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1) Consider the two structures below and answer all the questions: Caffeine, a central nervous system Ibuprofen, a non-steroidal (CNS) stimulant anti-inflammatory drug Figure Q1 a) Reproduce the structures and indicate the hybridisation states (e.g. sp2sp2,sp3 ) of each of the carbon atoms in both compound A and compound B. (4+6marks) b) Caffeine is known as an alkaloid. It is poorly soluble in cold water. Give the definition of an alkaloid (citing the source used) and suggest a simple chemical treatment that would help solubilise caffeine in water. (2 mark) c) Reproduce compound B of Figure Q1 and label with a * the chiral carbon. (1 mark) d) Redraw the 3D structure of B, then circle and label the groups around the chiral centre according to the Cahn-Ingold-Prelog (CIP) priority rules. Assign the resulting R or S stereodescriptor to the chiral centre. (3 marks) e) Draw the 3D structure of the mirror image of the ibuprofen structure on Figure Q1. (1 mark) f) Ibuprofen is fact given as a 1:1 mixture of both R and S stereoisomers. Suggest an experimental technique that can be used to verify whether a tablet contains equal amounts of those isomers. What is such a mixture called? (2+1marks) g) 2) Consider the starting material C in the reaction depicted in Scheme Q2a, which is converted into 3 possible products D,E and F that have the same molecular formula