Chemistry 9701 · AS & A Level · Halogen compounds

Halogen compounds — practice question

A has the formula $\text{CH}_3\text{CHBrCH}_2\text{CH}_3$.
(a(i))[1]

Name A clearly.

(a(ii))[1]

Name the class of compound that B belongs to.

(b)[2]

A has three structural isomers. Draw the structures of all three isomers of A.

(c(i))[1]

Reaction 1 happens through two different mechanisms at the same time. These mechanisms are called $\text{S}_\text{N}1$ and $\text{S}_\text{N}2$. State what the letters ‘S’ and ‘N’ mean in the abbreviation $\text{S}_\text{N}1$. S ________. N ________.

(c(ii))[3]

Complete the $\text{S}_\text{N}1$ mechanism for reaction 1. Include the intermediate structure and all required charges, dipoles, lone pairs and curly arrows.

(d)[3]

The $\text{S}_\text{N}1$ mechanism for reaction 1 is carried out again using $\text{CH}_3\text{CHClCH}_2\text{CH}_3$ or $\text{CH}_3\text{CHI CH}_2\text{CH}_3$ instead of $\text{CH}_3\text{CHBrCH}_2\text{CH}_3$. State and explain how the rates of these two reactions compare with the rate of the original reaction that uses $\text{CH}_3\text{CHBrCH}_2\text{CH}_3$.

(e)[2]

Reaction 2 uses the same reagent as reaction 1, but under different conditions. State two differences in the conditions needed to make reaction 2 more likely than reaction 1 when this reagent is added.

Worked solution & mark scheme

This 13-mark question has a full step-by-step worked solution and mark scheme. One marking point: Correct name is 2-bromobutane.

  • Full mark scheme, point by point
  • Step-by-step worked solution
  • Write your answer & get it marked instantly by AI