tetrakis(dimethylamino)ethylene, CAS No. 996-70-3

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996-70-3

Catalog No. EBD49173

CAS 996-70-3

Name tetrakis(dimethylamino)ethylene

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Basic Information

Synonyms: N,N',N'',N'''-tetramethylethylenediylidenetetraamine tdae octamethyl-ethylenetetramine ethenetetramine,octamethyl- octamethyl-ethenetetramin labotest-bblt00455105 tetrakis(dimethylamino)ethylene,97% Tetrakis(dimethylamino)ethene tetrakis(dimethylamino)ethylene

Molecular Formula: C10H24N4

Molecular Weight: 200.32

Categories: Synthetic Chemistry > Basic Synthetic Reagents > Other Basic Synthetic Reagents Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

Tetrakis(dimethylamino)ethylene (TDAE), CAS 996-70-3, is a highly reactive, electron-rich organic compound characterized by its four dimethylamino groups attached to an ethylene core. It is a yellow to orange liquid or low-melting solid with a strong, unpleasant odor. Its most distinctive feature is its extremely low ionization potential, making it one of the strongest neutral organic electron donors known. The primary application of TDAE is as a powerful single-electron transfer (SET) reducing agent in organic synthesis. It is particularly valuable for the reductive dehalogenation of organic halides, including polychlorinated compounds and perfluoroalkyl iodides, under mild conditions. This property makes it a useful tool for generating radicals and for the synthesis of complex molecules, including natural products and materials. It has also been explored as a reagent for the activation of elemental sulfur and selenium. Due to its extreme sensitivity to oxygen and moisture, TDAE must be handled under an inert atmosphere. It is pyrophoric and can ignite spontaneously upon exposure to air. Its strong reducing power and associated hazards necessitate careful handling by experienced personnel in well-equipped laboratories.

Physical Properties

Boiling Point: 59 °C/0.9 mmHg(lit.)

Flash Point: 53 °C

Density: 0.861 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.48(lit.)

Safety Information

Packing Level: II

Hazard Category: 3(8)

Transport Codes: 2734PSN1

Analytical Data

Appearance: clear yellow liquid