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Identification of Alkane Compound X From Reactions

The compound (X)(\text{X}) on (i) on heating in the presence of anhydrous AlCl3\text{AlCl}_3 and HCl\text{HCl} gas gives 2,42,4-dimethyl pentane (ii) aromatization gives toulene and (iii) cyclisation gives methyl cyclohexane The correct name of compound (X)(\text{X}) is :

Options

A

Hept-2-ene

B

Hept-1,3,5-triene

C

Heptane

Correct
D

Hept-2,4,6-triene

Topics & Concepts

Step-by-Step Solution

To determine the identity of compound (X)(\text{X}), let us analyze each of the given chemical reactions:

  1. Isomerization: When straight-chain alkanes (nn-alkanes) are heated in the presence of anhydrous AlCl3\text{AlCl}_3 and HCl\text{HCl} gas, they undergo isomerization to form branched-chain alkanes. Heptane (C7H16\text{C}_7\text{H}_{16}) isomerizes to yield branched isomers, such as 2,42,4-dimethylpentane (which also has 7 carbon atoms): CH3(CH2)5CH3Δanh. AlCl3+HClCH3CHCH3CH2CHCH3CH3(2,4-dimethylpentane)\text{CH}_3-(\text{CH}_2)_5-\text{CH}_3 \xrightarrow[\Delta]{\text{anh. AlCl}_3 + \text{HCl}} \text{CH}_3-\underset{\underset{\text{CH}_3}{\mid}}{\text{CH}}-\text{CH}_2-\underset{\underset{\text{CH}_3}{\mid}}{\text{CH}}-\text{CH}_3 \quad (\text{2,4-dimethylpentane})

  2. Aromatization: nn-Alkanes containing 6 to 8 carbon atoms undergo aromatization (dehydrocyclization) when heated at high temperatures (773 K773\text{ K}) and pressures (1020 atm10\text{--}20\text{ atm}) in the presence of catalyst oxides such as Cr2O3\text{Cr}_2\text{O}_3, V2O5\text{V}_2\text{O}_5, or Mo2O3\text{Mo}_2\text{O}_3 supported on alumina. nn-Heptane yields toluene: CH3(CH2)5CH3Cr2O3/Al2O3,ΔC6H5CH3+4H2\text{CH}_3-(\text{CH}_2)_5-\text{CH}_3 \xrightarrow{\text{Cr}_2\text{O}_3 / \text{Al}_2\text{O}_3, \Delta} \text{C}_6\text{H}_5\text{CH}_3 + 4\text{H}_2

  3. Cyclisation: During reforming, nn-heptane can undergo catalytic cyclisation to form a six-membered ring derivative, methylcyclohexane: CH3(CH2)5CH3Catalyst,ΔMethylcyclohexane+H2\text{CH}_3-(\text{CH}_2)_5-\text{CH}_3 \xrightarrow{\text{Catalyst}, \Delta} \text{Methylcyclohexane} + \text{H}_2

Therefore, the compound (X)(\text{X}) is Heptane.

Correct Option: C (Heptane)

Identification of Alkane Compound X From Reactions | Chemistry PYQ Solution - JEE Challenger