batmanmarie2004
21.07.2019 •
Chemistry
Wolff-kishner reduction (hydrazine, koh, ethylene glycol, 130°c) of the compound shown gave compound a. treatment of compound a with m−chloroperoxybenzoic acid (mcpba) gave compound b, which on reduction with lithium aluminum hydride gave compound c. oxidation of compound c with chromic acid gave compound d (c9h14o). identify compounds a through d in this sequence, and do not indicate stereochemistry.
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Ответ:
Step one: Reduction:
The carbonyl group of given compound on reduction using Wolf Kishner reagent converts the carbonyl group into -CH₂- group.
Step two: Epoxidation:
The double bond present in starting compound when treated with m-CPBA (meta-Chloroperoxybenzoic acid) gives corrsponding epoxide.
Step three: Reduction:
The epoxide is reduced to alcohol on treatment with Lithium Aluminium Hydride (LiAlH₄) followed by hydrolysis.
Step four: Oxidation:
The hydroxyl group (alcohol) is oxidized to carbonyl (ketonic group) using oxidizing agent Chromic acid (H₂CrO₄).
Ответ:
Na2SO3 – Sodium sulfite