missing translation for 'onlineSavingsMsg'
Learn More
  1. Home
  2. Products
  3. Chemicals
  4. Organic compounds
  5. Organic acids and derivatives
  6. Organic phosphonic acids and derivatives
  7. Diethyl cyanomethylphosphonate, 96%, Thermo Scientific Chemicals

Diethyl cyanomethylphosphonate, 96%, Thermo Scientific Chemicals

Product Code. 11469552
Click to view available options
Quantity:
25 g
100 g
500 g
This item is not returnable. View return policy
This item is not returnable. View return policy

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 500 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
Show More Show Less

RUO – Research Use Only

Product Content Correction

Your input is important to us. Please complete this form to provide feedback related to the content on this product.

Product Title

By clicking Submit, you acknowledge that you may be contacted by Fisher Scientific in regards to the feedback you have provided in this form. We will not share your information for any other purposes. All contact information provided shall also be maintained in accordance with our Privacy Policy.

Thank You! Your feedback has been submitted. Fisher Scientific is always working to improve our content for you. We appreciate your feedback.