53253-67-1

Basic information

• Product Name: diethyl (3-cyanopropyl)phosphonate
• CAS NO: 53253-67-1
• Molecular Formula: C₈H₁₆NO₃P
• Molecular Weight: 205.1913
• Mol File: 53253-67-1.mol

Chemical Properties

• Boiling Point: 323.5°C at 760 mmHg
• Flash Point: 149.4°C
• Density: 1.075g/cm³
• Vapor Pressure: 0.000262mmHg at 25°C
• Refractive Index: 1.43
• CAS DataBase Reference: diethyl (3-cyanopropyl)phosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl (3-cyanopropyl)phosphonate(53253-67-1)
• EPA Substance Registry System: diethyl (3-cyanopropyl)phosphonate(53253-67-1)

Safety Data

• Hazardous Substances Data: 53253-67-1(Hazardous Substances Data)

Upstream product

• 3167-63-3 diethyl chloromethylphosphonate 
• 107-13-1 acrylonitrile 
• 66197-72-6 diethyl (bromomethyl)phosphonate 
• 10419-77-9 diethyl iodomethanephosphonate 
• 5332-06-9 4-bromobutanenitrile 
• 122-52-1 triethyl phosphite 
• 628-20-6 4-Chlorobutyronitrile 
• 38066-16-9 diethyl [(phenylthio)methyl]phosphonate 
• 2303-76-6 sodium diethyl phosphite 

Relevant articles and documents

Preparation method of alkyl nitrile compound

The invention discloses a preparation method of an alkyl nitrile compound. Specifically, the preparation method comprises the following step: in an organic solvent, in the presence of a protective gasand under the action of a catalyst, carrying out a reduction reaction as shown in the specification on olefin as shown in a formula I, a cyanation reagent and water, wherein the alkyl nitrile compound 1 is a compound II and/or a compound III. The preparation method provided by the invention is mild in condition, can realize hydrocyanation of olefin more safely and efficiently, and has good substrate universality and functional group compatibility.

Metal Oxide Nanoparticles Coated With Specific N-Acylaminomethylene Phosphonates

The present invention relates to new metal oxide nanoparticles coated with specific phosphonates, to the use of these nanoparticles as antimicrobials, especially in the home and personal care areas, to the production of such nanoparticles as well as to the new phosphonates and the corresponding process of production.

Rapid and efficient Arbuzov reaction under microwave irradiation

Diethyl alkylphosphonates are efficiently and rapidly prepared in good yields (75-99%) from trialkylphosphates and alkyl halides under short microwaves irradiations.

Studies on the Free Radical Carbon-Carbon Bond Formation in the Reaction of α-Phosphoryl Sulfides and Selenides with Alkenes

α-Mono- and α,α-disubstituted α-phosphoryl radicals 9 were generated from the easy accessible α-phosphoryl sulfides 4, 5 and α-phosphoryl selenides 11, 12 and reacted with the electron rich alkenes 6 under the reductive (n-Bu3SnH/AIBN) conditions to give the functionalized phosphonates 7 in 32+68percent yield.Two fragmentation processes of the phosphonate α-alkoxy alkyl radicals are also described. - Key words: α-phosphoryl sulfides, α-phosphoryl selenides, intermolecular radical reaction, radical fragmentation, phosphonates, tri-n-butyltin hydride, α,α'-azaisobutyronitrile

Free radical reaction of α-haloalkylphosphonates with alkenes and alkynes: A new approach to modified phosphonates

A new approach to the synthesis of phosphonates 3 functionalized in the α- and γ-phosphonate positions by alkyl, ethoxy, butoxy, acetoxy, acetyl and cyanide groups and allylphosphonate 6 is described. It is based on the radical reaction of α-halosubstituted phosphonates 1 (X = Cl, Br, I) with the terminally unsubstituted alkenes 2 (1-heptene, ethoxyethene, butoxyethene, acetoxyethene, acrylonitrile, methyl vinyl ketone) and alkyne 5 (hept-1-yne). The reaction involving the tin hydride method (Bu3SnH/AIBN) was more effective with alkenes than with alkynes (40-72% versus 20-30%). With electron-rich alkenes, chloro- and bromomethylphosphonates 1 (X = Cl, Br) gave higher yields than iodomethylphosphonate 1 (X = I). Diethyl methylphosphonate 4, as a reduction product of 1, accompanied 3 and 6 in the above reactions. The yield of 4 could be reduced by optimizing the reaction conditions.