Diethyl cyanomethylphosphonate

Diethyl cyanomethylphosphonate Basic information
Product Name:Diethyl cyanomethylphosphonate
Synonyms:Diethyl cyanoMethylphosphonate, 96% 10GR;Diethyl cyanoMethylphosphonate, 96% 50GR;Phosphonicacid, P-(cyanoMethyl)-, diethyl ester;With diethyl Methyl phosphoric acid;Diethyl cyanomethylphosphote;(Cyanomethyl)diethoxyphosphine oxide;2-(Diethylphosphonyl)acetonitrile;Diethyl cyanomethanephosphonate
CAS:2537-48-6
MF:C6H12NO3P
MW:177.14
EINECS:219-806-0
Product Categories:Pyridines;Wittig Reagents;Phosphorus compounds;Horner-Emmons Reaction;Synthetic Organic Chemistry;Wittig & Horner-Emmons Reaction;2537-48-6
Mol File:2537-48-6.mol
Diethyl cyanomethylphosphonate Structure
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.)
Fp >230 °F
storage temp. Inert atmosphere,2-8°C
solubility Chloroform (Soluble), Methanol (Slightly)
form Liquid
color Clear colorless to light yellow
Specific Gravity1.1261.095
Water Solubility Miscible with water, chloroform, terahydrofuran, ethyl acetate and methylene chloride.
BRN 1772981
InChIKeyKWMBADTWRIGGGG-UHFFFAOYSA-N
CAS DataBase Reference2537-48-6(CAS DataBase Reference)
NIST Chemistry ReferenceDiethyl 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 Information
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Diethyl cyanomethylphosphonate English
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Diethyl cyanomethylphosphonate Usage And Synthesis
Chemical Propertiesclear colorless to light yellow liquid
UsesDiethyl 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.
UsesWittig reagent.
General DescriptionDiethyl 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 Preparation Products And Raw materials
Preparation Products2-Aminoquinoline-->1-BENZOFURAN-3-YLACETONITRILE-->2-(2,3-DIHYDRO-1BENZENESULFONYL-PYRROLO[2,3-B]PYRIDIN-3-YL)ETHANAMINE-->4-FLUOROCINNAMONITRILE-->2-(2,3-DIHYDRO-1-BENZENESULFONYL-PYRROLO[2,3-B]PYRIDIN-3-YL)ACETONITRILE-->3-(cyanomethylene)cyclobutane-1-carbonitrile-->(Z)-3-(1H-indol-3-yl)acrylonitrile-->Phosphonic acid, (1-cyano-3-hydroxypropyl)-, diethyl ester (9CI)-->2-(1-benzylpiperidin-4-ylidene)acetonitrile-->3-CYCLOPENTYLACRYLONITRILE
Methyl thioglycolate N-Cyanoimido-S,S-dimethyl-dithiocarbonate Cyanomethanesulfonyl chloride Dibromofluoromethane butyl 2-[4-(4-cyano-2-fluoro-phenoxy)phenoxy]propanoate 2-Octyl cyanoacetate Diethyl cyanomethylphosphonate DIETHYL CYANOMETHYLPHOSPHONATE, [METHYL-14C] Diethyl cyanophosphonate METHYL ETHYLCELLULOSE AURORA KA-1473 Diethyl methylmalonate METHYLENEDIPHOSPHONIC ACID DIISOPROPYL CYANOMETHYLPHOSPHONATE Mefenpyr-diethyl DIETHYL PHOSPHATE Minoxidil Methyldiethoxyphosphine

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