Chemistry 9701 · AS & A Level · States of matter

States of matter — practice question

Phenylethanone is a key chemical with many uses.
(a)[2]

Phenylethanone can be prepared using benzene as one starting material. Identify the other reagents used and describe any necessary reaction conditions.

(b)[5]

Phenylethanone is reacted separately with three reagents. For each reagent, complete the table with the structural formula of one product formed and the mechanism name. If no reaction occurs, write ‘no reaction’.

(c(i))[1]

Phenylethanone reacts with HCN in the presence of a small amount of NaCN. Name the mechanism for this reaction.

(c(ii))[4]

Draw the mechanism for this reaction below. Include all relevant charges, dipoles, lone pairs and curly arrows. Your mechanism should show the catalytic function of $\text{CN}^-$ ions.

(d(i))[1]

Phenylethanone may be used as a starting material to prepare phenylethene in a two-step synthesis. Draw the structure of compound $D$ in the box.

(d(ii))[1]

Identify one suitable reagent for step 1.

(d(iii))[1]

Identify one suitable reagent for step 2.

(d(iv))[1]

State how many peaks appear in the C-13 NMR spectrum of phenylethene.

(d(v))[2]

Suggest the C-13 chemical shift ranges expected for the various carbon environments in phenylethanone.

Worked solution & mark scheme

This 18-mark question has a full step-by-step worked solution and mark scheme. One marking point: Either ethanoyl chloride or $\text{CH}_3\text{COCl}$

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