Dolbier HW Solutions 333

Dolbier HW Solutions 333 - 427 ALDEHYDES AND KETONES:...

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ALDEHYDES AND KETONES: NUCLEOPHILIC ADDITION TO THE CARBONYL GROUP 427 17.2 ( b ) First write the structure from the name given. Ethyl isopropyl ketone has an ethyl group and an isopropyl group bonded to a carbonyl group. Ethyl isopropyl ketone may be alternatively named 2-methyl-3-pentanone. Its longest contin- uous chain has f ve carbons. The carbonyl carbon is C-3 irrespective of the direction in which the chain is numbered, and so we choose the direction that gives the lower number to the po- sition that bears the methyl group. ( c ) Methyl 2,2-dimethylpropyl ketone has a methyl group and a 2,2-dimethylpropyl group bonded to a carbonyl group. The longest continuous chain has f ve carbons, and the carbonyl carbon is C-2. Thus, methyl 2,2-dimethylpropyl ketone may also be named 4,4-dimethyl-2-pentanone. ( d ) The structure corresponding to allyl methyl ketone is Because the carbonyl group is given the lowest possible number in the chain, the substitutive name is 4-penten-2-one not 1-penten-4-one.
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