Question: Ketones react with acetylide ion (Section 8.7) to give alcohols. For example, the reaction of sodium acetylide with 2-hutanone yields 3-methyl-l-pentyn-3-ol: (a) Is the product

Ketones react with acetylide ion (Section 8.7) to give alcohols. For example, the reaction of sodium acetylide with 2-hutanone yields 3-methyl-l-pentyn-3-ol:

(a) Is the product chiral? Is it optically active?

(b) How many stereo isomers of the product are formed, what are their stereo- chemical relationships, and what are their relativeamounts?

1. Na*-:C=CH 2. Hзо* Нзс он Нас

1. Na*-:C=CH 2. H* "CH-CH "CH-CH - 2-Butanone 3-Methyl-1-pentyne-3-ol

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