NVAMediumJEE 2025Isomerism (Structural, Stereoisomerism)

JEE Chemistry 2025 Question with Solution

The total number of structural isomers possible for the substituted benzene derivatives with the molecular formula C7H12C_7H_{12} is _____.

Answer

Correct answer:8

Step-by-step solution

Standard Method

Given: The molecular formula is C7H12C_7H_{12} and the question states substituted benzene derivatives.

Find: The total number of structural isomers.

From the solution, first calculate the degree of unsaturation:

DoU=2C+2H2\text{DoU} = \frac{2C + 2 - H}{2}

Substituting C=7C = 7 and H=12H = 12,

DoU=2(7)+2122=16122=2\text{DoU} = \frac{2(7) + 2 - 12}{2} = \frac{16 - 12}{2} = 2

A benzene ring itself contributes degree of unsaturation 44. Therefore, a true substituted benzene derivative cannot have molecular formula C7H12C_7H_{12} because its degree of unsaturation is only 22.

Thus, the solution explicitly notes that there is a mismatch between the molecular formula and the phrase substituted benzene derivatives, indicating a likely error in the question statement.

However, the provided the solution and answer key proceed with the accepted result and conclude that the number of structural isomers is 88.

Therefore, the required numerical answer is 88.

Consistency Check from the Provided Solution

Given: the solution provides two approaches and both end with the accepted answer 88.

Find: Whether the listed answer can be extracted reliably from the source.

Approach 1 on the source computes degree of unsaturation as

DU=1+(nCnH2)=1+(7122)=2\text{DU} = 1 + \left(n_C - \frac{n_H}{2}\right) = 1 + \left(7 - \frac{12}{2}\right) = 2

and then still reports the count as 88.

Approach 2 clearly states that C7H12C_7H_{12} cannot represent a substituted benzene derivative because a benzene ring requires degree of unsaturation at least 44. It further says that, assuming the intended interpretation is the answer-key interpretation, the number shown is 88.

So, although the chemistry statement in the question is inconsistent, the source solution is internally clear about the extracted final answer.

Therefore, based on the solution, the final numerical answer is 88.

Common mistakes

  • Using the phrase substituted benzene derivative without checking the molecular formula is a mistake. A benzene ring already contributes degree of unsaturation 44, so C7H12C_7H_{12} is inconsistent with that description. Always verify feasibility through degree of unsaturation first.

  • Assuming the answer must be derived from a valid benzene structure is incorrect here because the source itself contains a mismatch. In such cases, use the solution and note the inconsistency rather than forcing an impossible structure.

  • Confusing structural isomers of the formula with substituted benzene isomers leads to wrong counting. These are not the same category for C7H12C_7H_{12}. First identify what class of compounds the formula can actually represent.

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