| Identification | Back Directory | [Name]
DIMETHYLPHOSPHINE OXIDE | [CAS]
7211-39-4 | [Synonyms]
Einecs 230-591-2
Dimethyl-Oxophosphonium
DIMETHYLPHOSPHINE OXIDE
Methylphosphinoylmethane
DIMETHYLPHOSPHINOUS ACID
Keto-Dimethyl-Phosphonium
Phosphine oxide, diMethyl-
Dimethylphosphine oxide, min. 95%
Phosphine oxide, dimethyl- (6CI,8CI,9CI)
Dimethylphosphine Oxide
Dimethyl-Oxo-Phosphonium | [EINECS(EC#)]
230-591-2 | [Molecular Formula]
C2H7OP | [MDL Number]
MFCD01634721 | [MOL File]
7211-39-4.mol | [Molecular Weight]
78.0501 |
| Chemical Properties | Back Directory | [Boiling point ]
65-67 °C(Press: 6 Torr) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [form ]
liquid | [color ]
white solid to light yellow | [Sensitive ]
air sensitive | [InChI]
InChI=1S/C2H7OP/c1-4(2)3/h4H,1-2H3 | [InChIKey]
HGDIHUZVQPKSMO-UHFFFAOYSA-N | [SMILES]
P(=O)(C)C |
| Hazard Information | Back Directory | [Description]
Dimethylphosphine oxide is an organophosphorus compound. It can be used for the preparation of triacrylphosphine oxide. It can be used as an asymmetric catalyst. In addition, it can be used for the preparation of alkenyldiphenylphosphine oxides, and Horner-Witting reagents. In addition, it is also a kind of capping ligand in organic chemistry.
| [Chemical Properties]
Dimethylphosphine oxide is a colorless liquid that soluble in polar organic solvents.It exists as the phosphine oxide, not the hydroxy tautomer.
| [Uses]
Dimethylphosphine Oxide is used in preparation of substituted piperazine derivatives as DGKα/DGKζ inhibitors for the treatment of viral infections and cancer. | [Application]
Dimethylphosphine oxide (DMPO) is a hydrogen bonding receptor that can be used to prepare ALK inhibitor compounds (WX-0593) containing DMPO molecules. The results of enzyme assay experiments showed that WX-0593 has high activity against wild-type and mutant ALK, and also inhibits ROS1WT in Ba/F3 cell line very well. In addition, WX-0593 is currently undergoing a phase I/II trial in ALK-positive NSCLC and is expected to be used for the treatment of ROS1-positive NSCLC. | [Reactions]
Chlorination gives dimethylphosphoryl chloride. It undergoes hydroxymethylation with formaldehyde.
Me2P(O)H+CH2O→Me2P(O)CH2OH
Many aldehydes effect a similar reaction.
| [Synthesis]
The compound is produced by hydrolysis of chlorodimethylphosphine:
Me2PCl + H2O→ Me2P(O)H + HCl
It is also possible to use methanol instead of ethanol instead of water, and the byproduct is chloromethane.
| [References]
https://en.wikipedia.org/wiki/Dimethylphosphine_oxide
http://www.sigmaaldrich.com/catalog/product/aldrich/287881?lang=en®ion=US
Ganesan, Paramasivam, and S. Lakshmipathi. "Impact of heterogeneous passivation of trimethylphosphine oxide and di-methylphosphine oxide surface ligands on the electronic structure of Cd n Se n, (n =6, 15) quantum dots: A DFT study." Physica E: Low-dimensional Systems and Nanostructures 83(2016):284-296.
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