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Merck

365920

Sigma-Aldrich

亚磷酸二乙酯

technical grade, 94%

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About This Item

线性分子式:
(C2H5O)2P(O)H
CAS号:
分子量:
138.10
Beilstein:
605759
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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等级

technical grade

质量水平

方案

94%

表单

liquid

折射率

n20/D 1.407 (lit.)

沸点

50-51 °C/2 mmHg (lit.)

密度

1.072 g/mL at 25 °C (lit.)

SMILES字符串

[H]P(=O)(OCC)OCC

InChI

1S/C4H11O3P/c1-3-6-8(5)7-4-2/h8H,3-4H2,1-2H3

InChI key

MJUJXFBTEFXVKU-UHFFFAOYSA-N

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一般描述

Diethyl phosphite is reported to be chemical warfare agent (CWA) simulant, simulant for nerve agents sarin, soman, tabun, and VX.[1]

应用

Diethyl phosphite may be used to prepare the nickel chloride-diethyl phosphite system, efficient catalyst for the cross-coupling reaction between various functionalized arylzinc halides and aryl bromides, triflates and activated chlorides.[2] It may be used:
  • in the stereoselective synthesis of β-fluorinated alkylphosphonates[3]
  • in the synthesis of homoallylic bromide[4]
  • in the synthesis of series of carbazole-based α-aminophosphonates[5]

象形图

CorrosionExclamation mark

警示用语:

Danger

危险声明

危险分类

Eye Dam. 1 - Skin Sens. 1B

储存分类代码

10 - Combustible liquids

WGK

WGK 2

闪点(°F)

179.6 °F - closed cup

闪点(°C)

82 °C - closed cup


历史批次信息供参考:

分析证书(COA)

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Chengwei Zhang et al.
Journal of the American Chemical Society, 135(38), 14082-14085 (2013-09-13)
We report herein a mild and catalytic phosphonofluorination of unactivated alkenes. With catalysis by AgNO3, the condensation of various unactivated alkenes with diethyl phosphite and Selectfluor reagent in CH2Cl2/H2O/HOAc at 40 °C led to the efficient synthesis of β-fluorinated alkylphosphonates
Wenke Qi et al.
The Journal of organic chemistry, 78(12), 5918-5924 (2013-05-22)
Cyclopropyl Grignard reagents react with carbonyl compounds in the presence of diethyl phosphite to give homoallylic bromides. The reaction is effectively carried out under mild conditions in a one-pot fashion with moderate to good yields.
Adam M Graichen et al.
Journal of the American Society for Mass Spectrometry, 24(6), 917-925 (2013-03-28)
The gas-phase reactions of a series of coordinatively unsaturated [Ni(L)n](y+) complexes, where L is a nitrogen-containing ligand, with chemical warfare agent (CWA) simulants in a miniature rectilinear ion trap mass spectrometer were investigated as part of a new approach to
Anil Kumar Mungara et al.
Chemical & pharmaceutical bulletin, 60(12), 1531-1537 (2012-09-19)
A novel series of carbazole-based α-aminophosphonates were synthesized by three component coupling of 6-bromo-9-ethyl-9H-carbazole-3-carbaldehyde, amine and diethyl phosphite using polyethylene glycol (PEG-400) as a green reaction media. The antiproliferative activity of these molecules was evaluated against three cancer cell lines.
Andrei Gavryushin et al.
Organic letters, 7(22), 4871-4874 (2005-10-21)
[reaction: see text] The combination of diethyl phosphite and DMAP as ligands for nickel in an 8:1 THF-N-ethylpyrrolidinone (NEP) mixture allows a very efficient cross-coupling reaction to be performed between various functionalized arylzinc halides and aryl bromides, triflates and activated

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