Tetrakis(dimethylamino)ethylene
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Tetrakis(dimethylamino)ethylene (TDAE) is an organic compound with the formula [C(NMe2)2]2 (where Me = CH3), classified as an enamine. It is a colorless liquid. Primary and secondary enamines tend to isomerize, but tertiary enamines are kinetically stable.[1] The unusual feature of TDAE is that it is a tetra-enamine. The pi-donating tendency of the amine groups strongly modifies the properties of the molecule, which does exhibit properties of a typical alkene.[2]
Quick Facts Names, Identifiers ...
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Names | |||
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Preferred IUPAC name
N1,N1,N′1,N′1,N2,N2,N′2,N′2-Octamethylethene-1,1,2,2-tetramine | |||
Other names
Octamethyl-ethenetetramine TDAE | |||
Identifiers | |||
3D model (JSmol) |
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ChemSpider | |||
ECHA InfoCard | 100.012.398 | ||
EC Number |
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UNII | |||
CompTox Dashboard (EPA) |
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Properties | |||
C10H24N4 | |||
Molar mass | 200.330 g·mol−1 | ||
Appearance | colorless liquid | ||
Density | 0.861 g/cm3 (25 °C) | ||
Melting point | −4 °C (25 °F; 269 K) | ||
Boiling point | 59 °C (0.9 mm Hg) | ||
Hazards | |||
GHS labelling: | |||
Danger | |||
H226, H314 | |||
P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P370+P378, P403+P235, P405, P501 | |||
Flash point | 53 °C (127 °F; 326 K) | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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