Question Detail

CHM 102 Alkenes: Structure, Bonding, and Geometrical Isomerism Objective Question

Question

Which reagent would convert an alkene to an aldehyde with one fewer carbon (oxidative cleavage)?
Options
A O3 followed by Zn/H2O
Correct Answer
B KMnO4, cold
C OsO4
D BH3 then H2O2/OH-
Correct Answer

Option A is the correct answer.

Detailed Explanation

Ozonolysis with reductive workup (Zn/H2O) cleaves the double bond to give carbonyl compounds; terminal =CH2 gives formaldehyde (which escapes) effectively reducing carbon count.

Hint

Cleavage with reductive workup.

Question Info