Alkenes Reactions And Synthesis Worksheet

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CHAPTER OUTLINES/WORKSHEETS
CHAPTER 7
ALKENES: REACTIONS AND SYNTHESIS
I. SYNTHESIS OF ALKENES
1. Elimination reactions (more about these later!)
a. Dehydrohalogenation of alkyl halides
b. Dehydration of alcohols
II. REACTIONS OF ALKENES
1. Addition reactions
a. X
addition to alkenes (mechanism of electrophilic addition of X
, anti-
2
2
stereochemistry via bromonium ion). Compare to syn-addition of H
.
2
b. Addition of HX (halohydrin formation, NBS utility, stereochemistry)
c. Hydration of an alkene
d. Oxymercuration (mechanism, reduction of organo-mercury intermediate)
e. Hydroboration-oxidation (anti-Markovnikov "hydration"; steric vs. electronic
effects)
f. Hydrogenation of alkenes (syn-addition, aromatic rings not reduced)
g. Hydroxylation of alkenes (osmium tetroxide)
2. Oxidative cleavage of alkenes
a. Ozone (followed by reduction with zinc)
b. KMnO
/acidic
4
3. Addition of carbenes (cyclopropane synthesis — Simmons-Smith reaction)
Chapter 7 Worksheet
What are the most common types of alkene-forming elimination reactions?

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