6-35d - Organic Chemistry (Mcmurry)

Question

Follow the flow of electrons indicated by the curved arrows in each of the following polar reactions, and predict the products that result:

Step-by-Step Solution

Answer

(d)

                            Formation of compound 

Abstraction of hydrogen

The methoxide ion abstracts the hydrogen from the given molecule which results in the shift of bond and a double bond is formed. At this point, one of the carbons in the molecule has five bonds which make the molecule unstable.

Expelling the leaving group

In this compound, the leaving group is bromine and the shift of bond results in expelling out the leaving group, and a stable compound with methanol as a by-product is formed as shown:

                                 Formation of compound