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Alkane reaction
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What is free radical halogenation?
Initiation:
Propagaation:
Termination
: combination of any two radicals
How do you calculate enthalpy?
ΔHº = (bonds broken) - (bonds formed)
What is the relative selectivity of hydrogen in chlorination for 1º, 2º and 3º?
1:4.5:5.5
What is the relative selectivity of hydrogen in bromination for 1º, 2º and 3º?
1:86:1700
What is DMF?
dimethylformamide
What is DMSO?
dimethyl sulfoxide
What is an S
N
2 reaction?
R-Nuc
Backside attack
inversion of configuration
methyl>1º>2º
good nucleophile/weak base
good leaving group
polar aprotic solvent
second order reaction
What is an S
N
1 reaction?
R-Nuc
carbocation intermediate
inversion/retention of configuration
3º>2º
weak nucleophile/weak base
good leaving group
polar protic solvent
first order reaction
What is an E
1
reaction?
Alkene is formed
carbocation intermediate
3º>2º
weak base/weak nuc
good leaving group
polar protic solvent
first order reaction
What is an E
2
reaction?
Alkene is formed
H and leaving group must be anti and coplanar
Zaitsev and Hofmann products form
3º>2º>1º
strong base/good nuc
good leaving group
polar solvent
second order reaction
What is a Zaitsev product?
Product with most substituted alkene
More stable
What is a Hofmann product?
Product with the least substituted alkene
Less steric hinderance in removal of H
Author
omi14
ID
123564
Card Set
Alkane reaction
Description
CHM 325 Organic Chemistry
Updated
2011-12-14T04:24:43Z
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