Show how you can make these compounds from but-1-yne.
(i) 1,2-dibromobut-1-ene
(ii) 1-bromobut-1-ene
(iii) 2-bromobut-1-ene

Suggest a suitable mechanism for the following hydrohalogenation reaction in the presence of hydrogen peroxide.

Provide the major products of the reaction if the reagents below react with 1-isopropylcyclopent-1-ene.

i. HBr

ii. HBr/peroxide

Note: Disregard stereoisomers.

Show how the following compound can be prepared, starting with cyclopentane.

Identify the missing products.

Show how 2-methylpent-1-ene could be synthesized from 2-methylpentane.

Considering the relative stabilities of the resultant free radicals, identify which of the indicated carbon-halogen bonds would have a higher value of the bond dissociation energy.

i) Specify the hydrogen/s in the structure that is the easiest to remove for a bromine radical. 

ii) Determine the number of secondary hydrogens.

Consider the radicals shown below: 

Sort the radicals in order of decreasing stability. Determine if they are a tertiary, secondary, or primary radical.

Determine the major product of the monohalogenation reaction of the alkane given below. State whether you believe the reaction is selective and explain why.

Which isomer with the formula C₇H₁₆ forms only three monobrominated products? All of these products are achiral.