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1. a. Compounds B and C are prepared as shown in Scheme 1: i) NLI, THE H Br H307, 100 C ii) C13H160 C12H160 B

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1. a. Compounds B and C are prepared as shown in Scheme 1: i) NLI, THE H Br H307, 100 C ii) C13H160 C12H160 B A Scheme 1 (i) Draw the structure of compound B and the mechanism of the reaction of compound A to form compound B. Briefly explain the mechanism. What is this type of reaction called? [13 marks] (ii) Draw the structure of compound C and the reaction mechanism for the formation of compound C. Briefly explain the mechanism. Why is LDA (Lithium di-iso-propylamide) used instead of sodium hydroxide for this type of reaction? [7 marks]

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