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: 2026-05-27 17:40:09
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. |
Computed Descriptors for TETRAKIS(DIMETHYLAMINO)ETHYLENE
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