chm2210ps10sol

chm2210ps10sol - CHBrCH=CH 2 + CH 3 CH=CHCH 2 Br d. * = 14...

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CH 3 CH CH 2 CH 3 CH 3 Cl 2 light CH 3 -CH 2 -CH 3 Br 2 heat CH 3 -CH 2 -CH=CH 2 NBS hv NBS light * C Cl Cl Cl H CH 2 CH CH 3 CH 3 Br CH 2 CH CH 3 Br Br C CH 3 CH 3 CH 3 Br Cl Cl Cl Cl Organic Chemistry I Problem Set 10 Answer Key Alkyl Halides I. Write Structures: a. methylene chloride b. chloroform c. isobutyl bromide Cl–CH 2 –Cl d. vinyl chloride e. allyl chloride f. propylene bromide C H 2 =CH–Cl CH 2 =CH–CH 2 –Cl g. t -butyl bromide h. sec -butyl chloride II. Write structures of important products: a. (if F 2 guess % of each monofluoro product) 50% 8% 17% 25% b. C H 3 CH 2 CH 2 Br + CH 3 CHBrCH 3 c. CH 3
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Unformatted text preview: CHBrCH=CH 2 + CH 3 CH=CHCH 2 Br d. * = 14 C atom. Br Br + * * Br * + 25% 50% 25% CH 3 CH CH 2 CH 3 Cl NBS light Cl 2 600C CH CH 3 CH 3 OH HBr OH PBr 3 CH 2 CH CH 3 CH 3 OH SOCl 2 pyridine, reflux Br Mg ether CH 3 OH CH 3-CH 2-Cl Li CuBr CH 3 CH 2 Br Li CH 3-CH 2-CH 2-Br CuBr Br Cl Cl + CH 3 CH CH 3 Br Br CH 2 CH CH 3 CH 3 Cl MgBr + CH 3 O CH 3 CH 2 Li (CH 3 CH 2 ) 2 CuLi CH 3 CH 2 CH 2 CH 3 CH 2 CH 2 CH 3 Br Br Br + + e. f. g. h. i. j . l . m....
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chm2210ps10sol - CHBrCH=CH 2 + CH 3 CH=CHCH 2 Br d. * = 14...

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