Diphenylphosphite

Diphenylphosphite is a diorganophosphite with the formula (C6H5O)2P(O)H. The molecule is tetrahedral. It is a colorless viscous liquid. The compounds can be prepared by treating phosphorus trichloride with phenol. Many analogues can be prepared similarly. One illustrative reaction, diphenylphosphite, aldehydes, and amines react to afford aminophosphonates (Kabachnik–Fields reaction).[1]

Diphenylphosphite
Names
Preferred IUPAC name
Diphenyl phosphonate
Other names
Phosphonic acid, diphenyl ester
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.022.911
UNII
  • InChI=1S/C12H11O3P/c13-16(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h1-10,13H
    Key: FYOYCZHNDCCGCE-UHFFFAOYSA-N
  • C1=CC=C(C=C1)OP(O)OC2=CC=CC=C2
Properties
C12H11O3P
Molar mass 234.191 g·mol−1
Appearance colorless liquid
Density 1.2268 g/cm3
Melting point 12 °C (54 °F; 285 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

References
  1. Bhagat, Srikant; Chakraborti, Asit K. (2007). "An Extremely Efficient Three-Component Reaction of Aldehydes/Ketones, Amines, and Phosphites Kabachnik-Fields reaction for the Synthesis of α-Aminophosphonates Catalyzed by Magnesium Perchlorate". Journal of Organic Chemistry. 72 (4): 1263–1270. doi:10.1021/jo062140i. PMID 17253748.
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