Diethyl cyanomethylphosphonate Chemical Properties

Boiling point:

101-102 °C0.4 mm Hg(lit.)

Density 

1.095 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.434(lit.)

Flash point:

>230 °F

storage temp. 

Inert atmosphere,2-8°C

solubility 

Chloroform (Soluble), Methanol (Slightly)

form 

Liquid

color 

Clear colorless to light yellow

Specific Gravity

1.1261.095

Water Solubility 

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

BRN 

1772981

InChI

InChI=1S/C6H12NO3P/c1-3-9-11(8,6-5-7)10-4-2/h3-4,6H2,1-2H3

InChIKey

KWMBADTWRIGGGG-UHFFFAOYSA-N

SMILES

P(CC#N)(=O)(OCC)OCC

CAS DataBase Reference

2537-48-6(CAS DataBase Reference)

NIST Chemistry Reference

Diethyl cyanomethylphosphonate(2537-48-6)

Safety Information

Hazard Codes 

Xi,Xn,C

Risk Statements 

38-36/37/38-20/21/22-34-36/38

Safety Statements 

26-28-36/37/39-23-45-27-36/37-9

RIDADR 

UN 1760 8/PG 2

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29310095

MSDS

• Language:English Provider:Diethyl cyanomethylphosphonate
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Diethyl cyanomethylphosphonate Usage And Synthesis

Chemical Properties

clear colorless to light yellow liquid

Uses

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.

Uses

Wittig reagent.

Biological Functions

Diethyl cyanomethylphosphonate can be used to inhibit and/0r prevent the growth of undesirable algae, bacteria, fungi, yeast, and other microorganisms.

General Description

Diethyl cyanomethylphosphonate is a useful chemical and medical intermediate, which can be used as raw material to synthesize nitrogen-haloamine precursor AEP-ADCT containing triazine-phosphate group

Diethyl cyanomethylphosphonate(2537-48-6)Related Product Information

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