Q7-18P - Organic Chemistry (Mcmurry)

Question

Show the structures of the carbocation intermediates you would expect in the following reactions:

Step-by-Step Solution

Answer

a)

b)

Step-by-Step solution Step 1: Carbocation

Carbocations can be classed into primary, secondary and tertiary based on the number of carbons connected to the carbocation. If no carbon atoms are connected to the carbon with a positive charge, it is termed a methyl carbocation.

Step 2: Identification of the structures of the carbocation intermediates you would expect in the following reaction (a)

(a)The given compound 2, 4-dimethylhex-3-ene reacts with HBr to form an intermediate which further results in a product, 4-bromo-2,4-dimethylhexane. The structure of the intermediate can be given as:

Reaction (a)

Step 3: Identification of the structures of the carbocation intermediates you would expect in the following reaction (b)

(b)The given compound, ethylenecyclopentane reacts with HI to form an intermediate which further results in a product 1-ethyl-1-iodo-cyclopentane. The structure of the carbocation intermediate can be given as:

Reaction (b)