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  7. Diethyl cyanomethylphosphonate, 96%, Thermo Scientific Chemicals

Diethyl cyanomethylphosphonate, 96%, Thermo Scientific Chemicals

Product Code. 11449552
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Description

Diethyl cyanomethyl phosphonate is used as an intermediate in Horner-Emmons reaction for the synthesis of substituted nitriles and their amide and heterocyclic derivatives. It is known as a modified Wittig reagent used in the preparation of alpha, beta-unsaturated nitriles from ketones or aldehydes like 3-hydroxy-3-methylbutanal. It reacts with epoxides and nitrones to prepare cyano-substituted cyclopropanes and aziridines respectively. It is actively involved in the synthesis of alpha-arylated alkanenitriles via reaction with aryl iodides in presence of CuI.

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
Diethyl cyanomethyl phosphonate is used as an intermediate in Horner-Emmons reaction for the synthesis of substituted nitriles and their amide and heterocyclic derivatives. It is known as a modified Wittig reagent used in the preparation of alpha, beta-unsaturated nitriles from ketones or aldehydes like 3-hydroxy-3-methylbutanal. It reacts with epoxides and nitrones to prepare cyano-substituted cyclopropanes and aziridines respectively. It is actively involved in the synthesis of alpha-arylated alkanenitriles via reaction with aryl iodides in presence of CuI.

Solubility
Miscible with water, chloroform, terahydrofuran, ethyl acetate and methylene chloride.

Notes
Incompatible with acids, bases, oxidizing agents and reducing agents.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 2537-48-6
Molecular Formula C6H12NO3P
Molecular Weight (g/mol) 177.14
MDL Number MFCD00001893
InChI Key KWMBADTWRIGGGG-UHFFFAOYSA-N
Synonym diethyl cyanomethylphosphonate, diethyl cyanomethyl phosphonate, diethylphosphono acetonitrile, cyanomethylphosphonic acid diethyl ester, diethylphosphonoacetonitrile, diethylcyanomethylphosphonate, diethyl cyanomethanephosphonate, phosphonic acid, cyanomethyl-, diethyl ester, cyanomethyl phosphonic acid diethyl ester
PubChem CID 75676
IUPAC Name 2-diethoxyphosphorylacetonitrile
SMILES CCOP(=O)(CC#N)OCC

Specifications

Density 1.094
Boiling Point 132°C to 135°C (1.2 mmHg)
Flash Point >110°C (230°F)
Refractive Index 1.433
Quantity 25 g
UN Number UN3278
Beilstein 1772981
Solubility Information Miscible with water,chloroform,terahydrofuran,ethyl acetate and methylene chloride.
Formula Weight 177.14
Percent Purity ≥98%
Chemical Name or Material Diethyl cyanomethylphosphonate
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