Q53c - Organic Chemistry (Mcmurry)

Question

Question: In planning the synthesis of one compound from another, it’s just as important to know what not to do as to know what to do. The following reactions all have serious drawbacks to them. Explain the potential problems of each.

Step-by-Step Solution

Answer

Answer

 

The wrong product is shown.

Step 1: O 3 and Zn reactions:

When an alkene is treated with ozone and subjected to reductive workup with zinc then the carbon-carbon double bond is cleaved to give ketones or aldehydes which depend on the structure of the alkene.

Step 2: Problem with reaction

The problem with the reaction is that it is showing the wrong product. The actual product will have both the double bonds cleaved giving one glyoxal and two .