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Merck
CN

674613

四(二甲氨基)乙烯

别名:

TDAE, 四(乙氨基)乙烯

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线性分子式:
[(CH3)2N]2C=C[N(CH3)2]2
化学文摘社编号:
996-70-3
分子量:
200.32
UNSPSC Code:
12352116
PubChem Substance ID:
24885226
NACRES:
NA.22
EC Number:
213-638-1
MDL number:
MFCD00009601
Beilstein/REAXYS Number:
1705900

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SMILES string

[CN(C)\C(N(C)C)=C(\N(C)C)N(C)C]
CN(C)\C(N(C)C)=C(\N(C)C)N(C)C

InChI key

[CBXRMKZFYQISIV-UHFFFAOYSA-N]
CBXRMKZFYQISIV-UHFFFAOYSA-N

InChI

[1S/C10H24N4/c1-11(2)9(12(3)4)10(13(5)6)14(7)8/h1-8H3]
1S/C10H24N4/c1-11(2)9(12(3)4)10(13(5)6)14(7)8/h1-8H3

assay

≥85.0%

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n/D 1.48 ((lit.))
n20/D 1.48 (lit.)

bp

59 °C ((lit.))
59 °C/0.9 mmHg (lit.)

density

0.861 g/mL at 25 °C ((lit.))
0.861 g/mL at 25 °C (lit.)

functional group

amine

Quality Level

100

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相关类别

Application

参与TDAE催化的偶联反应和分子内Buchwald反应

作为还原剂

作为以下过程的反应物：
  • 双氧合反应
  • 将铝阴离子插入C-N键
  • 与氧气的化学发光反应
用于将 α-溴代酮类化合物转化成 1,4-二酮类化合物。

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

hcodes

H226,H314

Hazard Classifications

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

存储类别

3 - Flammable liquids

wgk

WGK 3

flash_point_f

127.4 °F - closed cup

flash_point_c

53 °C - closed cup

ppe

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

法规信息

危险化学品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCZ8369
MKCZ7350
MKCX8190
MKCX0947
MKCT7378

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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
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
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
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Journal of chromatography. A, 1566, 13-22 (2018-06-28)
Polycyclic Aromatic Hydrocarbons (PAHs) have been detected in rubber and plastic components of a number of consumer products such as toys, tools for domestic use, sports equipment, and footwear, with carbon black and extender oils having been identified as principal
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商品

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)

四（二甲基氨基）乙烯（TDAE）

在2001年，佛罗里达大学的William Dolbier，Jr.教授报告了一种亲核三氟甲基化的方法，该方法基于在强力双电子还原剂四（二甲基氨基）乙烯（TDAE）存在下使用CF3I生成三氟甲基阴离子。

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