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Hydrocarbons · Question 18

JEE Main 2026 (Online) 22nd January Evening ShiftMCQMedium📈 Topic in 3% papers+4−1
1

Consider the following reaction : [figure] The product Y formed is :

  1. 2-methylhex-3-yne
  2. 5-methylhex-2-yne
  3. Isopropylbut-1-yne
  4. 2-methylhex-2-yne

Answer

(1) 2-methylhex-3-yne

Solution

The reactant is 1,1-dibromobutane (a geminal dihalide). With 2 mol NaNH2 it loses two molecules of HBr:

CH3CH2CH2CHBr2 + 2NaNH2 CH3CH2C CH + 2NaBr + 2NH3

X = but-1-yne (a terminal alkyne)

(i) NaNH2 removes the acidic ≡C–H hydrogen:

CH3CH2C CH + NaNH2 CH3CH2C C-Na+ + NH3

(ii) The acetylide ion is alkylated by 2-bromopropane:

CH3CH2C C-Na+ + (CH3)2CHBr CH3CH2C C-CH(CH3)2 + NaBr

Y = CH3-CH(CH3)-C C-CH2-CH3

Longest chain = 6 C; the triple bond gets locant 3 from either end, so the methyl group gets the lower locant 2.

Y = 2-methylhex-3-yne

Answer: (1)

JEE Main 2026 (Online) 22nd January Evening Shift

Keep practising — Hydrocarbons

2

The dibromo compound [P] (molecular formula: C9H10Br2) when heated with excess sodamide followed by treatment with dilute HCl gives [Q]. On warming [Q] with mercuric sulphate and dilute sulphuric acid yields [R] which gives positive Iodoform test but negative Tollens' test. The compound [P] is :

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
JEE Main 2026 (Online) 22nd January Evening Shift
3

Identify A in the following reaction. [figure]

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
JEE Main 2026 (Online) 21st January Morning Shift
4

[figure] 'P' is

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
JEE Main 2025 (Online) 8th April Evening Shift
5

Choose the correct set of reagents for the following conversion. [figure]

  1. Cl2/ anhy. AlCl3; Br2/Fe; alc. KOH
  2. Cl2/Fe; Br2/ anhy. AlCl3; aq. KOH
  3. Br2/Fe; Cl2, ; alc. KOH
  4. Br2/ anhy. AlCl3; Cl2, ; aq. KOH
JEE Main 2025 (Online) 8th April Evening Shift
6

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

Identify the structure of the final product (D) in the following sequence of the reactions : [figure] Total number of sp2 hybridised carbon atoms in product D is .

JEE Main 2025 (Online) 7th April Evening Shift
8

Predict the major product of the following reaction sequence: [figure]

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
JEE Main 2025 (Online) 4th April Morning Shift
9

Consider the following molecule(X). [figure] The major product formed when the given molecule (X) is treated with HBr (1 eq) is :

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
JEE Main 2025 (Online) 4th April Evening Shift
10

Which compound would give 3-methyl-6-oxoheptanal upon ozonolysis?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
JEE Main 2025 (Online) 3rd April Morning Shift
11

An optically active alkyl halide C4H9Br [A] reacts with hot KOH dissolved in ethanol and forms alkene [B] as major product which reacts with bromine to give dibromide [C]. The compound [C] is converted into a gas [D] upon reacting with alcoholic NaNH2. During hydration 18 gram of water is added to 1 mole of gas [D] on warming with mercuric sulphate and dilute acid at 333 K to form compound [E]. The IUPAC name of compound [E] is :

  1. Butan-2-ol
  2. But-2-yne
  3. Butan-2-one
  4. Butan-1-al
JEE Main 2025 (Online) 2nd April Morning Shift

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