 2022
4

Match the reagents (List-I) with the product (List-II) obtained from phenol. Choose the correct answer from the options given below :

  1. (a)-(iv), (b)-(ii), (c)-(i), (d)-(iii)
  2. (a)-(iii), (b)-(iv), (c)-(i), (d)-(ii)
  3. (a)-(ii), (b)-(i), (c)-(iv), (d)-(iii)
  4. (a)-(iv), (b)-(iii), (c)-(ii), (d)-(i)
NEET (UG) 2022 (Phase 2)
5

Which one of the following reaction sequence is incorrect method to prepare phenol?

  1. [figure] , oleum, NaOH, H3O+
  2. Aniline, NaNO2 + HCl, H2O, heating
  3. Cumene, O2, H3O+
  4. [figure] , NaOH, STP condition
NEET (UG) 2022 (Phase 2)
6

What is the IUPAC name of the organic compound formed in the following chemical reaction? Acetone [(ii) H2O, H+](i) C2H5MgBr, Dry ether product

  1. 2-methylbutan-2-ol
  2. 2-methylpropan-2-ol
  3. pentan-2-ol
  4. pentan-3-ol
NEET (UG) 2021
7

Anisole on cleavage with HI gives :

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
NEET (UG) 2020
8

Reaction between acetone and methylmagnesium chloride followed by hydrolysis will give :

  1. Sec. butyl alcohol
  2. Tert. butyl alcohol
  3. Isobutyl alcohol
  4. Isopropyl alcohol
NEET (UG) 2020
9

The compound that is most difficult to protonate is :

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
NEET (UG) 2019
10

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

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
NEET (UG) 2019
11

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

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