Methyl diethylphosphonoacetate, 97%
Methyl diethylphosphonoacetate, 97%
Methyl diethylphosphonoacetate, 97%
Thermo Scientific Chemicals

Methyl diethylphosphonoacetate, 97%

CAS: 1067-74-9 | C7H15O5P | 210.166 g/mol
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500 g
Catalog number A10644.36
also known as A10644-36
Price (EUR)
538,00
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Quantity:
500 g
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Price (EUR)
538,00
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Chemical Identifiers
CAS1067-74-9
IUPAC Namemethyl 2-(diethoxyphosphoryl)acetate
Molecular FormulaC7H15O5P
InChI KeyCTSAXXHOGZNKJR-UHFFFAOYSA-N
SMILESCCOP(=O)(CC(=O)OC)OCC
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)Clear colorless
Assay (GC)≥96.0%
Refractive Index1.4300-1.4350 @ 20?C
FormLiquid
Methyl diethylphosphonoacetate is used as a reagent in the preparation of allylic fluorides compounds and in regioselective Diels-Alder reactions. It also serves as a reactant in the preparation of substituted thiophenes and furans, which finds application in type 2 diabetes treatment. Further, it acts as a precursor in the synthesis of pyridone alkaloids and immunosuppressive cyclopentanediol derivatives. In addition to this, it is utilized in the modification of botulinum neurotoxin serotype A protease inhibitors.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Methyl diethylphosphonoacetate is used as a reagent in the preparation of allylic fluorides compounds and in regioselective Diels-Alder reactions. It also serves as a reactant in the preparation of substituted thiophenes and furans, which finds application in type 2 diabetes treatment. Further, it acts as a precursor in the synthesis of pyridone alkaloids and immunosuppressive cyclopentanediol derivatives. In addition to this, it is utilized in the modification of botulinum neurotoxin serotype A protease inhibitors.

Solubility
Miscible with tetrahydrofuran.

Notes
Incompatible with strong oxidizing agents.
RUO – Research Use Only

General References:

  1. Zeller, W. E.; Schatz, P. F. Synthesis of monomethyl 5,5'-dehydrodiferulic acid. Tetrahedron Lett. 2015, 56 (9), 1076-1079.
  2. Singh, R.; Reynolds, K. A. Characterization of FabG and FabI of the Streptomyces coelicolor Dissociated Fatty Acid Synthase. ChemBioChem 2015, 16 (4), 631-640.