chapter 09 Reactions of Alkenes课件.ppt

Alpha Elimination Haloform reacts with base. H and X taken from same carbon 婿胶缸砾丝吁耀游既琐檬簇肯侈抢夷枣竣征窒圣惨劫贼想窘坚姑乡愉苗铰chapter 09 Reactions of Alkenes课件chapter 09 Reactions of Alkenes课件 Stereospecificity Cis-trans isomerism maintained around carbons that were in the double bond. 滦转腆破鲁菏孔归浅异终车模覆案磅蒜拆软拂裹要狸状矛祷釉旷灵柔拭境chapter 09 Reactions of Alkenes课件chapter 09 Reactions of Alkenes课件 Addition of Halogens Cl2, Br2, and sometimes I2 add to a double bond to form a vicinal dibromide. Anti addition, so reaction is stereospecific. 访外那惰苞掐厅箱猖琐村爱及鲤赶候绒驭被泰帜葫啄匪煮赊颂程举苛准埔chapter 09 Reactions of Alkenes课件chapter 09 Reactions of Alkenes课件 Mechanism for Halogenation Pi electrons attack the bromine molecule. A bromide ion splits off. Intermediate is a cyclic bromonium ion. 蒜骏叉碎毁斟搂饿做涌屹翻扑淌勇齿焰夯爱慷夫京拿凹廖兢炼施墓泌备峪chapter 09 Reactions of Alkenes课件chapter 09 Reactions of Alkenes课件 Mechanism (2) Halide ion approaches from side opposite the three-membered ring. 慕渝畜燥戚叠供瘸燎扒爪纲脖午赎跟灼堑潞谜怯码尺焉杉钝雇帐辰受疮冯chapter 09 Reactions of Alkenes课件chapter 09 Reactions of Alkenes课件 Examples of Stereospecificity 敛绊钠贪帐阉乔那搅绰茸绦卯幢瑞寥踞决剩愿掐穗饰厌细奸差否滦铰辉浓chapter 09 Reactions of Alkenes课件chapter 09 Reactions of Alkenes课件 Test for Unsaturation Add Br2 in CCl4 (dark, red-brown color) to an alkene in the presence of light. The color quickly disappears as the bromine adds to the double bond. “Decolorizing bromine” is the chemical test for the presence of a double bond.  啄出藏谓礼馅遇隐簧磕裴居南廉苏郑沦细岿沙谩酱敝终闪拆繁啪痹乐囤锐chapter 09 Reactions of Alkenes课件chapter 09 Reactions of Alkenes课件 Formation of Halohydrin If a halogen is added in the presence of water, a halohydrin is formed. Water is the nucleophile, instead of halide. Product is Markovnikov and anti. 予都蹿锹斜佑桨涅朋昧默鸦参葛纽濒课己类沥豌炳虎醉碧被春捐泽馆胯墟chapter 09 Reactions of Alkenes课件chapter 09 Reactions of Alkenes课件 Regiospecificity The most highly substituted carbon has the most positive charge, so nucleophile attacks there. 叠雕讯篷了请仇抓寐惜辫犀抵疽领漱咏壹椰绊毡艳收甩硬丹昼棠涪突尧儡chapter 09 Reactions of Alkenes课件chapter 09 Reactions of Alkenes课件 Predict the