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NEET 2026
Exam
NEET
Year
2026
Subject
Chemistry
Chapter
Chapter

NEET 2026 · Chemistry · Chapter

An alkene X upon reductive ozonolysis ( O_3 , followed by Zn/H_2O )...

An alkene X upon reductive ozonolysis (O3O_3, followed by Zn/H2OZn/H_2O) yields a mixture of two isomeric ketones, Y and Z. It is observed that both Y and Z respond positively to the iodoform test. Which of the following is the correct IUPAC name of the alkene X?

Options

  1. A2,3-dimethylhex-2-ene
  2. B2,3,4-trimethylhept-3-ene
  3. C2,4-dimethylhex-3-ene
  4. D2,3,5-trimethylhex-2-ene

Correct answer

B. 2,3,4-trimethylhept-3-ene

Step-by-step solution

Reductive ozonolysis of an alkene cleaves the carbon-carbon double bond to form carbonyl compounds.

Since the products Y and Z are both ketones, the original alkene X must be a tetrasubstituted alkene. For both ketones to respond positively to the iodoform test, they must be methyl ketones, meaning each must contain a CH3−CO−CH_3-CO- group.

Furthermore, Y and Z are isomeric, which means they must possess the same molecular formula.

Evaluating the ozonolysis products for each given option:

For 2,3-dimethylhex-2-ene, the structure is CH3−C(CH3)=C(CH3)−CH2−CH2−CH3CH_3-C(CH_3)=C(CH_3)-CH_2-CH_2-CH_3. Its ozonolysis yields propan-2-one (C3H6OC_3H_6O) and pentan-2-one (C5H10OC_5H_{10}O). These products are not isomers.

For 2,3,4-trimethylhept-3-ene, the structure is CH3−CH(CH3)−C(CH3)=C(CH3)−CH2−CH2−CH3CH_3-CH(CH_3)-C(CH_3)=C(CH_3)-CH_2-CH_2-CH_3. Its ozonolysis yields 3-methylbutan-2-one (C5H10OC_5H_{10}O) and pentan-2-one (C5H10OC_5H_{10}O). Both are methyl ketones and have the same molecular formula, making them isomers. This satisfies all given conditions.

For 2,4-dimethylhex-3-ene, the structure is CH3−CH(CH3)−CH=C(CH3)−CH2−CH3CH_3-CH(CH_3)-CH=C(CH_3)-CH_2-CH_3. Its ozonolysis yields 2-methylpropanal (an aldehyde) and butan-2-one. This does not result in a mixture of two ketones.

For 2,3,5-trimethylhex-2-ene, the structure is CH3−C(CH3)=C(CH3)−CH2−CH(CH3)−CH3CH_3-C(CH_3)=C(CH_3)-CH_2-CH(CH_3)-CH_3. Its ozonolysis yields propan-2-one (C3H6OC_3H_6O) and 4-methylpentan-2-one (C6H12OC_6H_{12}O). These products are not isomers.

Therefore, the correct IUPAC name of the alkene is 2,3,4-trimethylhept-3-ene.
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