can not be prepared by \(-\)
(The structure shown is \(\mathrm{CH_3CH_2C(OH)(Ph)CH_3}\), i.e. 2-phenylbutan-2-ol.)
can not be prepared by \(-\)
(The structure shown is \(\mathrm{CH_3CH_2C(OH)(Ph)CH_3}\), i.e. 2-phenylbutan-2-ol.)
Show Hint
- \(\mathrm{CH_3CH_2COCH_3 + PhMgX}\)
- \(\mathrm{PhCOCH_3 + CH_3CH_2MgX}\)
- \(\mathrm{PhCOCH_2CH_3 + CH_3MgX}\)
- \(\mathrm{HCHO + PhCH(CH_3)CH_2MgX}\)
The Correct Option is D
Solution and Explanation
(1) Butan-2-one + PhMgX: adds Ph to \(\mathrm{CH_3CH_2COCH_3}\), giving the target.
(2) Acetophenone + EtMgX: adds Et, giving the target.
(3) Propiophenone + MeMgX: adds Me, giving the target.
(4) HCHO + RMgX gives the primary alcohol \(\mathrm{RCH_2OH}\) = \(\mathrm{PhCH(CH_3)CH_2CH_2OH}\), not the target.
So the alcohol cannot be prepared by (4).
Answer: (4) \(\mathrm{HCHO + PhCH(CH_3)CH_2MgX}\)
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