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674613

Sigma-Aldrich

Tetrakis(dimethylamino)ethylen

Synonym(e):

Octamethylethylentetramin, TDAE

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About This Item

Lineare Formel:
[(CH3)2N]2C=C[N(CH3)2]2
CAS-Nummer:
996-70-3
Molekulargewicht:
200.32
Beilstein:
1705900
EG-Nummer:
213-638-1
MDL-Nummer:
MFCD00009601
UNSPSC-Code:
12352116
PubChem Substanz-ID:
24885226
NACRES:
NA.22

Qualitätsniveau

100

Eignung der Reaktion

reaction type: C-C Bond Formation

Brechungsindex

n20/D 1.48 (lit.)

bp

59 °C/0.9 mmHg (lit.)

Dichte

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

InChIKey

CBXRMKZFYQISIV-UHFFFAOYSA-N

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Anwendung

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.

Piktogramme

FlameCorrosion
GHS02,GHS05

Signalwort

Danger

H-Sätze

H226,H314

Gefahreneinstufungen

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

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

127.4 °F - closed cup

Flammpunkt (°C)

53 °C - closed cup

Persönliche Schutzausrüstung

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

Analysenzertifikate (COA)

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Sigma-Aldrich

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Sigma-Aldrich

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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)
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
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
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Artikel

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)

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

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