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674613

Sigma-Aldrich

Tetrakis(dimethylamino)ethylene

Synonym(s):
Octamethylethylenetetramine, TDAE
Linear Formula:
[(CH3)2N]2C=C[N(CH3)2]2
CAS Number:
Molecular Weight:
200.32
Beilstein:
1705900
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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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.

Packaging

1, 10, 50 g in glass bottle

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

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

Certificate of Analysis

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Certificate of Origin

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