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Alcohols, Phenols and Ethers · Question 11

JEE Main 2026 (Online) 23rd January Evening ShiftMCQMedium📈 Topic in 6% papers+4−1
1

A mixed ether (P), when heated with excess of hot concentrated hydrogen iodide produces two different alkyl iodides which when treated with aq. NaOH give compounds (Q) and (R). Both (Q) and (R) give yellow precipitate with NaOI. Identify the mixed ether (P) :

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

Answer

(2) [figure]

Solution

R-O-R' + 2HI RI + R'I + H2O, then RI aq. NaOH ROH

Both alcohols must give iodoform both must contain the CH3CH(OH)- group.

(1) Ethyl 1-phenylpropyl ether ethanol (+) and C6H5CH(OH)CH2CH3 (no CH3CH(OH)-) ✗

(2) Ethyl sec-butyl ether CH3CH2I + CH3CHICH2CH3 ethanol, CH3CH2OH (+) and butan-2-ol, CH3CH(OH)CH2CH3 (+) ✓

(3) Benzyl sec-butyl ether C6H5CH2OH (–) and butan-2-ol (+) ✗

(4) Ethyl tert-pentyl ether ethanol (+) and 2-methylbutan-2-ol, a 3° alcohol with no H on the carbinol carbon (–) ✗

(P) is ethyl sec-butyl ether.

Answer: (2)

JEE Main 2026 (Online) 23rd January Evening Shift

Keep practising — Alcohols, Phenols and Ethers

2

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

  1. Statement I is true but Statement II is false
  2. Both Statement I and Statement II are true
  3. Both Statement I and Statement II are false
  4. Statement I is false but Statement II is true
JEE Main 2026 (Online) 22nd January Morning Shift
3

3,3-Dimethyl-2-butanol cannot be prepared by : Choose the correct answer from the options given below :

  1. B and E Only
  2. B, C and E Only
  3. B and C Only
  4. B Only
JEE Main 2026 (Online) 22nd January Evening Shift
4

Which one of the following reactions will not lead to the desired ether formation in major proportion? (iso-Bu isobutyl, sec-Bu sec-butyl, n-Pr n-propyl, tBu tert-butyl, Et ethyl)

  1. [figure]
  2. iso-Bu O Na + sec-BuBr sec-Bu–O–iso-Bu
  3. [figure]
  4. tBu O Na + EtBr tBu-O-Et
JEE Main 2025 (Online) 8th April Evening Shift
5

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

  1. Statement I is false but Statement II is true
  2. Statement I is true but Statement II is false
  3. Both Statement I and Statement II are true
  4. Both Statement I and Statement II are false
JEE Main 2025 (Online) 7th April Morning Shift
6

Benzene is treated with oleum to produce compound (X) which when further heated with molten sodium hydroxide followed by acidification produces compound (Y). The compound Y is treated with zinc metal to produce compound (Z). Identify the structure of compound (Z) from the following options.

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
JEE Main 2025 (Online) 4th April Morning Shift
7

An organic compound (X) with molecular formula C3H6O is not readily oxidised. On reduction it gives C3H8O (Y) which reacts with HBr to give a bromide (Z) which is converted to Grignard reagent. This Grignard reagent on reaction with (X) followed by hydrolysis gives 2,3-dimethylbutan-2-ol. Compounds (X), (Y) and (Z) respectively are:

  1. CH3CH2CHO, CH3CH2CH2OH, CH3CH2CH2Br
  2. CH3COCH3, CH3CH(OH)CH3, CH3CH(Br)CH3
  3. CH3COCH3, CH3CH2CH2OH, CH3CH(Br)CH3
  4. CH3CH2CHO, CH3CH=CH2, CH3CH(Br)CH3
JEE Main 2025 (Online) 4th April Morning Shift
8

A toxic compound "A" when reacted with NaCN in aqueous acidic medium yields an edible cooking component and food preservative "B". "B" is converted to "C" by diborane and can be used as an additive to petrol to reduce emission. "C" upon reaction with oleum at 140 C yields an inhalable anesthetic "D". Identify "A", "B", "C" & "D", respectively :

  1. Methanol; acetic acid; ethanol; diethyl ether
  2. Ethanol; acetonitrile; ethylamine; ethylene
  3. Methanol; formaldehyde; methyl chloride; chloroform
  4. Acetaldehyde; 2-hydroxypropanoic acid; propanoic acid; dipropyl ether
JEE Main 2025 (Online) 4th April Evening Shift

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