AQA Jun 2012 Paper 4 Q5

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a possible synthesis of the amino acid x is shown below do not write outside the box ch ch c step hcn oh step br ch ch c h ch ch c h cn nh step step cn nh ch ch c h ch ch c h cooh cn a name and outline a mechanism for step name of mechanism mechanism b give the iupac name of the product of step mark marks wmp jun chem do not write outside the box c for step give the reagent give a necessary condition and name the mechanism reagent condition name of mechanism marks d at room temperature the amino acid x exists as a solid d i draw the structure of the species present in the solid amino acid d ii with reference to your answer to part d i explain why the melting point of the amino acid x is higher than the melting point of ch ch ch oh cooh mark marks extra space question continues on the next page turn over wmp jun chem do not write outside the box e there are many structural isomers of x ch ch ch nh cooh e i draw a structural isomer of x that is an ethyl ester e ii draw a structural isomer of x that is an amide and also a tertiary alcohol mark mark e iii draw a structural isomer of x that has an unbranched carbon chain and can be polymerised to form a polyamide f draw the structure of the tertiary amine formed when x reacts with bromomethane mark mark wmp jun chem turn over for the next question do not write on this page answer in the spaces provided turn over wmp jun chem

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