디메틸포스핀옥사이드

한글명:디메틸포스핀옥사이드

카스 번호7211-39-4

상품명:DIMETHYLPHOSPHINE OXIDE

CBNumberCB7447743

분자식C2H7OP

포뮬러 무게78.05

MOL 파일7211-39-4.mol

동의어(한글)

디메틸포스핀옥사이드

화학적 성질

끓는 점	65-67 °C(Press: 6 Torr)
저장 조건	under inert gas (nitrogen or Argon) at 2–8 °C
물리적 상태	액체
색상	흰색 고체에서 밝은 노란색까지
감도	air sensitive
InChI	InChI=1S/C2H7OP/c1-4(2)3/h4H,1-2H3
InChIKey	HGDIHUZVQPKSMO-UHFFFAOYSA-N
SMILES	P(=O)(C)C

그림문자(GHS)

디메틸포스핀옥사이드 화학적 특성, 용도, 생산

개요
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.
화학적 성질
Dimethylphosphine oxide is a colorless liquid that soluble in polar organic solvents.It exists as the phosphine oxide, not the hydroxy tautomer.
용도
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).
주요 응용
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.
화학 반응
Chlorination gives dimethylphosphoryl chloride. It undergoes hydroxymethylation with formaldehyde. Me2P(O)H+CH2O→Me2P(O)CH2OH Many aldehydes effect a similar reaction.
참고 문헌
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.

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