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a.Identify (A) to (E ) and name the stereoisemer of (B). b. Complete the following reaction: i. ii. iii. c. Give the structure of phosphonium halide, alkyl halide, and carbonyl compound used in the synthesis of following compounds by Witting reaction. i.ii. ltbgt d. Complete the following reactions: |
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Answer» Solution :i. Proceed reverse: Write the structure of (E ) and (D) FOLLOWED by the REMOVAL of `(-COOH)` group form (E ) and `(-NH_(2))` form (D) to get the structure of R and R' of ketone (A). Substitute R and R' in `(C=O)` group, to obtain the structure of (A). The structure of (A) is: II. Procedure for obtaining the stereoisomers of oxime: It is evident form the mechanism that the group which is anti to (OH) group has migrated form C to N, therefore in oxime in anti-position givesstereoisemer of oxime. Structure of oxime (B). Altenatively REMEMBER that the group which is attached to `(-NH_(2))` group in amine has migrated. This group and(OH) would always be in anti-posiotive in oxime. Reactions: b. i. ii. III.Since the stereoisomer of oxime (A) is not given, the Beckmann reaction products (C )and (D) can not be determined. But the formation of cyanide (E) by the reaction of acetylated product of oxime (A) with `Na_(2)CO_(3)` shows that oxime is anti (w.r.t the position of H and OH). c. Proceed reverse: (First method) i. (Second method) ![]() First method is better than the second method because RX used in it is `1^(@)` RX. Reactivity of `SN^(2)` reaction is `1^(@)2^(@)3^(@)`. ii.Proceed reverse: iii. Proceed reverse: First method Second method d. i. ltbr ii.
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