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D99234

Diethyl phosphite

98%

Synonym(s):

Diethoxyphosphine oxide, Diethyl acid phosphite, Diethyl hydrogen phosphite, Diethyl phosphonate, Hydrogen diethyl phosphite

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About This Item

Linear Formula:
(C2H5O)2P(O)H
CAS Number:
762-04-9
Molecular Weight:
138.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24894335
EC Number:
212-091-6
Beilstein/REAXYS Number:
605759
MDL number:
MFCD00044573
Assay:
98%
Form:
liquid
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Quality Segment

200

assay

98%

form

liquid

refractive index

n20/D 1.407 (lit.)

bp

50-51 °C/2 mmHg (lit.)

density

1.072 g/mL at 25 °C (lit.)

SMILES string

[H]P(=O)(OCC)OCC

InChI

1S/C4H11O3P/c1-3-6-8(5)7-4-2/h8H,3-4H2,1-2H3

InChI key

MJUJXFBTEFXVKU-UHFFFAOYSA-N

General description

Diethyl phosphite is the organophosphorus compound used as a phosphorylating agent in organic synthesis.

Application

Applications of diethyl phosphite (DEP):
  • It can undergo condensation with aldehydes or ketones and an amine to form α-aminophosphonates under solvent-free and catalyst-free conditions.
  • Reduction of gem-dibromo derivatives using diethyl phosphite in the presence of triethylamine gives monobromocyclopropanes.
  • Along with 4-dimethylaminopyridine, it can be used as a ligand for nickel-catalyzed cross-coupling of aryl and heteroaryl bromides, chlorides or sulfonates with arylzinc reagents.
  • It can be used for the catalytic asymmetric hydrophosphonylation of enones in the presence of a dinuclear zinc complex to form γ-oxo-phosphonates.
  • DEP can undergo Michael addition to α,β-unsaturated malonates to form β-phosphonomalonates in the presence of recyclable nano γ-ferric oxide-pyridine based catalyst.

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pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H317,H318

Hazard Classifications

Eye Dam. 1 - Skin Sens. 1B

Storage Class

10 - Combustible liquids

flash_point_f

179.6 °F - closed cup

flash_point_c

82 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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