1.1. The organic compounds in Fig 1.1 are all made by living organisms.

Fig. 1.1

i) Give the name of compound A. 

[1]

ii) Compound A has two chiral centres and forms stereoisomers. 

Draw one pair of optical isomers of compound A using the conventional three-dimensional representation.

     [2]

1.2. Compounds B, C, D and E all show the same type of isomerism.

Circle the functional group(s) responsible for this isomerism on the molecules in Fig 1.1.

1.3. Compound D reacts with hydrogen chloride to form two products.

i) Fully name the type of mechanism for this reaction. 

[1]

ii) One of the products formed exists as a pair of stereoisomers. 

Draw three-dimensional diagrams of the pair of stereoisomers formed during this reaction.

 Indicate with an asterisk (*) the chiral centre on one of the structures drawn. 

       [3]

1.4. Name the type of reaction occurring when compound E reacts to form methanol and deca-2,4-dienoic acid.