1559T_ch14_259-27511/3/059:27Pa9e267 EQA 6.60-6 45.Addition of the electrophile will always be at Cl.generating the best allylic cation.The 1.-additior product is given first. (a)CHs-CH-CH=CH-CH3 (cis and trans) OH (b)BrCH2-CH-CH=CH-CH3 and BrCH2-CH=CH-CH-CH3 (cis and trans) lo cs Gt-cH-cn ct a Ic.cn-ct a ch (cis and trans) (d)CH-CH-CH=CH-CH3 (cis and trans) OCH2CHs 46.(a)(CH3)2C-CH-CH-CH3 (cis and trans)and (CH,)C-CH-CH-CH, (b),(c)Same answers as Problem 45.but with a methyl group added to C2 in each case. (d)(CH,)zC-CH-CH-CHs (cis and trans)and (CHa)C-CH-CH-CH3 OCH.CH, OCH-CH D I (b)CH2-CH-CH=CH-CH,CH-CH-CH=CH-CH D (e)CH2-C-CH=CH-CH3 and CH2-C=CH-CH-CHs CH: Solutions to Problems • 267 (b) (c) (d) 45. Addition of the electrophile will always be at C1, generating the best allylic cation. The 1,2-addition product is given first. I A (a) CH3OCHOCHPCHOCH3 (cis and trans) OH OH A A (b) BrCH2OCHOCHPCHOCH3 and BrCH2OCHPCHOCHOCH3 (cis and trans) N3 N3 A A (c) ICH2OCHOCHPCHOCH3 and ICH2OCHPCHOCHOCH3 (cis and trans) (d) CH3OCHOCHPCHOCH3 (cis and trans) A OCH2CH3 I I A A 46. (a) (CH3)2COCHPCHOCH3 (cis and trans) and (CH3)2CPCHOCHOCH3 (b), (c) Same answers as Problem 45, but with a methyl group added to C2 in each case. (d) (CH3)2COCHPCHOCH3 (cis and trans) and (CH3)2CPCHOCHOCH3 A A OCH2CH3 OCH2CH3 47. (a) (b) (c) CH2 CH3 C CH CH CH3 D I CH2 CH3 C CH CH CH3 D I and CH2 CH CH CH CH3 D I CH3 CH CH CH CH2 I D D I I D and OCH2CH3 From both 1, 2- and 1, 4-additions N3 N3 I I and OH Br and Br OH 1559T_ch14_259-275 11/3/05 9:27 Page 267