TETRAKIS(DIMETHYLAMINO)ETHYLENE

Synonym(s):Octamethylethylenetetramine;TDAE

CAS NO.：996-70-3
Empirical Formula: C10H24N4
Molecular Weight: 200.33
MDL number: MFCD00009601
EINECS: 213-638-1
SAFETY DATA SHEET (SDS)
Update Date: 2025-12-31 14:38:37

TETRAKIS(DIMETHYLAMINO)ETHYLENE Structural

What is TETRAKIS(DIMETHYLAMINO)ETHYLENE?

Chemical properties

light yellow-green liquid with an unpleasant

The Uses of TETRAKIS(DIMETHYLAMINO)ETHYLENE

Involved in TDAE methodology for coupling and intramolecular Buchwald reactions

Acts as a reducing agent

Reactant involved in:

Dioxygenation
Insertion of aluminum anion into the C-N bond
Chemiluminescent reactions with oxygen

What are the applications of Application

Tetrakis(dimethylamino)ethylene is a synthesis reagent

Purification Methods

Impurities include tetramethylurea, dimethylamine, tetramethylethanediamine and tetramethyloxamide. It is washed with water while being flushed with nitrogen to remove dimethylamine, dried over molecular sieves, then passed through a silica gel column (previously activated at 400o) under nitrogen. De-gas it in a vacuum line by distillation from a trap at 50o to one at -70o. Finally, it is stirred over sodium-potassium alloy for several days. [Holroyd et al. J Phys Chem 89 4244 1985, Wiberg Angew Chem Int Ed Engl 7 766 1968, Beilstein 4 IV 167.]

Properties of TETRAKIS(DIMETHYLAMINO)ETHYLENE

Melting point:	>200 °C (decomp)
Boiling point:	98°C 25mm
Density	0.861 g/mL at 25 °C(lit.)
refractive index	n20/D 1.48(lit.)
Flash point:	53°C
storage temp.	0-10°C
form	clear liquid
pka	6.47±0.70(Predicted)
color	Light yellow to Yellow to Orange
BRN	1705900
Stability:	Stable. Incompatible with acid chlorides, acids, strong oxidizing agents, acid anhydrides, carbon dioxide, oxygen, chlorinated solvents. Reacts with oxygen in air to give a greenish-yellow emission. Flammable.
CAS DataBase Reference	996-70-3
NIST Chemistry Reference	Tetrakis(dimethylamino)ethylene(996-70-3)
EPA Substance Registry System	Ethenetetramine, octamethyl- (996-70-3)

Safety information for TETRAKIS(DIMETHYLAMINO)ETHYLENE

Signal word	Danger
Pictogram(s)	Flame Flammables GHS02 Corrosion Corrosives GHS05
GHS Hazard Statements	H226:Flammable liquids H314:Skin corrosion/irritation
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.