Merck
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T79758

Sigma-Aldrich

Trimethyl phosphonoacetate

98%

Synonym(s):
(Carboxymethyl)phosphonic acid trimethyl ester, NSC 84262
Linear Formula:
(CH3O)2P(O)CH2CO2CH3
CAS Number:
Molecular Weight:
182.11
Beilstein:
1865177
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

98%

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.437 (lit.)

bp

118 °C/0.85 mmHg (lit.)
265-268 °C (lit.)

density

1.125 g/mL at 25 °C (lit.)

SMILES string

COC(=O)CP(=O)(OC)OC

InChI

1S/C5H11O5P/c1-8-5(6)4-11(7,9-2)10-3/h4H2,1-3H3

InChI key

SIGOIUCRXKUEIG-UHFFFAOYSA-N

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Application

Reactant involved in:
  • Intramolecular Mannich-type reactions to produce the sarain A diazatricyclic core
  • Organocatalytic oxa-Michael reactions
  • Prenylation and geranylation of oxindoles
  • Intramolecular Horner-Wadsworth-Emmons reactions
  • Olefin cross-metathesis / heterocyclization

Packaging

25, 100 g in glass bottle

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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