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Organic Chemistry Reactions
Alkene Reactions involved in organic processes
14
Chemistry
Undergraduate 1
04/12/2012

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Term
Halogenation
Definition
Uses halogens with CH2Cl2
Creates Cyclic halonium ion and anti addition
Term
Cyclopropanation
Definition
Uses dichlorocarbene
???
Term
Epoxidation
Definition
Uses mcpba???
Treatment of halohydrins and strong base
hydrolysis (acid catalyzed opening by H20) of epoxides to give 1,2-diols
Term
Ozonolysis
Definition
Uses O3 first and (CH3)2S
Concerted syn addition with ozone
Cleavage of alkene double bond to give two carbonyl functional groups or compounds
Term
1,2-diol cleavage
Definition
Uses NaIO4, HO4I, or H5IO6
cyclic 1,2-diols must be cis to react
cleavage of 1,2-diol to give two carbonyl functional groups or compounds
Term
Oxidation
Definition
Uses OsO4, HOOH, NMO
concerted syn addition of di-hydroxylation
creates 1,2-diols
Term
Catalytic Hydrogenation
Definition
Uses H2 with Pt or Pd
concentrated syn addition of H
Term
Hydroboration
Definition
uses first C4H12BO and H2O2, OH
H is added to most substituted carbon, boron adds to the less substituted carbon
Term
Oxymercuration
Definition
Uses Hg(OAc)2, water, and NaBH4
creates a cyclic mercurinium ion
Markovnikov with OH to most substituted carbon
antiaddition
Term
Halohydrin formation
Definition
Uses two halogens and water
cyclic halonium ion
Markovnikov addition of OH to most substituted Carbon
anti addition
Term
Hydration (acid catalyzed)
Definition
Uses a strong acid, such as H3O+ and water
OH on most substituted carbon, H on less substituted carbon
Term
Hydrohalogenation
Definition
Uses H-halogen and water
Halogen on most substituted carbon, H on less substituted carbon
Term
Dehydration
Definition
Uses a dilute acid
Term
Dehydrohalogenation
Definition
Uses a strong base
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