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Merck
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文件

674613

Sigma-Aldrich

四(二甲氨基)乙烯

别名:

TDAE, 四(乙氨基)乙烯

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About This Item

线性分子式:
[(CH3)2N]2C=C[N(CH3)2]2
CAS号:
996-70-3
分子量:
200.32
Beilstein:
1705900
EC號碼:
213-638-1
MDL號碼:
MFCD00009601
分類程式碼代碼:
12352116
PubChem物質ID:
24885226
NACRES:
NA.22

反應適用性

reaction type: C-C Bond Formation

折射率

n20/D 1.48 (lit.)

bp

59 °C/0.9 mmHg (lit.)

密度

0.861 g/mL at 25 °C (lit.)

SMILES 字串

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 密鑰

CBXRMKZFYQISIV-UHFFFAOYSA-N

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相关类别

應用

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。

象形圖

FlameCorrosion
GHS02,GHS05

訊號詞

Danger

危險聲明

H226,H314

危險分類

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

儲存類別代碼

3 - Flammable liquids

水污染物質分類（WGK）

WGK 3

閃點（°F）

127.4 °F - closed cup

閃點（°C）

53 °C - closed cup

個人防護裝備

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

分析证书(COA)

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Tetrahedron Letters, 47, 5565-5565 (2006)
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
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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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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