Interactions | Reactions | Processes


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Classified as: Type 7 Lewis Acid/Base Complexation Chemistry



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Type 7 complexes, which form when s-LUMO Lewis acids complex with Lobe-HOMO Lewis bases, are commonly used as the basic reagents of organic and inorganic chemistry: methyl lithium, sodamide, potassium hydroxide, sodium fluoride, potassium hydrogen phthalate, etc.

Type 7 complexes are generally ionic or highly polar covalent species (ie they are charge controlled complexes) and are soluble in polar solvents. The proton abstracting power of a particular Type 7 reagent depends upon the pKa of its conjugate Brønsted acid as proton abstraction power is only subtly altered by the s-LUMO Lewis acid counter ion. Lithium Type 7 complexes are less ionic and less basic than the corresponding sodium salts. Li+ < Na+ < K+ < Cs+

For more information look in the Chemogenesis webbook sections on Lewis acids and Lewis bases and the Lewis acid/base interaction matrix.

  +  
KMnO4
  +  
        
  +  
[MnO4]–

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Na+
  +  
[H2N]–
        
NaNH2

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Na+
  +  
Cl–
        
NaCl

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Na+
  +  
[OH]–
        
NaOH

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Li+
  +  
[CH3]–
        
LiCH3

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Li+
  +  
        

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K+
  +  
[OH]–
        
KOH

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K+
  +  
        

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K+
  +  
[(CH3)3C–O]–
        

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Na+
  +  
[N3]–
        
NaN3

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Na+
  +  
[HSO3]–
        
NaHSO3

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Na+
  +  
[CN]–
        
NaCN

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Na+
  +  
I–
        
NaI

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Mg2+
  +  
R–
  +  
X–
Spectator Anion
        
RMgX

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Ba2+
  +  
[CO3]2–
        
BaCO3

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Ba2+
  +  
2
[OH]–
        
Ba(OH)2

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Be2+
  +  
2
Br–
        
BeBr2

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2
Cs+
  +  
[CO3]2–
        
Cs2CO3

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Ca2+
  +  
2
[CH3COO]–
        
Ca(CH3COO)2

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Ca2+
  +  
S2–
        
CaS

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Ca2+
  +  
O2–
        
CaO

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3
Li+
  +  
N3–
        
Li3N

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K+
  +  
        

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Na+
  +  
[NO2]–
        
NaNO2

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Mg2+
  +  
R–
  +  
Cl–
        
RMgCl

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Mg2+
  +  
R–
  +  
Br–
        
RMgBr

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Mg2+
  +  
[CH3]–
  +  
I–
        
CH3MgI

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Li+
  +  
R–
        
RLi

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Li+
  +  
Br–
        
LiBr

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Li+
  +  
        

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Li+
  +  
HC≡C–
        
R–C≡C–Li

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Li+
  +  
        

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Li+
  +  
        

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Ba2+
  +  
[C2O4]2–
        
BaC2O4

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Ba2+
  +  
[CrO4]2–
        
BaCrO4

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Ba2+
  +  
[SO4]2–
        
BaSO4

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Ca2+
  +  
[CO3]2–
        
CaCO3

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Ca2+
  +  
[C2O4]2–
        
CaC2O4

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Ca2+
  +  
2
F–
        
CaF2

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Ca2+
  +  
[SO4]2–
        
CaSO4

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Mg2+
  +  
[CO3]2–
        
MgCO3

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Mg2+
  +  
[C2O4]2–
  +  
2
H2O
        
MgC2O4
.H2O

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Mg2+
  +  
2
F–
        
MgF2

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Mg2+
  +  
2
[OH]–
        
Mg(OH)2

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Sr2+
  +  
[CO3]2–
        
SrCO3

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Sr2+
  +  
[C2O4]2–
  +  
H2O
        
SrC2O4

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Sr2+
  +  
[SO4]2–
        
SrSO4

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2
Na+
  +  
[SO3]2–
  +  
7
H2O
        
Na2SO3
.7H2O

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2
Na+
  +  
[SO3]2–
        
Na2SO3

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2
Na+
  +  
S2–
  +  
9
H2O
        
Na2S.9H2O

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2
Na+
  +  
S2–
        
Na2S

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Cu2+
  +  
[CO3]2–
        
CuCO3
(unknown)

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2
Na+
  +  
[CO3]2–
        
Na2CO3

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Na+
  +  
Br–
        
NaBr

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K+
  +  
I–
        
KI

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K+
  +  
Br–
        
KBr

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K+
  +  
F–
        
KF

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Mg2+
  +  
O2–
        
MgO

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Ca2+
  +  
2
Br–
        
CaBr2

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Ca2+
  +  
2
Cl–
        
CaCl2

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Ca2+
  +  
[WO4]2–
        
CaWO4

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2
Na+
  +  
[SO4]2–
        
Na2SO4

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Mg2+
  +  
[SO4]2–
  +  
7
H2O
        
MgSO4
.7H2O

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Ca2+
  +  
[SO4]2–
  +  
2
H2O
        
CaSO4
.2H2O

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2
Na+
  +  
[B4O7]2–
  +  
10
H2O
        
Na2[B4O5(OH)4]
.8H2O

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Na+
  +  
[NO3]–
        
NaNO3

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K+
  +  
Cl–
        
KCl

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  +  
        

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Ca2+
  +  
–C≡C–
        
CaC2

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2
Li+
  +  
O2–
        
Li2O

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2
Na+
  +  
O2–
        
Na2O

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2
Rb+
  +  
O2–
        
Rb2O

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2
Cs+
  +  
O2–
        
Cs2O

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2
Li+
  +  
–O–O–
        
Li2O2

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2
Na+
  +  
–O–O–
        
Na2O2

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K+
  +  
[O–O]–
        
K2O

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Li+
  +  
[O–O]–
        
LiO2

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Na+
  +  
[O–O]–
        
NaO2

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2
K+
  +  
O2–
        
KO2

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2
K+
  +  
–O–O–
        
K2O2

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2
Rb+
  +  
–O–O–
        
Rb2O2

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Rb+
  +  
[O–O]–
        
RbO2

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2
Cs+
  +  
–O–O–
        
Cs2O2

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Cs+
  +  
[O–O]–
        
CsO2

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2
K+
  +  
[CO3]2–
        
K2CO3

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K+
  +  
[HCO3]–
        
KHCO3

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Na+
  +  
[HCO3]–
        
NaHCO3

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Cs+
  +  
[OH]–
        
CsOH

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Rb+
  +  
[OH]–
        
RbOH

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2
Na+
  +  
        
Na2S2O3

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2
Li+
  +  
–C≡C–
        
LiC≡CLi

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K+
  +  
3
        
  +  
H+

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Li+
  +  
        
  +  
H+

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Li+
  +  
2
        
  +  
H+

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Na2CO3
  +  
Ca(OH)2
        
CaCO3
  +  
2
NaOH

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Be2+
  +  
O2–
        
BeO

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Sr2+
  +  
O2–
        
SrO

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Ba2+
  +  
O2–
        
BaO

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Ba2+
  +  
–O–O–
        
BaO2

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Be2+
  +  
2
[OH]–
        
Be(OH)2

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Ca2+
  +  
2
[OH]–
        
Ca(OH)2

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Sr2+
  +  
2
[OH]–
        
Sr(OH)2

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BeO
  +  
H2O
        
Be(OH)2

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MgO
  +  
H2O
        
Mg(OH)2

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CaO
  +  
H2O
        
Ca(OH)2

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SrO
  +  
H2O
        
Sr(OH)2

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BaO
  +  
H2O
        
Ba(OH)2

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BaO2
  +  
2
H+
        
Ba2+
  +  
HOOH

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Ca2+
  +  
2
[OH]–
  +  
CO2
  +  
H2O
        
CaCO3
  +  
H2O

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CaCO3
  +  
CO2
  +  
H2O
  +  
H2O
        
Ca2+
  +  
2
[HCO3]–

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Be2+
  +  
[CO3]2–
        
BeCO3

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3
Li+
  +  
P3–
        
Li3P

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3
Li+
  +  
As3–
        
Li3As

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3
Li+
  +  
Sb3–
        
Li3Sb

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3
Na+
  +  
P3–
        
Na3P

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3
Na+
  +  
As3–
        
Na3As

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3
Na+
  +  
Sb3–
        
Na3Sb

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3
K+
  +  
P3–
        
K3P

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3
K+
  +  
As3–
        
K3As

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3
K+
  +  
Sb3–
        
K3Sb

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3
Rb+
  +  
P3–
        
Rb3P

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3
Rb+
  +  
As3–
        
Rb3As

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3
Rb+
  +  
Sb3–
        
Rb3Sb

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3
Cs+
  +  
P3–
        
Cs3P

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3
Cs+
  +  
As3–
        
Cs3As

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3
Cs+
  +  
Sb3–
        
Cs3Sb

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Li+
  +  
F–
        
LiF

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Li+
  +  
Cl–
        
LiCl

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Li+
  +  
I–
        
LiI

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Na+
  +  
F–
        
NaF

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Rb+
  +  
F–
        
RbF

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Rb+
  +  
Cl–
        
RbCl

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Rb+
  +  
Br–
        
RbBr

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Rb+
  +  
I–
        
RbI

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Cs+
  +  
F–
        
CsF

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Cs+
  +  
Cl–
        
CsCl

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Cs+
  +  
Br–
        
CsBr

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Cs+
  +  
I–
        
CsI

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2
Li+
  +  
S2–
        
Li2S

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2
K+
  +  
S2–
        
K2S

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2
Rb+
  +  
S2–
        
Rb2S

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2
Cs+
  +  
S2–
        
Cs2S

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Li+
  +  
[HS]–
        
LiSH

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Na+
  +  
[HS]–
        
NaSH

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K+
  +  
[HS]–
        
KSH

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Rb+
  +  
[HS]–
        
RbSH

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Cs+
  +  
[HS]–
        
CsSH

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LiOH
  +  
H2S
        
LiSH
  +  
H2O

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NaOH
  +  
H2S
        
NaSH
  +  
H2O

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KOH
  +  
H2S
        
KSH
  +  
H2O

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RbOH
  +  
H2S
        
RbSH
  +  
H2O

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CsOH
  +  
H2S
        
CsSH
  +  
H2O

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2
LiOH
  +  
H2S
        
Li2S
  +  
2
H2O

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2
KOH
  +  
H2S
        
K2S
  +  
2
H2O

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2
RbOH
  +  
H2S
        
Rb2S
  +  
2
H2O

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2
CsOH
  +  
H2S
        
Cs2S
  +  
2
H2O

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Li2S
  +  
H2O
        
LiSH
  +  
LiOH

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Na2S
  +  
H2O
        
NaSH
  +  
NaOH

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K2S
  +  
H2O
        
KSH
  +  
KOH

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Rb2S
  +  
H2O
        
RbSH
  +  
RbOH

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Cs2S
  +  
H2O
        
CsSH
  +  
CsOH

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2
Li+
  +  
Se2–
        
Li2Se

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2
Na+
  +  
Se2–
        
Na2Se

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2
K+
  +  
Se2–
        
K2Se

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2
Rb+
  +  
Se2–
        
Rb2Se

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2
Cs+
  +  
Se2–
        
Cs2Se

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2
Li+
  +  
Te2–
        
Li2Te

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2
Na+
  +  
Te2–
        
Na2Te

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2
K+
  +  
Te2–
        
K2Te

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2
Rb+
  +  
Te2–
        
Rb2Te

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2
Cs+
  +  
Te2–
        
Cs2Te

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2
LiNH2
  +  
NH3
        
LiNH2
  +  
NH3

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Li+
  +  
[H2N]–
        
LiNH2

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K+
  +  
[H2N]–
        
KNH2

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Rb+
  +  
[H2N]–
        
RbNH2

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Cs+
  +  
[H2N]–
        
CsNH2

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2
Li+
  +  
[HN]2–
        
LiNH2

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2
Na+
  +  
–C≡C–
        
NaC≡CNa

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2
K+
  +  
–C≡C–
        
KC≡CK

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2
Rb+
  +  
–C≡C–
        
RbC≡CRb

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2
Cs+
  +  
–C≡C–
        
CsC≡CCs

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3
Be2+
  +  
2
N3–
        
Be3N2

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3
Mg2+
  +  
2
N3–
        
Mg3N2

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3
Ca2+
  +  
2
N3–
        
Ca3N2

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3
Sr2+
  +  
2
N3–
        
Sr3N2

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3
Ba2+
  +  
2
N3–
        
Ba3N2

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3
Be2+
  +  
2
P3–
        
Be3P2

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3
Mg2+
  +  
2
P3–
        
Mg3P2

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3
Ca2+
  +  
2
P3–
        
Ca3P2

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3
Sr2+
  +  
2
P3–
        
Sr3P2

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3
Ba2+
  +  
2
P3–
        
Ba3P2

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Be2+
  +  
S2–
        
BeS

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Sr2+
  +  
S2–
        
SrS

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Ba2+
  +  
S2–
        
BaS

Go To Reaction Data Page
Be2+
  +  
Se2–
        
BeS

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Mg2+
  +  
Se2–
        
MgSe

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Ca2+
  +  
Se2–
        
CaSe

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Sr2+
  +  
Se2–
        
SrSe

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Ba2+
  +  
Se2–
        
BaSe

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Be2+
  +  
Te2–
        
BeTe

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Mg2+
  +  
Te2–
        
MgTe

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Ca2+
  +  
Te2–
        
CaTe

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Sr2+
  +  
Te2–
        
SrTe

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Ba2+
  +  
Te2–
        
BaTe

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Be2+
  +  
2
F–
        
BeF2

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Be2+
  +  
2
Cl–
        
BeCl2

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Be2+
  +  
2
I–
        
BeI2

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Mg2+
  +  
2
Cl–
        
MgCl2

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Mg2+
  +  
2
Br–
        
MgBr2

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Mg2+
  +  
2
I–
        
MgI2

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Ca2+
  +  
2
I–
        
CaI2

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Sr2+
  +  
2
F–
        
SrF2

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Sr2+
  +  
2
Cl–
        
SrCl2

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Sr2+
  +  
2
Br–
        
SrBr2

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Sr2+
  +  
2
I–
        
SrI2

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Ba2+
  +  
2
F–
        
BaF2

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Ba2+
  +  
2
Cl–
        
BaCl2

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Ba2+
  +  
2
Br–
        
BaBr2

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Ba2+
  +  
2
I–
        
BaI2

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Be2+
  +  
2
[H2N]–
        
Be(NH2)2

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Mg2+
  +  
2
[H2N]–
        
Mg(NH2)2

Go To Reaction Data Page
Ca2+
  +  
2
[H2N]–
        
Ca(NH2)2

Go To Reaction Data Page
Sr2+
  +  
2
[H2N]–
        
Sr(NH2)2

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Ba2+
  +  
2
[H2N]–
        
Ba(NH2)2

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Be2+
  +  
[SO4]2–
        
BeSO4

Go To Reaction Data Page
Mg2+
  +  
[SO4]2–
        
MgSO4

Go To Reaction Data Page
Mg2+
  +  
–C≡C–
        
MgC2

Go To Reaction Data Page
Sr2+
  +  
–C≡C–
        
SrC2

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Ba2+
  +  
–C≡C–
        
BaC2

Go To Reaction Data Page

2
Be2+
  +  
C4–
        
Be2C

Go To Reaction Data Page
Tl+
  +  
[I3]–
        
TlI3

Go To Reaction Data Page
Na+
  +  
[BO2]–
[B3O6]3–
        
NaBO2
Na3[B3O6]

Go To Reaction Data Page
Be2+
  +  
[SiO3]2–
        
Be2SiO4

Go To Reaction Data Page

3
Ca2+
  +  
2
[PO4]3–
        
Ca3(PO4)2

Go To Reaction Data Page
Ca2+
  +  
[SiO3]2–
        
CaSiO3

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K+
  +  
[O3]–
        
KO3

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2
Na+
  +  
        
Na2S4O6

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2
Na+
  +  
        

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2
Na+
  +  
        

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2
Na+
  +  
        

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KF
  +  
HF
        
K[HF2]

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K+
  +  
[FHF]–
        
K[HF2]

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Na+
  +  
[ClO3]–
        
NaClO3

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Na+
  +  
[ClO2]–
        
NaClO2

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K+
  +  
[ClO3]–
        
KClO3

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K+
  +  
[ClO4]–
        
KClO4

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Na+
  +  
[ClO4]–
        
NaClO4

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K+
  +  
[BrO4]–
        
NaBrO4

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K+
  +  
[BrO3]–
        
NaBrO3

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I–Cl
  +  
KCl
        
K+
  +  
[ICl2]–

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I–Cl
  +  
KI
        
K+
  +  
[I2Cl]–

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Ca2+
  +  
2
[HCO3]–
        
Ca(HCO3)2

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Ca(HCO3)2
  +  
H2SO4
        
CaSO4
  +  
2
CO2
  +  
2
H2O

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Na+
  +  
        

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Ca2+
  +  
        

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2
  +  
Ca2+
        
  +  
2
Na+

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2
H+
  +  
        

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K+
  +  
[NO3]–
        
2
KNO3

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2
Na+
  +  
[C2O4]2–
        

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K+
  +  
[CN]–
        
KCN

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  +  
        

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  +  
        

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2
K+
  +  
[Cr2O7]2–
        
K2Cr2O7

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Mg2+
  +  
2
[NO3]–
  +  
6
H2O
        
Mg(NO3)2
.6H2O

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Na+
  +  
[SiO3]2–
        
Na2SiO3
solution

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Na+
  +  
[OH]–
  +  
H2O
        
NaOH(aq)

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Ca2+
  +  
2
[OH]–
        
Ca(OH)2(aq)

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Ba2+
  +  
[SO4]2–
  +  
H2O
        
BaSO4

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Na+
  +  
[ClO]–
        
NaOCl(aq)

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Na+
  +  
[CH3COO]–
        
CH3COONa

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BaCl2
  +  
H2SO4(aq)
  +  
H2O
        
BaSO4
  +  
2
HCl

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BaCl2
  +  
Na2SO4
  +  
H2O
        
BaSO4
  +  
2
NaCl

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Li+
  +  
        

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Li+
  +  
        

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Li+
  +  
[(CH3)3C]–
        

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© Mark R. Leach 1999 –

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