Interactions | Reactions | Processes

Classified as: Multistep: LA/B mechanism

Very many reactions progress by long and involved sequences of protonation, deprotonation, nucleophilic and/or electrophilic attack. These are here classified together as "Multi-step Lewis acid/base mechanisms".
(CH3CO)2CO
  +  
LiAlH4
  +  
8
[H]
  +  
         
2
CH3CH2OH
  +  
H2O

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RCOCl
  +  
LiAlH4
  +  
         
RCH2OH

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RCOCl
  +  
RMgX
  +  
         

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RCOOH
  +  
R–OH
         
  +  
H2O

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R–OH
  +  
PBr3
         
RBr

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RCHO
  +  
H2N–NH2
  +  
OH–(aq)
         
R–CH3
  +  
N2

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RCHO
  +  
2
R–OH
  +  
         
  +  
2
H2O

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RCHO
  +  
  +  
         
  +  
2
H2O

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RCHO
  +  
  +  
         
  +  
2
H2O

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RCHO
  +  
         

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  +  
LiAlH4
  +  
         
RCH2NH2

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  +  
SOCl2
         
R–CN
  +  
HCl
  +  
SO2

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R–C≡C–H
  +  
HgSO4
  +  
H+(aq)
         

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R–C≡C–H
  +  
  +  
HOOH
  +  
NaOH
         
RCH2CHO

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R–NH2
  +  
10
CH3I
  +  
Ag2O
         
  +  
(CH3)3N

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  +  
HNO2
  +  
H+
  +  
H2O
         
  +  
2
H2O

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RCOOH
  +  
LiAlH4
         
RCH2OH

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2
RCOOH
  +  
B2H6
         
2
RCH2OH

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RCOOH
  +  
SOCl2
         
RCOCl
  +  
SO2
  +  
HCl

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  +  
HCl
         

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  +  
RMgX
         
R3COH

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  +  
HBr
         
R–OH
  +  
RBr

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  +  
H2N–NH2
  +  
OH–(aq)
         
  +  
N2

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  +  
  +  
         
  +  
2
H2O

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  +  
         
  +  
H2O

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R–CN
  +  
         
RCHO

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R–CN
  +  
RMgX
         

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  +  
         
  +  

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  +  
         
  +  
RCOOH

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RBr
  +  
(CH3CH2O)3P
         
  +  
CH3CH2Br

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R–CH2–Br
  +  
(CH3CH2O)3P
         
  +  
CH3CH2Br

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  +  
(CH3CH2O)3P
         
  +  
CH3CH2Br

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R–NO2
  +  
2
(CH3CH2O)3P
         
R–N
  +  
2
(CH3CH2O)3P=O

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(CH3)3C–NH2
  +  
HNO2
         
  +  
N2
  +  
H2O
  +  
[OH]–

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R–NH2
  +  
HNO2
         
R+
  +  
N2
  +  
H2O
  +  
[OH]–

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HNO3
  +  
2
H2SO4
         
[NO2]+
  +  
2
[HSO4]–
  +  
[H3O]+

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2
HNO3
         
[NO2]+
  +  
[NO3]–
  +  
H2O

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R3N
  +  
HOOH
         
R3N=O

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R2S
  +  
HOOH
         

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R2S
  +  
2
HOOH
         
  +  
2
H2O

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  +  
HOOH
         

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  +  
HOOH
         

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2
R–SH
  +  
N≡C–Br
         
R–S–S–R
  +  
HCN
  +  
HBr

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  +  
HNO2
         
RCOOH
  +  
N2

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  +  
CO
  +  
H2O
  +  
H+
  +  
H+(aq)
          
(CH3)3C–COOH

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2
HC≡CH
  +  
2
CO
  +  
H2O
         

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[BH4]–
  +  
4
H2O
         
4
H2
  +  
[B(OH)4]–

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  +  
H2O
         
HCOOR
  +  
R–OH
  +  
H+

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  +  
H2O
  +  
H+
         
RCHO
  +  

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CH3COOR
  +  
H2O
  +  
OH–(aq)
         
[CH3COO]–
  +  
R–OH

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CH3COOR
  +  
H2O
  +  
H+(aq)
         
CH3COOH(aq)
  +  
R–OH

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RCOOH
  +  
PCl5
         
RCOCl

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RCHO
  +  
R–OH
  +  
         
  +  
H2O

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  +  
R–OH
  +  
         
  +  
H2O

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  +  
2
R–OH
  +  
         
  +  
2
H2O

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  +  
H2N–OH
         
  +  
H2O

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CH3COOR
  +  
  +  
Base–
Proton abstractor
         

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R–NH2
  +  
CHCl3
  +  
Base–
Proton abstractor
         
R–NC

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R–NH2
  +  
         
R–N=C=O
  +  
2
HCl

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  +  
HNO2
  +  
H2O
         
  +  
2
H2O

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  +  
         
  +  
Li+
  +  
F–

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  +  
         

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[BH4]–
  +  
H+
  +  
3
H2O
         
H3BO3
  +  
4
H2

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2
H2NSO2NH2
  +  
4
HCHO
  +  
H2SO4
  +  
H2O
         
  +  
4
H2O

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  +  
  +  
CH3COOH
         
  +  
NH3
  +  
H2O

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  +  
H2C=CH2
  +  
HCl
  +  
AlCl3
         

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  +  
  +  
HCl
  +  
AlCl3
         

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  +  
  +  
AlCl3
  +  
HCl
         

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© Mark R. Leach 1999 –

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