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674613

Sigma-Aldrich

Tetrakis(dimethylamino)ethylene

Sinonimo/i:

Octamethylethylenetetramine, TDAE

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About This Item

Formula condensata:
[(CH3)2N]2C=C[N(CH3)2]2
Numero CAS:
996-70-3
Peso molecolare:
200.32
Beilstein:
1705900
Numero CE:
213-638-1
Numero MDL:
MFCD00009601
Codice UNSPSC:
12352116
ID PubChem:
24885226
NACRES:
NA.22

Livello qualitativo

100

Impiego in reazioni chimiche

reaction type: C-C Bond Formation

Indice di rifrazione

n20/D 1.48 (lit.)

P. eboll.

59 °C/0.9 mmHg (lit.)

Densità

0.861 g/mL at 25 °C (lit.)

Stringa SMILE

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
CBXRMKZFYQISIV-UHFFFAOYSA-N

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Applicazioni

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.

Pittogrammi

FlameCorrosion
GHS02,GHS05

Avvertenze

Danger

Indicazioni di pericolo

H226,H314

Classi di pericolo

Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

127.4 °F - closed cup

Punto d’infiammabilità (°C)

53 °C - closed cup

Dispositivi di protezione individuale

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificati d'analisi (COA)

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Articoli

Tetrakis(dimethylamino)ethylene (TDAE)

In 2001, Professor William Dolbier, Jr., at the University of Florida reported1 an approach to nucleophilic trifluoromethylation based on the generation of a trifluoromethyl anion using CF3I in the presence of a powerful twoelectron reductant, tetrakis(dimethylamino)ethylene (TDAE)

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