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D99234 Sigma-Aldrich

Diethyl phosphite

98%

  • CAS Number 762-04-9

  • Linear Formula (C2H5O)2P(O)H

  • Molecular Weight 138.10

  •  Beilstein/REAXYS Number 605759

  •  EC Number 212-091-6

  •  MDL number MFCD00044573

  •  PubChem Substance ID 24894335

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Synthesis, Organic Building Blocks, Organic Phosphates/Phosphites, Phosphorus Compounds More...
Quality Level   200
assay   98%
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

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.

Packaging

250 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
TG7875000

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles
Peer-Reviewed Papers
15

References

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