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Interactions | Reactions | Processes
Classified as: Type 15 Lewis Acid/Base Complexation Chemistry
All covalent sigma-bonds can be regarded as Type 15 complexes. Reactions involving Type 15 complexes occur either occur via 1st order sequential mechanisms (decomplexation followed by complexation) or via 1st order concerted mechanisms.
For more information look in the Chemogenesis webbook sections on Lewis acids and Lewis bases and the Lewis acid/base interaction matrix.![](http://www.chemthes.com/mech/115.gif)
BF3 |
+ |
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B2H6 |
+ |
2 |
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2 |
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+ |
Cl– |
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R–O–CH2CH2Cl |
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+ |
Cl– |
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R2N–CH2CH2Cl |
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+ |
Cl– |
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R–S–CH2CH2Cl |
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R+ |
+ |
Br– |
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RBr |
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R+ |
+ |
[CN]– |
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R–NC |
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+ |
[CN]– |
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+ |
[CN]– |
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Cl+ |
+ |
R– |
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RCl |
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R+ |
+ |
F– |
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R–F |
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R+ |
+ |
I– |
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R–I |
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R+ |
+ |
[H2N]– |
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R–NH2 |
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+ |
[H2N]– |
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CO2 |
+ |
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+ |
[CH3]– |
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[(CH3)3C–O]– |
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R+ |
+ |
–S–S– |
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[RSS]– |
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+ |
R–CH2O– |
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R+ |
+ |
[N3]– |
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R–N3 |
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R+ |
+ |
RCOO– |
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R+ |
+ |
[RSS]– |
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R–S–S–R |
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[CH3CO]+ |
+ |
[CH3COO]– |
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(CH3CO)2CO |
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Br+ |
+ |
Br– |
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Br2 |
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Cl+ |
+ |
Cl– |
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Cl2 |
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CH2 |
+ |
N2 |
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CH2N2 |
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Al3+ |
+ |
[CN]– |
+ |
2 |
[CH3CH2]– |
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I+ |
+ |
I– |
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I2 |
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[CH3]+ |
+ |
I– |
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CH3I |
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[HO]+ |
+ |
[CH3COO]– |
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CH3COOOH |
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+ |
Br– |
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2 |
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+ |
[CO3]2– |
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[CH3CO]+ |
+ |
RO– |
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CH3COOR |
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[CH3CO]+ |
+ |
[H2N]– |
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CH3CONH2 |
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[RCO]+ |
+ |
Cl– |
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RCOCl |
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2 |
Al3+ |
+ |
3 |
[SO4]2– |
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Al2(SO4)3 |
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Al3+ |
+ |
3 |
[OH]– |
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Al(OH)3 |
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Sb3+ |
+ |
3 |
Cl– |
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SbCl3 |
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Sb5+ |
+ |
5 |
Cl– |
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SbCl5 |
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As3+ |
+ |
3 |
F– |
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AsF3 |
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As5+ |
+ |
5 |
F– |
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AsF5 |
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Br+ |
+ |
Cl– |
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BrCl |
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[CH3]+ |
+ |
F– |
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CH3F |
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[CH3CH2]+ |
+ |
F– |
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+ |
F– |
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[CH3]+ |
+ |
Cl– |
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CH3Cl |
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[CH3CH2]+ |
+ |
Cl– |
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CH3CH2Cl |
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+ |
Cl– |
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+ |
F– |
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+ |
Cl– |
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[CH3]+ |
+ |
Br– |
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CH3Br |
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[CH3CH2]+ |
+ |
Br– |
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CH3CH2Br |
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+ |
Br– |
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(CH3)2CHBr |
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[CH3CH2]+ |
+ |
I– |
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CH3CH2I |
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+ |
I– |
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(CH3)2CHI |
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+ |
I– |
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(CH3)3CI |
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RCHO |
+ |
[CN]– |
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R–C–H |
+ |
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Br+ |
+ |
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+ |
Cl– |
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+ |
Br– |
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+ |
I– |
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Cl+ |
+ |
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[RCO]+ |
+ |
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[RCO]+ |
+ |
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+ |
Cl+ |
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Br+ |
+ |
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FeBr3 |
+ |
Br– |
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[FeBr4]– |
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+ |
I+ |
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[NO2]+ |
+ |
[HSO4]– |
+ |
H2O |
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HNO3|H2SO4 concentrated |
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R+ |
+ |
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+ |
[CN]– |
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[RCO]+ |
+ |
RCOO– |
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(RCOO)2O |
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[CH3]+ |
+ |
RCOO– |
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R+ |
+ |
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R–Nu |
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Br+ |
+ |
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[RCH2CH2]+ |
+ |
[H2N]– |
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RCH2NH2 |
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R+ |
+ |
R– |
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R–R |
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[RCO]+ |
+ |
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R+ |
+ |
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Br+ |
+ |
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[CH3]+ |
+ |
[R–S]– |
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R–S–CH3 |
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[RCH2CH2]+ |
+ |
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[(C6H5)3P–CH2R]+ |
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[CH3CH2]+ |
+ |
[PO4]3– |
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(CH3CH2O)3P=O |
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[CH3CO]+ |
+ |
[CH3CH2]– |
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[CH3CO]+ |
+ |
[(CH3)3C]– |
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Br+ |
+ |
R– |
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RBr |
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CH2 |
+ |
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+ |
[CN]– |
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R+ |
+ |
Cl– |
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RCl |
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I+ |
+ |
R– |
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R–I |
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[CH3]+ |
+ |
[CN]– |
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CH3CN |
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R+ |
+ |
[CN]– |
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R–CN |
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[CH3CH2]+ |
+ |
[H2N]– |
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CH3CH2NH2 |
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CH3CHO |
+ |
[CH3]– |
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[(CH3)2CH–O]– |
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+ |
[CH3]– |
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CH3CHO |
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[CH3CO]+ |
+ |
[CH3]– |
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[CH3CO]+ |
+ |
[OH]– |
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CH3COOH |
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+ |
[OH]– |
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(CH3)3COH |
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[RCH2CH2]+ |
+ |
[OH]– |
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RCH2OH |
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[RCO]+ |
+ |
[H2N]– |
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R+ |
+ |
[HS]– |
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R–SH |
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R+ |
+ |
[HTe]– |
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R–TeH |
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R+ |
+ |
NH3 |
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[R–NH3]+ |
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R+ |
+ |
HBr |
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[R–BrH]+ |
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[CH3CO]+ |
+ |
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R+ |
+ |
HCl |
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[R–ClH]+ |
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R+ |
+ |
HF |
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[R–FH]+ |
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R+ |
+ |
HI |
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[R–IH]+ |
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+ |
NH3 |
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R+ |
+ |
H2S |
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[R–SH2]+ |
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R+ |
+ |
H2Te |
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[R–TeH2]+ |
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[RCO]+ |
+ |
[OH]– |
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RCOOH |
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R+ |
+ |
[HOO]– |
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ROOH |
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+ |
H2O |
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+ |
H2O |
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+ |
R– |
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R+ |
+ |
[OH]– |
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R–OH |
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[RCO]+ |
+ |
RO– |
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[R–S]+ |
+ |
[R–S]– |
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R–S–S–R |
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I+ |
+ |
[CH3]– |
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CH3I |
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Br+ |
+ |
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Cl+ |
+ |
[CH3]– |
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CH3Cl |
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Cl+ |
+ |
[CH3CH2]– |
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CH3CH2Cl |
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Cl+ |
+ |
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Cl+ |
+ |
[(CH3)3C]– |
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Br+ |
+ |
[CH3]– |
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CH3Br |
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Br+ |
+ |
[CH3CH2]– |
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CH3CH2Br |
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Br+ |
+ |
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(CH3)2CHBr |
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I+ |
+ |
[CH3CH2]– |
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CH3CH2I |
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I+ |
+ |
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(CH3)2CHI |
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I+ |
+ |
[(CH3)3C]– |
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(CH3)3CI |
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[RCO]+ |
+ |
[CH3–O]– |
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[RCO]+ |
+ |
R– |
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[R3C]+ |
+ |
[OH]– |
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R3COH |
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+ |
RCOO– |
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+ |
RO– |
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[CH3CO]+ |
+ |
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[R–S]+ |
+ |
[CH3]– |
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R–S–CH3 |
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Br+ |
+ |
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R–CH2–Br |
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[NO]+ |
+ |
[OH]– |
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HNO2 |
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+ |
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+ |
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+ |
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[CH3CH2]+ |
+ |
H2O |
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CH3CH2OH |
+ |
H+ |
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[RCH2CH2]+ |
+ |
H2O |
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R–CH2CH2OH |
+ |
H+ |
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[R2CH]+ |
+ |
H2O |
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R2CHOH |
+ |
H+ |
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[R3C]+ |
+ |
H2O |
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R3COH |
+ |
H+ |
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B2H6 |
+ |
2 |
(CH3)2S |
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2 |
(CH3)2S→BH3 |
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Br+ |
+ |
Br– |
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Br2(g) |
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2 |
Al3+ |
+ |
3 |
O2– |
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Al2O3 |
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+ |
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+ |
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R+ |
+ |
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R–Nfg |
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[R3C]+ |
+ |
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(R)3C–Nfg |
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[R2CH]+ |
+ |
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(R)2CH–Nfg |
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[RCH2CH2]+ |
+ |
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RCH2–Nfg |
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[CH3]+ |
+ |
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CH3–Nfg |
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+ |
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+ |
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[RCO]+ |
+ |
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+ |
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RMgX |
+ |
SO2 |
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RMgX |
+ |
SO2 |
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[R–SO2]– |
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R+ |
+ |
[NCO]– |
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R–O–C≡N |
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R+ |
+ |
[SCN]– |
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R–N=C=S |
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+ |
AlCl3 |
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+ |
[AlCl4]– |
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CO2 |
+ |
2 |
KOH |
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K2CO3 |
+ |
H2O |
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CO2 |
+ |
2 |
NaOH |
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Na2CO3 |
+ |
H2O |
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CO2 |
+ |
[OH]– |
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[HCO3]– |
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CO2 |
+ |
2 |
[OH]– |
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[CO3]2– |
+ |
H2O |
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[CO3]2– |
+ |
CO2 |
+ |
H2O |
+ |
H2O |
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2 |
[HCO3]– |
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SiF4 |
+ |
2 |
F– |
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[SiF6]2– |
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N2O4 |
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[NO]+ |
+ |
[NO3]– |
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[NO2]+ |
+ |
[NO3]– |
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N2O5 |
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SO3 |
+ |
H2S |
+ |
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Cl+ |
+ |
[ClO4]– |
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Cl+ [ClO4]– |
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SbF5 |
+ |
HSO3F |
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ROH |
+ |
SO3 |
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BF3 |
+ |
ClF3 |
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[ClF2]+ |
+ |
[BF4]– |
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SbF5 |
+ |
ClF3 |
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[ClF2]+ |
+ |
[SbF6]– |
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BrF5 |
+ |
CsF |
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Cs+ |
+ |
[BrF6]– |
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IF5 |
+ |
KF |
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K+ |
+ |
[IF6]– |
![]() |
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IF7 |
+ |
CsF |
![]() |
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Cs+ |
+ |
[IF8]– |
![]() |
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I–Cl |
+ |
KCl |
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K+ |
+ |
[ICl2]– |
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I2 |
+ |
I– |
![]() |
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[I3]– |
![]() |
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I–Cl |
+ |
KI |
![]() |
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K+ |
+ |
[I2Cl]– |
![]() |
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I2 |
+ |
I–Cl |
+ |
AlCl3 |
![]() |
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[I3]+ |
+ |
[AlCl4]– |
![]() |
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Cl2 |
+ |
ClF3 |
+ |
AsF5 |
![]() |
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[Cl3]+ |
+ |
[AsF6]– |
+ |
F2 |
![]() |
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Br2 |
+ |
BrF3 |
+ |
AsF5 |
![]() |
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[Br3]+ |
+ |
[AsF6]– |
+ |
F2 |
![]() |
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+ |
[OH]– |
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[NO]+ |
+ |
H+ |
+ |
[SO4]2– |
![]() |
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NOHSO4 |
![]() |
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![]() |
![]() |
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CH3COCl |
+ |
AlCl3 |
![]() |
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[CH3CO]+ |
+ |
[AlCl4]– |
![]() |
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Al(OH)3 |
+ |
NaOH |
![]() |
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[Al(OH)4]– |
+ |
Na+ |
![]() |
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Al(OH)3 |
+ |
NaOH(aq) |
![]() |
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[Al(OH)4]– |
+ |
Na+ |
![]() |
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+ |
Br– |
![]() |
![]() |
![]() |
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(CH3)3CBr |
![]() |
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![]() |
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Be(OH)2 |
+ |
2 |
[OH]– |
+ |
H2O |
![]() |
![]() |
![]() |
[Be(OH)4]2– |
![]() |
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Be(OH)2 |
+ |
2 |
NaOH(aq) |
![]() |
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2 |
Na+ |
+ |
[Be(OH)4]2– |
![]() |
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AlCl3 |
+ |
Cl– |
![]() |
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[AlCl4]– |
![]() |
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+ |
KCN |
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+ |
KBr |
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+ |
Br– |
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+ |
Br– |
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+ |
Br– |
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(CH3)2CHBr |
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[CH3CH2]+ |
+ |
H2O |
![]() |
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[CH3CH2]+ |
+ |
Br– |
![]() |
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CH3CH2Br |
![]() |
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[NO2]+ |
+ |
H2O |
![]() |
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2 |
AlCl3 |
![]() |
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Al2Cl6 |
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© Mark R. Leach 1999 –
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