Dimethylphosphinoxid

Bezeichnung:Dimethylphosphinoxid

CAS-Nr7211-39-4

Englisch Name:DIMETHYLPHOSPHINE OXIDE

CBNumberCB7447743

SummenformelC2H7OP

Molgewicht78.05

MOL-Datei7211-39-4.mol

Synonyma

Dimethylphosphinoxid

Dimethylphosphinoxid physikalisch-chemischer Eigenschaften

Siedepunkt	65-67 °C(Press: 6 Torr)
storage temp.	under inert gas (nitrogen or Argon) at 2–8 °C
Aggregatzustand	liquid
Farbe	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

Gefahreninformationscode (GHS)

DIMETHYLPHOSPHINE OXIDE Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
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.
Chemische Eigenschaften
Dimethylphosphine oxide is a colorless liquid that soluble in polar organic solvents.It exists as the phosphine oxide, not the hydroxy tautomer.
Verwenden
Dimethylphosphine Oxide is used in preparation of substituted piperazine derivatives as DGKα/DGKζ inhibitors for the treatment of viral infections and cancer. It is also used as an organic synthetic raw material for the preparation of (α-aminoalkyl)dimethylphosphine oxide enantiomers. Asymmetric synthesis of α-amino-α-polyfluoroalkyl dimethylphosphine oxides was accomplished through diastereoselective addition of dimethylphosphine oxide to enantiomeric Ellman's aldimines, RFCH=NS(O)tert-Bu (RF=CF3, CHF2, PhCF2).
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.
Reaktionen
Chlorination gives dimethylphosphoryl chloride. It undergoes hydroxymethylation with formaldehyde. Me2P(O)H+CH2O→Me2P(O)CH2OH Many aldehydes effect a similar reaction.
Einzelnachweise
https://en.wikipedia.org/wiki/Dimethylphosphine_oxide
http://www.sigmaaldrich.com/catalog/product/aldrich/287881?lang=en&region=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.

DIMETHYLPHOSPHINE OXIDE Upstream-Materialien And Downstream Produkte

Dimethylphosphinoxid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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