TS EAMCET · Chemistry · Hydrocarbons

An alkene \(A\left(\mathrm{C}_4 \mathrm{H}_8\right)\) exhibits cis/trans isomerism. \(A\) on ozonolysis gives \(B\), which when reacted with \(\mathrm{NaOH}\) followed by hydroxylamine gave \(C\). What are \(B\) and \(C\) ?

A \(B ~ \quad C ~ C H _3 CH _2 CHO \quad CH _3 CH _2 CH == NOH\)
B \(B ~ C CH _3 CH _3 CH _2 CHO \quad CH _3 CH _2 CH = CHCHCH _2= N\)
C \(B C CH 3 CHO \quad CH _3 CH = CHCH = NNH _2\)
D \(B ~ C CH _3 CHO \quad CH _3 CH = CHCH = NOH\)

Verified Solution

Answer & Solution

Correct Answer

(D) \(B ~ C CH _3 CHO \quad CH _3 CH = CHCH = NOH\)

Step-by-step Solution

Detailed explanation

Here, \((B)\) is \(\mathrm{CH}_3 \mathrm{CHO}\) and \((C)\) is \(\mathrm{CH}_3 \mathrm{CH}==\mathrm{CHCH}=\mathrm{NOH}\). (i) On ozonolysis double bond get broken to give \(\mathrm{CH}_3 \mathrm{CHO}\) (ii) On reaction with \(\mathrm{NaOH}\) followed by hydroxyl amine, we get…

Apply the relevant identity from the chapter and substitute the values established in the previous step, keeping the original constraint in view.

Use the simplified expression to isolate the unknown, then plug the result back into the question setup to confirm the working is internally consistent.

Cross-check against a boundary or limiting case. Both the dimensional balance and the qualitative behaviour at the extreme should agree with the candidate answer.

Combine the steps above to identify the correct option. The remaining choices each fail at least one of the consistency, dimensional, or boundary checks.

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