1559T_ch17_304-32211/04/050:33Pa9e316 EQA 316.Chapter 17 ALDEHYDES AND KETONES:THE CARBONYL GROUF CH.CH.C.CH.CCI.CM 3-Heptanone 0 0 CH.CH2CH2CH2OCCH2CH3 CH.CH2CH2CH2COCH2CH opmgrou 0 CH.CH.CH.CO Compound A must be 4-heptanone:B is2-heptanone:Cis 3-heptanone 44.(a)CHCH-CH:CH2CHCH (b)1-Hexanol (c)CH,CH2CH2CH2CH2CH-NOH (d)Hexane (e)CH,CHzCH2CHzCH2CH-CHCH2CH(CH)2 (Eand Z) (f)CH CHCHCH.CH-CH-)Hesanoie acidAg metal OH (h)Hexanoic acid (i)2-Hydroxyheplanenitrile via RCHRCHCN &Qb 45.(a) (b)Cycloheptanol OH N (d)Cycloheptane -CHCH2CH(CH,2 Compound A must be 4-heptanone; B is 2-heptanone; C is 3-heptanone. 44. (a) (b) 1-Hexanol (c) CH3CH2CH2CH2CH2CHPNOH (d) Hexane (e) CH3CH2CH2CH2CH2CHPCHCH2CH(CH3)2 (E and Z) (f) (g) Hexanoic acid
Ag metal O OH B A (h) Hexanoic acid (i) 2-Hydroxyheptanenitrile
via RCH n RCHCN 45. (a) (b) Cycloheptanol (c) (d) Cycloheptane (e) (f) N CHCH2CH(CH3)2 N OH O O CH3CH2CH2CH2CH CH N O O CH3CH2CH2CH2CH2CH Baeyer￾Villiger CH3CH2CH2CCH2CH2CH3 O 4-Heptanone CH3CH2CH2OCCH2CH2CH3 O Only product (starting ketone is symmetrical) CH3CH2CH2CH2OCCH2CH3 O CH3CH2CH2CH2COCH2CH3 O Two products in approximately equal amounts (both from migration of primary alkyl groups)
Baeyer￾Villiger CH3CH2CH2CH2CCH2CH3 O 3-Heptanone 316 • Chapter 17 ALDEHYDES AND KETONES: THE CARBONYL GROUP 1559T_ch17_304-322 11/04/05 0:33 Page 316