dimethyl[tris(dimethylamino)ethenyl]amine

• ChemBase ID: 140149
• Molecular Formular: C10H24N4
• Molecular Mass: 200.32436
• Monoisotopic Mass: 200.20009679
• SMILES: CN(C)C(=C(N(C)C)N(C)C)N(C)C
• Canonical SMILES: CN(C(=C(N(C)C)N(C)C)N(C)C)C
• InChI: InChI=1S/C10H24N4/c1-11(2)9(12(3)4)10(13(5)6)14(7)8/h1-8H3
• InChIKey: CBXRMKZFYQISIV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl[tris(dimethylamino)ethenyl]amine
• IUPAC Traditional name: dimethyl[tris(dimethylamino)ethenyl]amine
• Synonyms: TDAE; Octamethylethylenetetramine; Tetrakis(dimethylamino)ethylene; 四(乙氨基)乙烯; 四(二甲氨基)乙烯

Database IDs

• CAS Number: 996-70-3
• EC Number: 213-638-1
• MDL Number: MFCD00009601
• Beilstein Number: 1705900
• PubChem SID: 162234393; 24885226
• PubChem CID: 70455

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -1.8566071
• LogD (pH = 7.4): -0.15109898
• Log P: 1.1959368
• Molar Refractivity: 83.3954 cm^3
• Polarizability: 23.449621 Å^3
• Polar Surface Area: 12.96 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 59 °C/0.9 mmHg(lit.)
• Flash Point: 127.4 °F; 53 °C
• Density: 0.861 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.48(lit.)

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 2734
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 10-34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS02; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H226-H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2734 8/PG 2

Product Information

• Linear Formula: [(CH3)2N]2C=C[N(CH3)2]2

DETAILS

Sigma Aldrich - 674613

Application
Reagent used to convert α-bromoketones into 1,4-diketones.8
Involved in TDAE methodology1 for coupling and intramolecular Buchwald reactions2Acts as a reducing agent3,4Reactant involved in:
• Dioxygenation5
• Insertion of aluminum anion into the C-N bond6
• Chemiluminescent reactions with oxygen7
Packaging
1, 10, 50 g in glass bottle