Interactions | Reactions | Processes

Classified as: Addition: Electrophilic

Electrophilic addition is a stepwise process. The first step involves a electrophilic Lewis acid (often with net positive charge) complexing with a pi-system to generate a carbenium ion centre which subsequently complexes with a nucleophilic Lewis base.

Note that it can be difficult to distinguish between nucleophilic and electrophilic addition.

For more information look in the Chemogenesis webbook section on addition reactions.
  +  
Cl2
         

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  +  
Br2
         

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R–C≡C–R
  +  
Cl2
         

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  +  
Cl2
         

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

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3
H2C=CH2
  +  
BF3←THF
in THF
         
(CH3CH2)3B
  +  

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12
  +  
4
NaBH4
  +  
4
         
4
  +  
3
NaBF4
  +  
4

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3
  +  
  +  
         
  +  

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3
  +  
(CH3)2S→BH3
         
  +  
(CH3)2S

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R–C≡C–R
  +  
H2O
  +  
HgSO4
  +  
H2SO4
         

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CH3–C≡C–H
  +  
H2O
  +  
HgSO4
  +  
H2SO4
         

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R–C≡C–R
  +  
2
Cl2
         

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2
H2C=CH2
  +  
SCl2
         
S(CH2CH2Cl)2

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H2C=CHCl
  +  
Cl2
         
CHCl2CH2Cl

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H2C=CH2
  +  
Cl2
  +  
FeCl3
         
CH2ClCH2Cl

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2
H2C=CH2
  +  
4
HCl
  +  
O2
  +  
CuCl2
         
2
CH2ClCH2Cl
  +  
2
H2O

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H2C=CH2
  +  
Br2
         

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HC≡CH
  +  
AsCl3
  +  
AlCl3
         

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5
H2C=CH2
  +  
Al(CH2CH3)3
         

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1000
  +  
1000
  +  
AlCl3
  +  
CH3Cl
         
Butyl
Rubber

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  +  
Cl2
         
  +  

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H2C=CH2
  +  
HCl
         
CH3CH2Cl

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CH3CH3
  +  
H2C=CH2
  +  
Cl2
         
2
CH3CH2Cl

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H2C=CHCl
  +  
HF
         
  +  
HCl

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HC≡CH
  +  
HF
         

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  +  
H2C=CH2
  +  
HCl
  +  
AlCl3
         

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  +  
  +  
HCl
  +  
AlCl3
         

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  +  
  +  
AlCl3
  +  
HCl
         

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CH3–CH=CH2
  +  
Br2
         

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CH3–CH=CH2
  +  
Br2
         
  +  
Br–

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  +  
Br–
         

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H2C=CH2
  +  
HBr
         
CH3CH2Br

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© Mark R. Leach 1999 –

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