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Organic
Mechanism and such
20
Chemistry
Undergraduate 2
11/09/2008

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Term
Markovnikov Addition
Definition
When forming a carbocation, must be the most stable position.
Term
Cummulated Diene
Definition
Dienes where the double bonds are right next to each other
Term
Cisoid Diene
Definition
Diene in cis form. Must be in this form for reaction to occur.
Term
Conjugated Diene
Definition
Double bonds are separated by a single bond
Term
Syn Addition
Definition
X and Y are added to the same side of the double bond
Term
Dehydrohalogenation
Definition
Addition of -OH or -O and heat to a structure with a halogen to form a double bond. (Removes halogen)
Term
Dehydration
Definition
When an -OH is removed from an alkane to form a double bond (alkene)
Term
Carbocation stability
Definition
Benzoic C > Allylic C > 3 > 2 > 1 > CH3
Term
Free-radical stability
Definition
Benzoic C > Allylic C > 3 > 2 > 1 > CH3
Term
Allylic Carbocation
Definition
One of the most stable carbocations
Term
Cyclopropanation Reaction
Definition
A reaction (using CH2I2) where a cyclopropyl group forms where a double bond was present
Term
Epoxidation Reaction
Definition
Reaction using MCPBA where an epoxide group forms where a double bond was present.
Term
Anti-Markovnikov Addition
Definition
Addition of a halide, OH, or other group to an alkene on the least substituted position of the double bond.
Term
Halohydrin Reaction
Definition
Addition of OH and Br or Cl across a C=C bond in an anti conformation
Term
electron rich diene
Definition
A diene that has groups attached that donate electrons toward the double bonds making it more positive near the DB
Term
electron poor diene
Definition
a dienophile in which electrons are drawn away from the double bond by attached groups
Term
Oxymercuration-demercuration reaction
Definition
A reaction in which an alcohol is prepared from an alkene using Hg(OAC)2, H20, NaBH4, and KOH. It follows Markovnikov addition but rearragement can't occur.
Term
Hydroboration-oxidation reaction
Definition
A reaction in which an alcohol is prepared from an alkene but is anti-Markovnikov (B2H6 in THF and H202, KOH)
Term
[4+2] cycloaddition
Definition
Reaction in which two pi bonds are lost and 2 sigma bonds are gained.
Term
Kinetic controlled vs. Thermodynamic controlled
Definition
Kinetic-faster (1,2 major) <25 degrees C -------
Thermodynamic-more stable (1,4 major) > 25 degrees C
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