1559T_ch10_175-19810/30/0518:09Pa9e181 EQA Solutions to Problems.181 (c)3 signals: H-O-CH2-CCI(CHa) 14 (d)4signals:(CH3)2CH-CH2-CH3 11↑↑ 09151309 (e)2 signals:(CHa)C-NH2 (f)3 signals:(CH;CH2)CH ↑↑1 1.3 Variable 091315 (g)4signals:CH3-O-CH2-CH2-CHs 38171.0 (h)2 signals: 15 2 :C-C ↑↑H-95 1220 34一CH,0CH (j)4 signals:CH3-CH-C-CH309 1↑C 1440 3 for further details). CH←回) (a)(CHa)CBr-CH2-CH3 BrCH2-CH-CH2-CHs (CH3)2CH-CH2-CH2Br (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