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Glossary of CHEM341 Kinstle exam3

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conjugated system
pi bond systems connected by a single C-C single bond. Pi bonds parallel.
e.g. 1,3-butene
allyl carbocation
-C-C=C+
stability through resonance
2e/3orbitals
usually cause multiple products
equilibrium control
most stable product will be major product
kinetic control
most easily formed product will be major product
vinylic carbocation
R-C(+)=C
less stable than alkyl C, makes alkynes more reactive than alkenes, about as stable as 1° C+
enol
vinylic alcohol, unstable
enol-keto tautomerization
enol stability < ketone stability
enols convert to ketones
hydride ion
H+, nucleophile
9BBN
9-borabicyclo(3,3,1)nonane
bulky, prevents 2nd and 3rd borations
t-butic (sp?) acid
look up
terminal alkyne acidity
sp hybridized C is more electronegative, and more stable due to 50% s-character
period/basicity relationship
basicity increases going left
THF
tetrahydrofuran
IUPAC=oxacyclopentane
solvent for: hydroboration,
carbene
carbon radical with two R's single bonded
sp2 hybridized
epoxide (oxirane)
has highly strained C,C,O ring
fromed from alkenes and peroxyacid
peroxyacid
RCO3H
like carboxylic acid with extra O between the O-H
AIBN
radical initiator
azo bis isobutyrylnitrile
LDA
look up
azo compound
contains R-C-N=N-C-R

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