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Key Documents

762334

Sigma-Aldrich

Diethyl methylphosphonite

97%

Synonym(s):

Diethoxymethylphosphine

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About This Item

Empirical Formula (Hill Notation):
C5H13O2P
CAS Number:
Molecular Weight:
136.13
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand

refractive index

n20/D 1.419

density

0.907 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CCOP(C)OCC

InChI

1S/C5H13O2P/c1-4-6-8(3)7-5-2/h4-5H2,1-3H3

InChI key

NSSMTQDEWVTEKN-UHFFFAOYSA-N

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Application

Diethyl methylphosphonite can be used as a mild reducing reagent in the oxalimide cyclization of oxalylazetidinonyl thiocarbonates and thioesters. It can also be used in the synthesis of β-carboxamido-phosphon(in)ic acids as potential inhibitors of human mast cell chymase.

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

84.9 °F

Flash Point(C)

29.4 °C


Certificates of Analysis (COA)

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Alkylphosphonous acid diesters, novel reagents for the oxalimide cyclization to penems.
Budt K H, et al.
Tetrahedron Letters, 33(37), 5331-5334 (1992)
Discovery of potent, selective, orally active, nonpeptide inhibitors of human mast cell chymase.
Greco M N, et al.
Journal of Medicinal Chemistry, 50(8), 1727-1730 (2007)

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