Orgo Reactions
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48 Terms
SN2
weak base - strong nucleophile
strong base - strong nucleophile
methyl > primary > secondary
SN1
weak base - weak nucleophile
strong base - weak nucleophile
tertiary>secondary
rearrangement
E2
Strong base - strong nucleophile
Strong base - weak nucleophile
E1
weak base -weak nucleophile
weak base - strong nucleophile
tertiary>secondary
NaH
SB/WN
t-BuOK
SB/WN
LDA
SB/WN
DBN
SB/WN
E2
DBU
SB/WN
E2
t-BuLi
SB/WN
OH-
SB/SN
E2/SN2
-OCH3
SB/SN
E2/SN2
NaCCR
SB/SN
NaNH2
SB/SN
BuLi
SB/SN
Br-
WB/SN
Cl-
WB/SN
I-
WB/SN
N3-
WB/SN
-SH
WB/SN
CN-
WB/SN
-SR
WB/SN
F-
WB/SN
H2O
WB/WN
ROH
WB/WN
H2S
WB/WN
NH3
WB/WN
RNH2
WB/WN
H2O
protic
CH3OH
protic
CH3CH2OH
protic
Acetic Acid
protic
DMF
aprotic
DMSO
aprotic
Acetonitrile
aprotic
acetone
aprotic
primary + strong nucleophile
SN2
tertiary + weak nucleophile
SN1
Strong base (any substrate , bulky)
E2
Weak base + heat
E1
alkene + H-X
hydrohalogenation
Markovnikov
If chirality forms → stereochem (add both ways)
Alkene → carbocation → halogen added
tertiary / secondary (reaarange)
(asymmetric) alkene + H-Br + ROOR
Anti-Markovnikov
Acid-catalyzed
Alkene → alcohol
water added
Markovnikov
regain of the catalyst
Oxymercuration - Demercuration (Hydration)
Markovnikov
it adds H + OH
NO carbocation - NO rearrangement
Oxy: alkene —> add +Hg(OAC)
Hydroboratration - Oxidation
Alkene —> alcohol
Anti Markovnikov
could be BH3 , B2H6 , BH3 THF
H2O2, NaOH
CH3CO3H as reagent
epoxide formation —> anti dihydroxylation
9-BBN or diasiamylborane or R2BH
all hydroboration
Anti-Markovnikov
in alkynes —> first enol forms (= + OH) then with the base —> Aldehyde