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Names | |
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IUPAC name
4-Amino-2,6-dimethylpyrimidine
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Other names | |
Identifiers | |
3D model (
JSmol)
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ChemSpider | |
ECHA InfoCard | 100.006.656 |
EC Number |
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PubChem
CID
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CompTox Dashboard (
EPA)
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Properties | |
C6H9N3 | |
Molar mass | 123.159 g·mol−1 |
Appearance | crystalline solid |
Odor | irritating [1] |
Melting point | 180–185 °C (356–365 °F; 453–458 K) |
soluble | |
Hazards | |
GHS labelling: [3] | |
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Warning | |
H315, H319, H335 | |
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Cyanomethine (4-amino-2,6-dimethylpyrimidine) is an amino and methylated derivative of pyrimidine with the chemical formula C6H9N3, belonging to a class named cyanalkines. [2]
Cyanomethine is a strongly basic [4] colourless to white crystalline solid. It is soluble in water and slightly soluble in alcohol. [1] It is prepared by the trimerisation of acetonitrile with sodium or potassium, [5] with the corresponding metal cyanide and C4H6N2 (possibly 2-methylimidazole or 3-methylpyrazole; iminoacetonitrile has been identified [6]) as the main byproducts. [7] It can also made by reaction of sodium methoxide and acetonitrile. [2]
The correspondence of the three acetonitrile units to a tautomer of cyanomethine is:
At higher pressure, sodium methoxide instead catalyzes trimerization to form 2,4,6-Trimethyl-1,3,5- triazine. [8]
2,6-Diethyl-5-methyl-4-pyrimidinamine (cyan(o)ethine) is an analogous structure that can be made by trimerization of propionitrile. [2]
Cyanomethine can form complexes with platinum(II) and platinum(IV) compounds. [9]
![]() | |
Names | |
---|---|
IUPAC name
4-Amino-2,6-dimethylpyrimidine
| |
Other names | |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.006.656 |
EC Number |
|
PubChem
CID
|
|
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C6H9N3 | |
Molar mass | 123.159 g·mol−1 |
Appearance | crystalline solid |
Odor | irritating [1] |
Melting point | 180–185 °C (356–365 °F; 453–458 K) |
soluble | |
Hazards | |
GHS labelling: [3] | |
![]() | |
Warning | |
H315, H319, H335 | |
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Cyanomethine (4-amino-2,6-dimethylpyrimidine) is an amino and methylated derivative of pyrimidine with the chemical formula C6H9N3, belonging to a class named cyanalkines. [2]
Cyanomethine is a strongly basic [4] colourless to white crystalline solid. It is soluble in water and slightly soluble in alcohol. [1] It is prepared by the trimerisation of acetonitrile with sodium or potassium, [5] with the corresponding metal cyanide and C4H6N2 (possibly 2-methylimidazole or 3-methylpyrazole; iminoacetonitrile has been identified [6]) as the main byproducts. [7] It can also made by reaction of sodium methoxide and acetonitrile. [2]
The correspondence of the three acetonitrile units to a tautomer of cyanomethine is:
At higher pressure, sodium methoxide instead catalyzes trimerization to form 2,4,6-Trimethyl-1,3,5- triazine. [8]
2,6-Diethyl-5-methyl-4-pyrimidinamine (cyan(o)ethine) is an analogous structure that can be made by trimerization of propionitrile. [2]
Cyanomethine can form complexes with platinum(II) and platinum(IV) compounds. [9]