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Merck
CN

365920

亚磷酸二乙酯

technical grade, 94%

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线性分子式:
(C2H5O)2P(O)H
化学文摘社编号:
分子量:
138.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
605759
Assay:
94%
Form:
liquid
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InChI

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

SMILES string

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

InChI key

MJUJXFBTEFXVKU-UHFFFAOYSA-N

grade

technical grade

assay

94%

form

liquid

Quality Level

bp

50-51 °C/2 mmHg (lit.)

density

1.072 g/mL at 25 °C (lit.)

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General description

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

Application

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. It may be used:
  • in the stereoselective synthesis of β-fluorinated alkylphosphonates
  • in the synthesis of homoallylic bromide
  • in the synthesis of series of carbazole-based α-aminophosphonates

pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Sens. 1B

存储类别

10 - Combustible liquids

wgk

WGK 2

flash_point_f

179.6 °F - closed cup

flash_point_c

82 °C - closed cup

法规信息

监管及禁止进口产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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.
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
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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