674613

Tetrakis(dimethylamino)ethylene

• Synonym(s): Octamethylethylenetetramine, TDAE
• Linear Formula: [(CH₃)₂N]₂C=C[N(CH₃)₂]₂
• CAS Number: 996-70-3
• Molecular Weight: 200.32
• Beilstein: 1705900
• EC Number: 213-638-1
• MDL number: MFCD00009601
• UNSPSC Code: 12352116
• PubChem Substance ID: 24885226
• NACRES: NA.22

Properties

• reaction suitability: reaction type: C-C Bond Formation
• refractive index: n20/D 1.48 (lit.)
• bp: 59 °C/0.9 mmHg (lit.)
• density: 0.861 g/mL at 25 °C (lit.)
• SMILES string: CN(C)\C(N(C)C)=C(\N(C)C)N(C)C
• InChI: 1S/C10H24N4/c1-11(2)9(12(3)4)10(13(5)6)14(7)8/h1-8H3
• InChI key: CBXRMKZFYQISIV-UHFFFAOYSA-N

Description

Application

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

Reagent used to convert α-bromoketones into 1,4-diketones.

Safety Information

• Pictograms: GHS02,GHS05
• Signal Word: Danger
• Hazard Statements: H226,H314
• Precautionary Statements: P210 - P233 - P240 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 127.4 °F - closed cup
• Flash Point(C): 53 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves