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365920

Sigma-Aldrich

Diethyl phosphite

technical grade, 94%

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About This Item

Formule linéaire :
(C2H5O)2P(O)H
Numéro CAS:
762-04-9
Poids moléculaire :
138.10
Numéro Beilstein :
605759
Numéro MDL:
MFCD00044573
Code UNSPSC :
12352100
ID de substance PubChem :
24862594
Nomenclature NACRES :
NA.22

Qualité

technical grade

Niveau de qualité

200

Pureté

94%

Forme

liquid

Indice de réfraction

n20/D 1.407 (lit.)

Point d'ébullition

50-51 °C/2 mmHg (lit.)

Densité

1.072 g/mL at 25 °C (lit.)

Chaîne SMILES 

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

InChI

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

Clé InChI

MJUJXFBTEFXVKU-UHFFFAOYSA-N

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Description générale

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

Pictogrammes

CorrosionExclamation mark
GHS05,GHS07

Mention d'avertissement

Danger

Mentions de danger

H317,H318

Classification des risques

Eye Dam. 1 - Skin Sens. 1B

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

179.6 °F - closed cup

Point d'éclair (°C)

82 °C - closed cup

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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
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.

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