Question

What is Z in the given reaction sequence? \[ {(1) } B_2H_6 \longrightarrow X \xrightarrow{PCC} Y \xrightarrow{NH_2OH} Z \] \[ {(2) } H_2O, H_2O_2, OH^- \]

• A. \( \mathrm{CH_3 - C = N - OH} (CH_3 { group attached to } C) \)
• B. \( \mathrm{CH_3CH_2CH = N - OH} \)
• C. \( \mathrm{CH_3 - CH_2 - CH_2 - NH_2} \)
• D. \( \mathrm{CH_3 - CH_2 - NH - CH_3} \)

Hint:

Hydroboration-oxidation of alkenes gives alcohols, further oxidation can give aldehydes, and reaction with NH\(_2\)OH forms oximes.

Answer 1

The Correct Option is B

- Propene (\(C_3H_6\)) reacts with diborane (\(B_2H_6\)) to form trialkylborane intermediate \(X\) via hydroboration.
- Oxidation with PCC converts \(X\) to the corresponding aldehyde or ketone \(Y\).
- Reaction of \(Y\) with hydroxylamine (NH\(_2\)OH) gives the oxime \(Z\), which has the structure \(\mathrm{CH_3CH_2CH = N - OH}\).