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Key Documents

158763

Sigma-Aldrich

Methyl diethylphosphonoacetate

97%

Synonym(s):

Methyl P,P-diethylphosphonoacetate, (Methoxycarbonylmethyl) diethoxyphosphine oxide, NSC 147757, [(Methoxycarbonyl)methyl]phosphonic acid diethyl ester

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About This Item

Linear Formula:
(C2H5O)2P(O)CH2CO2CH3
CAS Number:
Molecular Weight:
210.16
Beilstein:
1782397
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.433 (lit.)

bp

127-131 °C/9 mmHg (lit.)

density

1.145 g/mL at 25 °C (lit.)

SMILES string

CCOP(=O)(CC(=O)OC)OCC

InChI

1S/C7H15O5P/c1-4-11-13(9,12-5-2)6-7(8)10-3/h4-6H2,1-3H3

InChI key

CTSAXXHOGZNKJR-UHFFFAOYSA-N

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Application

Reactant or reagent for:
  • Synthesis of branches allylic fluorides
  • Regioselective Diels-Alder reactions to yield antibiotic building blocks
  • Substituted thiophenes and furans synthesis for treatment of type 2 diabetes
  • Stereoselective Diels-Alder cycloaddition reactions
  • Synthesis of pyridone alkaloids with neuritogenic activity
  • Modification of botulinum neurotoxin serotype A protease inhibitors
  • Synthesis of immunosuppressive cyclopentanediol derivatives

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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