D99234

Diethyl phosphite

98%

• Synonym(s): Diethoxyphosphine oxide, Diethyl acid phosphite, Diethyl hydrogen phosphite, Diethyl phosphonate, Hydrogen diethyl phosphite
• Linear Formula: (C₂H₅O)₂P(O)H
• CAS Number: 762-04-9
• Molecular Weight: 138.10
• Beilstein/REAXYS Number: 605759
• EC Number: 212-091-6
• MDL number: MFCD00044573
• UNSPSC Code: 12352100
• PubChem Substance ID: 24894335
• NACRES: NA.22

Properties

• Quality Level: 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

Description

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.

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H317,H318
• pcodes: P261 - P272 - P280 - P302 + P352 - P305 + P351 + P338 - P333 + P313
• Hazard Classifications: Eye Dam. 1 - Skin Sens. 1B
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 1
• flash_point_f: 179.6 °F - closed cup
• flash_point_c: 82 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter