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 (, followed by ) 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
- A2,3-dimethylhex-2-ene
- B2,3,4-trimethylhept-3-ene
- C2,4-dimethylhex-3-ene
- 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 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 . Its ozonolysis yields propan-2-one () and pentan-2-one (). These products are not isomers.
For 2,3,4-trimethylhept-3-ene, the structure is . Its ozonolysis yields 3-methylbutan-2-one () and pentan-2-one (). 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 . 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 . Its ozonolysis yields propan-2-one () and 4-methylpentan-2-one (). These products are not isomers.
Therefore, the correct IUPAC name of the alkene is 2,3,4-trimethylhept-3-ene.
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 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 . Its ozonolysis yields propan-2-one () and pentan-2-one (). These products are not isomers.
For 2,3,4-trimethylhept-3-ene, the structure is . Its ozonolysis yields 3-methylbutan-2-one () and pentan-2-one (). 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 . 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 . Its ozonolysis yields propan-2-one () and 4-methylpentan-2-one (). These products are not isomers.
Therefore, the correct IUPAC name of the alkene is 2,3,4-trimethylhept-3-ene.