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In this question, draw the major products of the transformations.
0 NH.IpH-s H,O 0 2) H:O NaBH McOH 0 HCN, KCN
0 0
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Answer #1

The starting compound in each of these reactions is butanone which is a ketone.

1. Reaction of butanone with ammonia at pH=5

It is a nucleophilic addition reaction in which ketones react with ammonia (nucleophile) to form imine. This reaction is reversible and is acid catalysed (pH=5 means acidic conditions). The equilibrium favours the formation of product by rapid dehydration (i.e. elimination of water) of the intermediate to form imine as shown.

NH Imine2. Reaction of butanone with Isopropyl magnesium bromide i.e. i-PrMgBr (Grignard reagent) followed by water

Reaction of grignard reagent with ketones followed by addition of water produces tertiary alcohols as shown. The final product is 2-ethyl-3-methylbutan-2-ol.

3. Reaction of butanone with sodium borohydride

Sodium borohydride reduces ketones to corresponding secondary alcohols.

4. Ketones react with hydrogen cyanide to form cyanohydrins.

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