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醇的脱水反应活性:3°R-OH>2°R-OH>1°R-OH 例如 CHa CH2CH2CH2OH 75%H2SOA CH3CH= CHCH3 140℃ 60%H2SO CH; CH,CHCH CH3CH=CHCH3 100℃ CH3 20%H,SO (CH3)3C-OH CH3-C= CH, 85~90℃ 100% 醇脱水反应的特点 1)主要生成札依采夫烯,例如 CHaCH,CHCH CH, CH=CHCH2 CHCh,CH= 80% CH3H CH3 CH2 2)用硫酸催化脱水时,有重排产物生成。 CH cH3CH2 CHCH2OH、H CH3 氢重排 CH3CH? CHCH CH3CH2-C-CH3 伯碳正离子 叔碳正离子 H CH3 CH3 CH3CH2-C=CH CH3CH=C-CH3 主要产物·116· 醇的脱水反应活性: 3°R-OH > 2°R-OH > 1°R-OH 例如: 醇脱水反应的特点: 1) 主要生成札依采夫烯,例如: 2) 用硫酸催化脱水时,有重排产物生成。 CH3CH2CHCH3 CH3CH = CHCH3 OH 80% + CH3CH2CH = CH2 20% H CH2CHCH3 OH H CH=CHCH3 CH2CH=CH2 + (主) CH3 OH CH3 CH2 + H (主) CH3CH2CHCH2OH CH3 CH3CH2CHCH2 CH3CH2 -C-CH3 CH3 H CH3CH2 -C=CH2 CH3 CH3CH=C-CH3 CH3 - H - H 伯碳正离子 叔碳正离子 氢重排 主要产物 CH3 CH3CH2CH2CH2OH CH3CH2CHCH3 75% H2SO4 140 60% H2SO4 100 ℃ ℃ CH3CH = CHCH3 CH3CH = CHCH3 OH 80% (CH3 )3C-OH 20% H2SO4 85~90℃ CH3 -C = CH2 100% CH3
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