Diethyl cyanomethylphosphonate, 96%

Description

CAS: 2537-48-6 | C6H12NO3P | 177.14 g/mol

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.

Specifications

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

• 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

Safety and Handling

Hazard Category	H302+H312+H332-H315-H319-H335
Hazard Statement	GHS H Statement H331-H302-H312-H315-H319 Toxic if inhaled. Harmful if swallowed. Harmful in contact with skin. Causes skin irritation. Causes serious eye irritation.
Precautionary Statement	P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P362-P501c
DOTInformation	Transport Hazard Class: 6.1; Packing Group: III; Proper Shipping Name: ORGANOPHOSPHORUS COMPOUND, LIQUID, TOXIC, N.O.S.
EINECSNumber	219-806-0
TSCA	No
Recommended Storage	Ambient temperatures

SDS

RUO – Research Use Only