Which of the following sets of reagents, used in the order shown , would successfully accomplish the conversion shown ?
A
CH3CH2CH2MgBr; H3O+; PCC, CH2CI2
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B
CH3CH2CH2MgBr; H3O+; H2SO4, heatPCC,CH2CI2
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C
(C6H5)3+P−−CHCH2CH3, B2H6; CH3CO2H
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D
(C6H5)3+P−−CHCH2CH3; H2O
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Solution
The correct option is C(C6H5)3+P−−CHCH2CH3, B2H6; CH3CO2H (Ph)3P⊕CH⊝2CH2CH3 is used as a nucleophile which reacts with electrophilic carbon of carbonyl compounds.