Interactions | Reactions | Processes

Classified as: Addition: Electrophilic Protonation

The addition of Brønsted is a stepwise process. The first step involves a electrophilic proton complexing with a pi-system to generate Type 4 Lewis complex which collapses to a carbenium ion centre. This subsequently complexes with a nucleophilic Lewis base, usually, but not always, the counter ion of the Brønsted acid used to initiate the reaction.

For more information look in the Chemogenesis webbook section on addition reactions.

  +  
HCl
         

Go To Reaction Data Page
  +  
HBr
         

Go To Reaction Data Page
  +  
HI
         

Go To Reaction Data Page
R–C≡C–R
  +  
HCl
         

Go To Reaction Data Page
  +  
HCl
         

Go To Reaction Data Page
  +  
CO
  +  
H2O
  +  
H+
  +  
H+(aq)
          
(CH3)3C–COOH

Go To Reaction Data Page
RCHO
  +  
R–OH
  +  
         
  +  
H2O

Go To Reaction Data Page
  +  
R–OH
  +  
         
  +  
H2O

Go To Reaction Data Page
  +  
2
R–OH
  +  
         
  +  
2
H2O

Go To Reaction Data Page
H+
  +  
         

Go To Reaction Data Page
O=C=C=C=O
  +  
2
HCl
         

Go To Reaction Data Page
  +  
HF
         

Go To Reaction Data Page
  +  
HCl
         

Go To Reaction Data Page
  +  
HBr
         
(CH3)3CBr

Go To Reaction Data Page
  +  
HI
         
(CH3)3CI

Go To Reaction Data Page
  +  
H2O
  +  
H2SO4
         
(CH3)3COH

Go To Reaction Data Page
CH3–CH=CH2
  +  
HF
         

Go To Reaction Data Page
CH3–CH=CH2
  +  
HCl
         

Go To Reaction Data Page
CH3–CH=CH2
  +  
HBr
         
(CH3)2CHBr

Go To Reaction Data Page
CH3–CH=CH2
  +  
HI
         
(CH3)2CHI

Go To Reaction Data Page
CH3–CH=CH2
  +  
H2O
  +  
H+
         

Go To Reaction Data Page
H2C=CH2
  +  
HF
         

Go To Reaction Data Page
H2C=CH2
  +  
HCl
  +  
AlCl3
         
CH3CH2Cl

Go To Reaction Data Page
H2C=CH2
  +  
HBr
  +  
AlBr3
         
CH3CH2Br

Go To Reaction Data Page
H2C=CH2
  +  
HI
         
CH3CH2I

Go To Reaction Data Page
H2C=CH2
  +  
H2O
  +  
H+
         
CH3CH2OH

Go To Reaction Data Page
HC≡CH
  +  
H2O
  +  
H+
         
CH3CHO

Go To Reaction Data Page
HC≡CH
  +  
HCl
  +  
HgCl2
         
H2C=CHCl

Go To Reaction Data Page
H2C=CH2
  +  
HClO
         

Go To Reaction Data Page
CH3–CH=CH2
  +  
HClO
         

Go To Reaction Data Page
  +  
CH3OH
         

Go To Reaction Data Page
  +  
HCN
  +  
[OH]–
         

Go To Reaction Data Page
  +  
CH3OH
  +  
H2SO4
  +  
H2O
         
  +  
[NH4]+
  +  
[HSO4]–
  +  
H2O

Go To Reaction Data Page
  +  
2
HCN
         

Go To Reaction Data Page
  +  
HCl
         

Go To Reaction Data Page
  +  
CO
  +  
H2O
  +  
H+
         

Go To Reaction Data Page
HC≡CH
  +  
H2O
  +  
H+
         
CH3CHO

Go To Reaction Data Page

2
H2C=CH2
  +  
H2SO4
  +  
Ag2SO4
         
(C2H5O)2SO2

Go To Reaction Data Page
CH3COOH
  +  
H2C=CH2
         

Go To Reaction Data Page
  +  
  +  
  +  
3
H2O
  +  
H2SO4
          
3

Go To Reaction Data Page
H2C=CHCl
  +  
HCl
  +  
FeCl3
         
CH3CHCl2

Go To Reaction Data Page
CH3CHCl2
  +  
Cl2
  +  
SiO2
         
CH3CCl3
  +  
HCl

Go To Reaction Data Page
  +  
H2O
  +  
H+
         

Go To Reaction Data Page
CH3CHO
  +  
HCN
         
  +  
H2O

Go To Reaction Data Page
  +  
H2O
  +  
H+
         

Go To Reaction Data Page

2
  +  
2
HCN
  +  
2
H2
  +  
Pd
on BaSO4
  +  
2
H2O
          
  +  

Go To Reaction Data Page

2
  +  
2
HCN
  +  
2
H2
  +  
Pd
on BaSO4
  +  
2
H2O
          
  +  

Go To Reaction Data Page

2
  +  
2
HCN
  +  
2
H2
  +  
Pd
on BaSO4
  +  
2
H2O
          
  +  

Go To Reaction Data Page

2
  +  
2
HCN
  +  
2
H2
  +  
Pd
on BaSO4
  +  
2
H2O
          
  +  

Go To Reaction Data Page

2
  +  
2
HCN
  +  
2
H2
  +  
Pd
on BaSO4
  +  
2
H2O
          
  +  

Go To Reaction Data Page

2
  +  
2
HCN
  +  
2
H2
  +  
Pd
on BaSO4
  +  
2
H2O
          
  +  

Go To Reaction Data Page

2
  +  
2
HCN
  +  
2
H2
  +  
Pd
on BaSO4
  +  
2
H2O
          
  +  

Go To Reaction Data Page
  +  
HBr
         

Go To Reaction Data Page
  +  
H2SO4
         

Go To Reaction Data Page
H2C=CH2
  +  
H2SO4
         

Go To Reaction Data Page
  +  
HBr
         

Go To Reaction Data Page

© Mark R. Leach 1999 –

Queries, Suggestions, Bugs, Errors, Typos...

If you have any:

Queries
Comments
Suggestions
Suggestions for links
Bug, typo or grammatical error reports about this page,

please contact Mark R. Leach, the author, using mark@meta-synthesis.com