alkenerxns - Reactions of Alkenes Product Halides Type of...

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Reactions of Alkenes Product Type of Reaction (name) Reaction Conditions Regiochemistry Stereochemistry Halides (Ch 6.9) Electrophilic Addition HX, organic solvent (anhydrous) Markovnikov Addition No stereochemical pref. (Ch. 7.10) Radical Chain HBr, H 2 O 2 , h ν Anti-Markovnikov No stereochemical pref. radical addition ____________________________________________________________________________________________________________________ Dihalides (Ch. 7.2) Electrophilic Addition Cl 2 , Br 2 , I 2 in CCl 4 solvent Markovnikov-like Anti stereochemistry _ ___________________________________________________________________________________________________________________ Halohydrin (Ch. 7.3) Electrophilic Addition X 2 in H 2 O (X=Cl, Br, I) Anti stereochemistry NBS or NCS in H 2 O/DMSO Anti stereochemistry Alcohol (Ch. 7.4) Electrophilic Addition H 3 O + Markovnikov Addition No stereochemical pref. (hydration) (Ch. 7.4) oxymercuration 1. Hg(OAc) 2 , H 2 O, THF 2. NaBH 4 Markovnikov Addition No stereochemical pref. (Ch. 7.5) hydroboration 1. BH 3 , THF 2. H 2 O 2 , NaOH, H 2 O Anti-Markovnikov Syn Stereochemistry Cyclopropanes Electrophilic Addition CHCl 3 , NaOH Syn addition (Ch. 7.6) Simmons-Smith Reaction CH 2 I 2 , Zu(Cu) Syn addition Alkanes Reduction (Addition)
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This note was uploaded on 03/11/2012 for the course CHEM 220A taught by Professor Sulikowski during the Fall '08 term at Vanderbilt.

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