Organic Reactions Flashcards
NaNH3
forms trans alkene
CH3Li
attacks least sterically inhibited side of epoxide and breaks bond to make an alcohol
NaBH4 and EtOH
reduces aldehyde to 1 prime alcohol
PBr3
changes alcohol to alkyl bromide
THF CH3MgBr (excess) (Grignard reagent) and H3O+ reaction with ester
remove single bond O then excess turns double bond O into an alcohol
NaNH2
strong nucleophile and deprotonates and can remove things like Cl because Na steals it then a double or triple bond forms
NiB = Lindlar reagent
hydrogenates alkyne but not an alkene and forms cis
Diels alder reaction
dienophile is a cis ester alkene… cis product with pi bonds pointing down (endo)
mCPBA and H3O+
makes trans diol
Na2Cr2O7 and H2SO4
oxidizes alcohols to ketones or carboxylic acids
BH3 and H3O+
makes single alcohol
OSO4 and H2O2
makes cis diol
O3, Zn, H2O
makes two aldehydes
SOCl2
replaces OH with Cl
LiAlH4
strong reducer
BH3/THF
removes double bond and adds anti marks rule
KMnO4 cold and dilute
creates 1,2 diols
KMnO4 hot, basic
creates two carboxylic acids or a ketone and CO2
O3 and zinc
cleaves double bond but doesnt cause oxidation like KMnO4
MCPBA
removes doulbe bond and makes epoxide
- BH3, DMS 2. NaOH, H2O2 added to double bond
anti marks rule and trans, OH goes on from peroxide in second step
- Sn, HCl 2. NaNO2, HCl 3. CuCN added to benzene ring with NO2 and Br
removes NO2 and replaces it with CN
oxymercuration demercuration
marks rule and trans
cro3 and H+
causes oxidation
