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365920

Sigma-Aldrich

Diethyl phosphite

technical grade, 94%

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About This Item

Fórmula lineal:
(C2H5O)2P(O)H
Número de CAS:
762-04-9
Peso molecular:
138.10
Beilstein:
605759
Número MDL:
MFCD00044573
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24862594
NACRES:
NA.22

grado

technical grade

Nivel de calidad

200

Análisis

94%

formulario

liquid

índice de refracción

n20/D 1.407 (lit.)

bp

50-51 °C/2 mmHg (lit.)

densidad

1.072 g/mL at 25 °C (lit.)

cadena SMILES

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

InChI

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

Clave InChI

MJUJXFBTEFXVKU-UHFFFAOYSA-N

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Descripción general

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

Aplicación

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

Pictogramas

CorrosionExclamation mark
GHS05,GHS07

Palabra de señalización

Danger

Frases de peligro

H317,H318

Clasificaciones de peligro

Eye Dam. 1 - Skin Sens. 1B

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

179.6 °F - closed cup

Punto de inflamabilidad (°C)

82 °C - closed cup

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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
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.
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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