TETRAKIS(DIMETHYLAMINO)ETHYLENE

TETRAKIS(DIMETHYLAMINO)ETHYLENE Basic information
Product Name:TETRAKIS(DIMETHYLAMINO)ETHYLENE
Synonyms:TETRAKIS(DIMETHYLAMINO)ETHYLENE;OCTAMETHYL-ETHYLENETETRAMINE;Ethenetetramine, octamethyl-;octamethyl-ethenetetramin;LABOTEST-BB LT00455105;Tetrakis(dimethylamino)ethylene,97%;N,N',N'',N'''-tetramethylethylenediylidenetetraamine;tetrakis(diethylamino)ethylene
CAS:996-70-3
MF:C10H24N4
MW:200.33
EINECS:213-638-1
Product Categories:Benzoquinones, etc. (Charge Transfer Complexes);Charge Transfer Complexes for Organic Metals;Functional Materials
Mol File:996-70-3.mol
TETRAKIS(DIMETHYLAMINO)ETHYLENE Structure
TETRAKIS(DIMETHYLAMINO)ETHYLENE Chemical Properties
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.)
Fp 53°C
storage temp. 0-10°C
pka6.47±0.70(Predicted)
form clear liquid
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 Reference996-70-3
NIST Chemistry ReferenceTetrakis(dimethylamino)ethylene(996-70-3)
EPA Substance Registry SystemEthenetetramine, octamethyl- (996-70-3)
Safety Information
Hazard Codes C
Risk Statements 10-34
Safety Statements 16-27-36/37/39-45-26
RIDADR 3286
WGK Germany 3
HS Code 2921.29.0055
HazardClass 3.2
PackingGroup III
MSDS Information
ProviderLanguage
ALFA English
TETRAKIS(DIMETHYLAMINO)ETHYLENE Usage And Synthesis
Chemical Propertieslight yellow-green liquid with an unpleasant
UsesInvolved 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
Purification MethodsImpurities 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.]
TETRAKIS(DIMETHYLAMINO)ETHYLENE Preparation Products And Raw materials
Raw materialsN-METHYLFULLEROPYRROLIDINE-->(DIMETHYLAMINOMETHYLENE)DIMETHYLAMMONIUM CHLORIDE-->TRIS(DIMETHYLAMINO)METHANE-->Chlorotrifluoroethylene
DiMethyl 2-(1,3-Dithiole)phosphonate (12a,18a)-5,6,12,12a,13,18,18a,19-Octahydro-5,6-dimethyl-13,18[1',2']-benzenobisbenzimidazo [1,2-b:2',1'-d]benzo[i][2.5]benzodiazocine TETRAKIS(DIMETHYLAMINO)ETHYLENE BIS(1,3-DIPHENYL-2-IMIDAZOLIDINYLIDENE) 11,12-Bis[1,3-dihydro-3-(i-propyl)-2H-benzimidazol-2-ylidene-3-methylene]-9,10-dihydro-9,10-ethanoanthracene

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