organic_chemistry_alkenes

organic_chemistry_alkenes - organic chemistry: alkenes...

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organic chemistry: alkenes electrophilic additions initiated by protonation alkene + haloacid: hydrohalogenation reaction: X = Br , Cl, or I mechanism: regiochemistry: Markovnikov— X attaches to the more substituted carbon. ( H adds first, forming the more substituted, and hence more stable, carbocation; X adds second, attaching to the carbocation.) stereochemistry: If one of the alkene carbons becomes a stereocenter, then both possible stereoisomers are formed. ( H can attack either face of the trigonal planar alkene; X can attack either face of the trigonal planar carbocation intermediate) alkene + catalytic acid + nucleophile: hydration, cationic polymerization, etc. reaction for hydration: mechanism for hydration: regiochemistry: H on less substituted C , nucleophile on more substituted C. ( H adds first, forming the more substituted, and hence more stable, carbocation; nucleophile adds second, attaching to the carbocation) stereochemistry: Produces both possible configurations at both carbons, for a maximum of four possible stereoisomers. ( H
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This note was uploaded on 12/05/2011 for the course C 341 taught by Professor Skagg during the Spring '11 term at Indiana.

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organic_chemistry_alkenes - organic chemistry: alkenes...

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