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CH-232 Test 1 Study Guide
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Carbanion

Carbene
R2C
Carbenoid
X-C-M
Organolithium reagent
R-Li
Gilman reagent/diorganocopper lithium reagent
R2CuLi
Grignard reagent
R-Mg-X
Simmons-Smith reagent
I-CH2-ZnI
diiodomethane

CH2I2
mCPBA

formaldehyde

acetaldehyde

acrolein

benzaldehyde

cinnamaldehyde

acetone

acetophenone

benzophenone

cyclohexanone

methyl vinyl ketone (MVK)

pyruvic acid

acetic acid

AcOH
oxonium

cyanohydrin

lithium acetylide

Wittig reagent/phosphorus ylide

stabilized Wittig reagent
Horner-Wadsworth-Emmons (HWE) reagent
pg 12
lithium diisopropylamide (LDA)

n-butyl lithium (n-BuLi)

hydrate
pg 16
hemiacetal

acetal

carbinolamine

imine

iminium

enamine

para-toluene sulfonic acid

PTSA or TsOH
toluene

PhCH3 or PhMe
hydrazine

hydrazone

hydroxylamine

oxime

sodium borohydride

NaBH4
lithium aluminum hydride

LiAlH4 or LAH
sodium cyanoborohydride

NaBH3CN
tautomers
enol

enolate
