NVAMediumJEE 2026Reaction Mechanisms (Substitution, Addition, Elimination)

JEE Chemistry 2026 Question with Solution

Grignard reagent RMgBr\mathrm{RMgBr} (P) reacts with water and forms a gas (Q). One gram of Q occupies 1.4dm31.4 \, \text{dm}^3 at STP. (P) on reaction with dry ice in dry ether followed by H3O+\mathrm{H_3O^+} forms compound (Z). 0.10.1 mole of (Z) will weigh _____

Answer

Correct answer:6

Step-by-step solution

Standard Method

Given: Grignard reagent RMgBr\mathrm{RMgBr} reacts with water to form a gas QQ. One gram of QQ occupies 1.4dm31.4 \, \text{dm}^3 at STP. On reaction with dry ice in dry ether followed by H3O+\mathrm{H_3O^+}, compound ZZ is formed.

Find: Mass of 0.10.1 mole of ZZ.

At STP, 22.4dm322.4 \, \text{dm}^3 corresponds to 11 mole.

Molar mass of Q=22.41.4=16\text{Molar mass of } Q = \frac{22.4}{1.4} = 16

So, gas QQ is CH4\mathrm{CH_4}.

Since hydrolysis of a Grignard reagent gives RH\mathrm{RH}, we get

R=CH3R = \mathrm{CH_3}

Therefore, PP is CH3MgBr\mathrm{CH_3MgBr}.

Grignard reagent with CO2\mathrm{CO_2} followed by acidic hydrolysis gives a carboxylic acid. Hence,

CH3MgBr+CO2dry etherCH3COOMgBrH3O+CH3COOH\mathrm{CH_3MgBr + CO_2 \xrightarrow[\text{dry ether}]{} CH_3COOMgBr \xrightarrow{H_3O^+} CH_3COOH}

Thus, compound ZZ is CH3COOH\mathrm{CH_3COOH}.

Molar mass of CH3COOH\mathrm{CH_3COOH} is

2×12+4×1+2×16=60g mol12 \times 12 + 4 \times 1 + 2 \times 16 = 60 \, \text{g mol}^{-1}

Mass of 0.10.1 mole of ZZ is

0.1×60=6g0.1 \times 60 = 6 \, \text{g}

Therefore, 0.10.1 mole of ZZ weighs 6g6 \, \text{g}.

Stepwise Identification

Given: One gram of gas QQ occupies 1.4dm31.4 \, \text{dm}^3 at STP, and RMgBr\mathrm{RMgBr} with dry ice followed by hydrolysis forms compound ZZ.

Find: The required mass of 0.10.1 mole of ZZ.

  1. Use molar volume at STP:
1 mole gas=22.4dm31 \text{ mole gas} = 22.4 \, \text{dm}^3
  1. Therefore, molar mass of the gas is
22.41.4=16\frac{22.4}{1.4} = 16
  1. A gas of molar mass 1616 is methane, CH4\mathrm{CH_4}.

  2. Grignard reagent on hydrolysis gives the corresponding alkane RH\mathrm{RH}, so

RH=CH4R=CH3\mathrm{RH = CH_4} \Rightarrow \mathrm{R = CH_3}
  1. Hence the reagent is CH3MgBr\mathrm{CH_3MgBr}.

  2. Reaction with dry ice gives one-carbon homologated carboxylic acid:

CH3MgBrCO2CH3COOMgBrH3O+CH3COOH\mathrm{CH_3MgBr \xrightarrow{CO_2} CH_3COOMgBr \xrightarrow{H_3O^+} CH_3COOH}
  1. The product ZZ is acetic acid, CH3COOH\mathrm{CH_3COOH}, with molar mass 60g mol160 \, \text{g mol}^{-1}.

  2. Required mass:

0.1×60=6g0.1 \times 60 = 6 \, \text{g}

Therefore, the required answer is 66.

Common mistakes

  • Assuming the gas formed with water is not the corresponding alkane. Grignard reagents are protonated by water to give RH\mathrm{RH}, so the gas must be used to identify RR correctly.

  • Using the gas volume directly as molar mass without applying STP molar volume. First relate 22.4dm322.4 \, \text{dm}^3 to 11 mole at STP, then compute the molar mass.

  • Forgetting that reaction with dry ice increases the carbon chain by one and gives a carboxylic acid after acidic workup. Do not stop at the magnesium carboxylate intermediate.

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