79525

Triethyl phosphonoacetate

purum, ≥97.0% (GC)

• Synonym(s): (Diethoxyphosphinyl)acetic acid ethyl ester, Diethyl ethoxycarbonylmethylphosphonate, NSC 13898, NSC 16128, Triethyl carboxymethylphosphonate
• Linear Formula: (C₂H₅O)₂P(O)CH₂CO₂C₂H₅
• CAS Number: 867-13-0
• Molecular Weight: 224.19
• Beilstein: 1343714
• EC Number: 212-757-6
• MDL number: MFCD00009177
• UNSPSC Code: 12352108
• PubChem Substance ID: 329768474
• NACRES: NA.22

Properties

• grade: purum
• Quality Level: 100
• Assay: ≥97.0% (GC)
• form: liquid
• reaction suitability: reaction type: C-C Bond Formation
• refractive index: n20/D 1.431 (lit.); n20/D 1.432
• bp: 142-145 °C/9 mmHg (lit.)
• density: 1.13 g/mL at 25 °C (lit.)
• functional group: ester; phosphonate
• SMILES string: CCOC(=O)CP(=O)(OCC)OCC
• InChI: 1S/C8H17O5P/c1-4-11-8(9)7-14(10,12-5-2)13-6-3/h4-7H2,1-3H3
• InChI key: GGUBFICZYGKNTD-UHFFFAOYSA-N

Description

Application

Reactant involved in:

• Horner-Wadsworth-Emmons reactions
• Intramolecular Heck-type cyclization and isomerizations
• Tsuji-Trost type reactions
• Intramolecular aryne-ene reactions
• Synthesis of aldehydes

Other Notes

A Horner-Wittig reagent, review; Improved procedure for the C₂ homologation of esters to α,β-unsaturated esters; Synthesis of α-(hydroxymethyl)acrylate

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H319
• Precautionary Statements: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Hazard Classifications: Eye Irrit. 2
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 2
• Flash Point(F): 221.0 °F - closed cup
• Flash Point(C): 105 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves