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
InChI key
HZCDANOFLILNSA-UHFFFAOYSA-N
InChI
1S/C2H7O3P/c1-4-6(3)5-2/h6H,1-2H3
SMILES string
[H]P(=O)(OC)OC
assay
98%
form
liquid
impurities
≤0.5% trimethyl phosphate, ≤1% methyl alcohol
Quality Level
refractive index
n20/D 1.402 (lit.)
bp
170-171 °C (lit.)
density
1.2 g/mL at 25 °C (lit.)
Application
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.
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.
signalword
Warning
hcodes
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
监管及禁止进口产品
此项目有
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)
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)
Dimethyl Phosphite Mediated Hydrogen Atom Abstraction: A Tin?Free Procedure for the Preparation of Cyclopentane Derivatives.
Beaufils F, et al.
Angewandte Chemie (International Edition in English), 44(33), 5273-5275 (2005)
Synthesis of an Optically Active C1?Symmetric Al (salalen) Complex and Its Application to the Catalytic Hydrophosphonylation of Aldehydes.
Saito B and Katsuki T
Angewandte Chemie (International Edition in English), 117(29), 4676-4678 (2005)
I Pastirk et al.
The journal of physical chemistry. A, 109(11), 2413-2416 (2006-07-13)
Multidimensional chemical detection and identification based on phase shaped femtosecond laser pulses coupled to mass spectrometry is demonstrated. The method based on binary phase shaping (BPS) takes into account the accuracy and precision standards required by analytical chemistry. It couples
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