- A

- B

- C

- D

View written solutionFree
Correct answer: A
- Ozonolysis of cyclohexene
Cyclohexene has one double bond inside a six-membered ring. On ozonolysis followed by reductive workup with , the double bond is cleaved and each alkene carbon becomes an aldehyde.
Thus, cyclohexene gives the open-chain dialdehyde:
This compound is hexane-1,6-dial (adipaldehyde). Let this be compound .
- Reaction of with aqueous KOH
Now is a dialdehyde having -hydrogens. In aqueous KOH, it undergoes intramolecular aldol condensation because the two aldehyde groups are present in the same molecule and can cyclize.
Structure of :
An enolate formed at one end attacks the aldehyde at the other end, producing a cyclic -hydroxy aldehyde. Since there are 6 carbons total, ring closure gives a 5-membered ring.
After aldol cyclization (and the usual dehydration tendency in base), the product is cyclopent-1-enecarbaldehyde.
So compound is:
- Conclusion
Therefore, the correct option is the one corresponding to cyclopent-1-enecarbaldehyde, which is given as Option A.
- Comparison with stored answer
Stored correct answer = A.
Our derived answer = A.
Hence, the derived answer agrees with the stored answer.
More from Aldehydes Ketones and Carboxylic Acids
- Monocyclic compounds and are the major products formed in the reaction sequences given below. The product having the highest number of unsaturated carbon atom(s) is : Includes diagram2025 · MCQ
- Complete reaction of acetaldehyde with excess formaldehyde, upon heating with conc. solution, gives and . Compound does not give Tollens' test, whereas on acidification…2024 · Numerical
- List-I contains various reaction sequences and List-II contains the possible products. Match each entry in List-I with the appropriate entry in List-II and choose the correct option. Includes table Includes diagram2024 · MCQ
- An organic compound having molecular formula gives ferric chloride test and does not have intramolecular hydrogen bond. The compound reacts with 3 equivalents of …2024 · Numerical
- An organic compound with molecular formula decolorizes bromine water and also shows positive iodoform test. on ozonolysis followed by treatment with …2024 · Numerical
- An organic compound with molecular formula decolorizes bromine water and also shows positive iodoform test. on ozonolysis followed by treatment with …2024 · Numerical
- In the following reaction sequence, the major product is Includes diagram2024 · MCQ
- The major products obtained from the reactions in List-II are the reactants for the named reactions mentioned in List-I. Match List-I with List-II and choose the correct option. Includes table2023 · MCQ