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Diethyl cyanomethylphosphonate, 96%, Thermo Scientific Chemicals

$182.42 - $2062.37

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
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Products 3
Catalog Number Mfr. No. Quantity Price Quantity  
Catalog Number Mfr. No. Quantity Price Quantity  
AAA1021814
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Thermo Scientific Chemicals
A1021814
25 g
Each for $182.42
 
AAA1021822
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Thermo Scientific Chemicals
A1021822
100 g
Each for $555.55
 
AAA1021836
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Thermo Scientific Chemicals
A1021836
500 g
Each for $2,062.37
 
Description

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.
Specifications

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

Specifications

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%
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
Diethyl cyanomethylphosphonate
Safety and Handling

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

SDS
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RUO – Research Use Only