1. 2. Identify all four stereoisomers of structure 1. OH tam NH₂ 1 On treatment with nitrous acid (HNO₂) these 4 isomers of 1 react differently. (a) Draw a mechanism for the reaction of each stereoisomer, and hence identify which stereoisomer gives which product A, B or C.

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Chapter1: Chemical Foundations
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1.
2.
Identify all four stereoisomers of structure 1.
OH
to
NH₂
On treatment with nitrous acid (HNO₂) these 4 isomers of 1 react differently.
(a) Draw a mechanism for the reaction of each stereoisomer, and hence identify which stereoisomer
gives which product A, B or C.
(b) Draw the orbital interactions involved in the product-determining step for each reaction.
a to o
A
B
Transcribed Image Text:1. 2. Identify all four stereoisomers of structure 1. OH to NH₂ On treatment with nitrous acid (HNO₂) these 4 isomers of 1 react differently. (a) Draw a mechanism for the reaction of each stereoisomer, and hence identify which stereoisomer gives which product A, B or C. (b) Draw the orbital interactions involved in the product-determining step for each reaction. a to o A B
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