15597.ch10.175-19810/30/0518:09Page181 ⊕ Solutions to Problems181 (c)3 signals:H-O-CH2-CCl(CH3)2 Variable 4.0 1.4 (d)4 signals:(CH3)2CH-CH2-CH3 09151309 (f)3signals:(CH,CH2)CH (g)4 signals:CH3-O-CH2-CH2-CH3 ↑↑↑ 381710 （)2 signals:: CH2 c=0 1.5↑ 2 (i)3 signals:CH3-CH2-( =0 H-9.5 1220 34一CH,0CH ①4 signals:CH,-CH-C-cH,←o 0可 Chemical Highlight 10-3for further details). CH-回 (a)(CH)CBr-CH-CH,BrCH-CH-CH-CHs (CH:)CH-CHz-CHzBr ↑(c) (d) (e) (f ) (g) (h) (i) (j) 31. As in the previous problem, the chemical shifts are approximations. Chemical shifts in boxes are most useful for distinguishing structures. Integrations are given in parentheses. Signals marked with asterisks (*) will be complicated as a result of the presence of a chiral carbon in the molecule (see Chemical Highlight 10-3 for further details). (a) 1.5 1.8 1.1 (6) (2) (3) (CH3)2CBr CH2 CH3 1.1 2.0 (1) 1.5 (2)* 0.9 (3) (3) CH3 CH3 BrCH2 CH CH2 3.5 (2)* CH3 CH3 CH3 CH3 CH CH3O 4 signals: 4.0 0.9 3.4 1.4 C 3 signals: CH3 CH2 2.0 9.5 1.2 C H O CH2 CH2 O 2 signals: 1.5 2.4 CH2 C 4 signals: CH3 O CH2 3.4 3.8 1.7 1.0 CH2 CH3 3 signals: (CH3CH2)3CH 0.9 1.3 1.5 2 signals: (CH3)3C NH2 1.3 Variable 4 signals: (CH3)2CH CH2 CH3 0.9 1.5 1.3 0.9 3 signals: H O CH2 CCl(CH3)2 Variable 4.0 1.4 Solutions to Problems • 181 0.9 1.6 1.8 (6) (1) (2) 3.5 (2) (CH3)2CH CH2 CH2Br 1559T_ch10_175-198 10/30/05 18:09 Page 181