1559T_ch18_323-34311/3/0511:12Page334 EQA 334.Chapter 18 ENOLS,ENOLATES,AND THE ALDOL CONDENSATION:B-UNSATURATED ALDEHYDES AND KETONES (a)Cyclohexanone (b)2-Cyclohexenol HO CH, H.CH2CH.CH NHCNH. CH.CH-CH2 CH-CHCHCH (first step forms an enolate,which is akylated) CH2CH2CHs CHO CH:CH- (a)CH,CH-CHCH2CHCH3 CHO CH2OH (b)CHCH=CCH2CH2CH CHO (e)CH,CHCICCICH,CH,CH CN CHO (d)CH.CH-CHCH-CH.CH CH,CHOH (e)CH3CH-CCH2CH2CH3 CHs CHO (f)CH.CH.CH.CH.CH-CHCH.CH.CH CH-NNHCONH, (g)CH,CH-CCH2CH2CH, 47. (a) Cyclohexanone (b) 2-Cyclohexenol (c) (d) (e) (f) (g) (h) (first step forms an enolate, which is alkylated) CHO A (a) CH3CH2CHCH2CH2CH3 CH2OH A (b) CH3CHPCCH2CH2CH3 CHO A (c) CH3CHClCClCH2CH2CH3 CN CHO A A (d) CH3CHOCHCH2CH2CH3 CH3CHOH A (e) CH3CHPCCH2CH2CH3 CH3 CHO A A (f) CH3CH2CH2CH2CHOCHCH2CH2CH3 CHPNNHCONH2 A (g) CH3CHPCCH2CH2CH3 CHO CH2CH2CH3 CH3CH C O CH2CH2CH2CH3 CH2CH CH2 NNHCNH2 O O CH2CH2CH2CH3 HO CH3 O CN O Cl Cl O 334 • Chapter 18 ENOLS, ENOLATES, AND THE ALDOL CONDENSATION:
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