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D178454

Dimethyl phosphite

98%

Synonym(s):

Dimethoxyphosphine oxide, Dimethyl hydrogen phosphite, Dimethyl hydrogen phosphonate, Dimethyl phosphonate, Hydrogen dimethyl phosphite

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About This Item

Linear Formula:
(CH3O)2P(O)H
CAS Number:
868-85-9
Molecular Weight:
110.05
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24893543
EC Number:
212-783-8
Beilstein/REAXYS Number:
1697490
MDL number:
MFCD00044633
Assay:
98%
Form:
liquid
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Quality Segment

assay

98%

form

liquid

impurities

≤0.5% trimethyl phosphate, ≤1% methyl alcohol

refractive index

n20/D 1.402 (lit.)

bp

170-171 °C (lit.)

density

1.2 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/C2H7O3P/c1-4-6(3)5-2/h6H,1-2H3

InChI key

HZCDANOFLILNSA-UHFFFAOYSA-N

Application

Dimethyl phosphite may be used as an effective alternative to organic tin hydrides as radical reducing agents for organic halides, thionoesters, and isocyanides to form the corresponding hydrocarbons. Radical translocation/cyclization reactions of terminal alkynes to form cyclic phosphonates can also be effectively carried using dimethyl phosphite as a reagent under tin-free condition.
Dimethyl phosphite is used in the synthesis of α-aminophosphonates, which are medicinally important phosphorus analogs of amino acids, by treating with an amine and an aldehyde or a ketone. It can also be employed in asymmetric hydrophosphonylation of aldehydes to synthesize optically active α-hydroxy phosphonates.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Classifications

Aquatic Chronic 3 - Carc. 2 - Muta. 2 - Skin Sens. 1

Storage Class

10 - Combustible liquids

WGK

WGK 1

Flash Point (°F)

158.0 °F - closed cup

Flash Point (°C)

70 °C - closed cup

PPE (personal protective equipment)

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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