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Merck
CN

D178454

亚磷酸二甲酯

98%

别名:

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

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关于此项目

线性分子式:
(CH3O)2P(O)H
化学文摘社编号:
分子量:
110.05
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-783-8
Beilstein/REAXYS Number:
1697490
MDL number:
Assay:
98%
Form:
liquid
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Quality Level

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

signalword

Warning

Hazard Classifications

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

存储类别

10 - Combustible liquids

wgk

WGK 1

flash_point_f

158.0 °F - closed cup

flash_point_c

70 °C - closed cup

ppe

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

法规信息

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分析证书(COA)

Lot/Batch Number

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Microwave-assisted solvent-free and catalyst-free Kabachnik?Fields reactions for α-amino phosphonates.
Mu X J, et al.
Tetrahedron Letters, 47(7), 1125-1127 (2006)
Zirconium (IV) compounds as efficient catalysts for synthesis of α-aminophosphonates.
Bhagat S and Chakraborti A K
The Journal of Organic Chemistry, 73(15), 6029-6032 (2008)
Dimethyl hydrogen phosphite.
IARC monographs on the evaluation of carcinogenic risks to humans, 48, 85-93 (1990-01-01)



全球贸易项目编号

货号GTIN
D178454-500G04061833560747
D178454-25G04061833560730