Predict the major organic product of the following reaction.

Question

Quizplus · Accepted Answer

The reaction involves oxidation of an alcohol using chromic acid. The alcohol group is converted into a carbonyl group. In this case, the primary alcohol group is oxidized to an aldehyde group. The aldehyde is then subjected to a Wittig reaction with a phosphonium ylide to give the alkene product. The major product is the E-isomer (B) due to the syn-addition of the reagent across the carbonyl group. The other options (A, C, D) are either minor products or not formed at all.

Predict the Major Organic Product of the Following Reaction