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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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
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
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)
A J Gutierrez et al.
Nucleosides, nucleotides & nucleic acids, 20(4-7), 1299-1302 (2001-09-21)
Chlorotrimethylsilane completely dealkylates phosphonate esters at elevated temperature in a sealed reaction vessel. These conditions are tolerated by a variety of functional groups and lead to high conversions of dimethyl, diethyl and diisopropyl phosphonates to their corresponding phosphonic acids.
Igor Pastirk et al.
Applied optics, 46(19), 4041-4045 (2007-06-16)
Phase-shaped femtosecond laser pulses and mass spectrometry were implemented as a tool for improving molecular identification. We demonstrate that the specific lines in the mass spectra of several chemical warfare simulants are sensitive to the phase characteristics of the incident
Yeonju Kim et al.
Nanotechnology, 21(49), 495501-495501 (2010-11-17)
Single-walled carbon nanotube (SWNT) networks were used to detect hazardous dimethyl-methyl-phosphonate (DMMP) gas in real time, employing two different metals as electrodes. Random networks of SWNTs were simply obtained by drop-casting a SWNT-containing solution onto a surface-oxidized Si substrate. Although
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