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Diethyl cyanomethylphosphonate, 96%
CAS: 2537-48-6 | C6H12NO3P | 177.14 g/mol
Supplier: Thermo Scientific Chemicals A1021814
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.
ApplicationsDiethyl 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
| Diethyl cyanomethylphosphonate | |
| 1.094 | |
| >110°C (230°F) | |
| 1.433 | |
| 25 g | |
| 1772981 | |
| Miscible with water,chloroform,terahydrofuran,ethyl acetate and methylene chloride. | |
| CCOP(=O)(CC#N)OCC | |
| 177.14 | |
| 177.14 |
| 2537-48-6 | |
| 132°C to 135°C (1.2 mmHg) | |
| C6H12NO3P | |
| MFCD00001893 | |
| UN3278 | |
| 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 | |
| KWMBADTWRIGGGG-UHFFFAOYSA-N | |
| 2-diethoxyphosphorylacetonitrile | |
| 75676 | |
| ≥98% |
Chemical Identifiers
| 2537-48-6 | |
| 177.14 | |
| KWMBADTWRIGGGG-UHFFFAOYSA-N | |
| 75676 | |
| CCOP(=O)(CC#N)OCC |
| C6H12NO3P | |
| MFCD00001893 | |
| 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 | |
| 2-diethoxyphosphorylacetonitrile |
Safety and Handling
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.
P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P362-P501c
H302+H312+H332-H315-H319-H335
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
RUO – Research Use Only