CHEM341 Kinstle exam3
Terms
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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
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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
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enol stability < ketone stability
enols convert to ketones - hydride ion
- H+, nucleophile
- 9BBN
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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
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tetrahydrofuran
IUPAC=oxacyclopentane
solvent for: hydroboration, - carbene
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carbon radical with two R's single bonded
sp2 hybridized - epoxide (oxirane)
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has highly strained C,C,O ring
fromed from alkenes and peroxyacid - peroxyacid
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RCO3H
like carboxylic acid with extra O between the O-H - AIBN
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radical initiator
azo bis isobutyrylnitrile - LDA
- look up
- azo compound
- contains R-C-N=N-C-R