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674613

Sigma-Aldrich

Tetrakis(dimethylamino)ethylene

Sinônimo(s):

Octamethylethylenetetramine, TDAE

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About This Item

Fórmula linear:
[(CH3)2N]2C=C[N(CH3)2]2
Número CAS:
996-70-3
Peso molecular:
200.32
Beilstein:
1705900
Número CE:
213-638-1
Número MDL:
MFCD00009601
Código UNSPSC:
12352116
ID de substância PubChem:
24885226
NACRES:
NA.22

adequação da reação

reaction type: C-C Bond Formation

índice de refração

n20/D 1.48 (lit.)

pb

59 °C/0.9 mmHg (lit.)

densidade

0.861 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

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

chave InChI

CBXRMKZFYQISIV-UHFFFAOYSA-N

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Categorias relacionadas

Aplicação

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.

Pictogramas

FlameCorrosion
GHS02,GHS05

Palavra indicadora

Danger

Frases de perigo

H226,H314

Classificações de perigo

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

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

127.4 °F - closed cup

Ponto de fulgor (°C)

53 °C - closed cup

Equipamento de proteção individual

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

Certificados de análise (COA)

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Patrick Weis et al.
Physical chemistry chemical physics : PCCP, 21(35), 18877-18892 (2019-08-23)
We present high-resolution trapped ion mobility spectrometry (TIMS) measurements for fullerene ions in molecular nitrogen. Three different charge states were studied (monocations, monoanions and dianions) with fullerenes ranging in size from C60 to C150. Ions were prepared by either electrospray
Wen-Bin Luo et al.
Advanced materials (Deerfield Beach, Fla.), 27(43), 6862-6869 (2015-09-25)
Porous AgPd-Pd composite nanotubes (NTs) are used as an efficient bifunctional catalyst for the oxygen reduction and evolution reactions in lithium-oxygen batteries. The porous NT structure can facilitate rapid O2 and electrolyte diffusion through the NTs and provide abundant catalytic
Tetrahedron Letters, 47, 5565-5565 (2006)
Hong Wang et al.
Advanced materials (Deerfield Beach, Fla.), 27(43), 6855-6861 (2015-10-02)
Hybrids of carbon nanotubes (CNTs) and poly(3,4-ethylenedioxythiophene) (PEDOT) treated by tetrakis(dimethylamino)ethylene (TDAE) have large n-type voltages in response to temperature differences. The reduced carrier concentration by TDAE reduction and partially percolated CNT networks embedded in the PEDOT matrix result in
Kyungwho Choi et al.
ACS applied materials & interfaces, 10(28), 23891-23899 (2018-06-28)
Thermoelectric (TE) energy conversion with nontraditional organic materials is promising in wearable electronics and roll-to-roll manufacturing because of mechanical flexibility, lightweight, and easy processing. Although typical organic materials have a benefit of low thermal conductivity that creates a large temperature
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Artigos

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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