NVAEasyJEE 2025Isomerism (Structural, Stereoisomerism)

JEE Chemistry 2025 Question with Solution

The hydrocarbon (X) with molar mass 80g mol180 \, \text{g mol}^{-1} and 90%90\% carbon has _____ degree of unsaturation.

Answer

Correct answer:3

Step-by-step solution

Standard Method

Given: The hydrocarbon XX has molar mass 80g mol180 \, \text{g mol}^{-1} and contains 90%90\% carbon.

Find: The degree of unsaturation.

First determine the masses of carbon and hydrogen in 80g80 \, \text{g} of the compound:

Mass of carbon=0.90×80=72g\text{Mass of carbon} = 0.90 \times 80 = 72 \, \text{g} Mass of hydrogen=8072=8g\text{Mass of hydrogen} = 80 - 72 = 8 \, \text{g}

Now calculate moles of carbon and hydrogen:

Moles of carbon=72g12g/mol=6\text{Moles of carbon} = \frac{72 \, \text{g}}{12 \, \text{g/mol}} = 6 Moles of hydrogen=8g1g/mol=8\text{Moles of hydrogen} = \frac{8 \, \text{g}}{1 \, \text{g/mol}} = 8

So the molecular composition is C6H8\mathrm{C_6H_8}.

Using the degree of unsaturation formula:

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

Substitute C=6C = 6 and H=8H = 8:

DU=2(6)+282=12+282=62=3\text{DU} = \frac{2(6) + 2 - 8}{2} = \frac{12 + 2 - 8}{2} = \frac{6}{2} = 3

Therefore, the degree of unsaturation is 33.

Empirical Formula Route

Given: Molar mass of the hydrocarbon is 80g mol180 \, \text{g mol}^{-1} and carbon content is 90%90\%.

Find: Degree of unsaturation.

From 80g80 \, \text{g} of compound:

Carbon mass=72g,Hydrogen mass=8g\text{Carbon mass} = 72 \, \text{g}, \qquad \text{Hydrogen mass} = 8 \, \text{g}

Hence,

Moles of C=7212=6,Moles of H=81=8\text{Moles of C} = \frac{72}{12} = 6, \qquad \text{Moles of H} = \frac{8}{1} = 8

The ratio 6:86:8 simplifies to 3:43:4, so the empirical formula is C3H4\mathrm{C_3H_4}.

Its empirical formula mass is:

3×12+4×1=40g mol13 \times 12 + 4 \times 1 = 40 \, \text{g mol}^{-1}

Now,

8040=2\frac{80}{40} = 2

So the molecular formula is:

C6H8\mathrm{C_6H_8}

Now apply:

DU=2C+2H2\text{DU} = \frac{2C + 2 - H}{2} DU=2(6)+282=3\text{DU} = \frac{2(6) + 2 - 8}{2} = 3

Therefore, the hydrocarbon has degree of unsaturation 33.

Common mistakes

  • Using the empirical formula C3H4\mathrm{C_3H_4} directly for degree of unsaturation without first checking the molecular formula is incomplete here, because the given molar mass shows the actual compound is C6H8\mathrm{C_6H_8}. Always match the formula to the given molar mass before calculating DU.

  • Treating 90%90\% carbon as 90g90 \, \text{g} instead of 90%90\% of the given molar mass leads to wrong atom counts. First calculate carbon mass in 80g80 \, \text{g} of compound, then find moles.

  • Using an incorrect unsaturation formula such as 2CH2\frac{2C-H}{2} misses the constant +2+2 for hydrocarbons. The correct formula is 2C+2H2\frac{2C+2-H}{2}.

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