28255-72-3

Basic information

• Product Name: (4-CYANO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER
• Synonyms: CHEMPACIFIC 60152;DIETHYL-(4-CYANOPHENYL)PHOSPHONATE
• CAS NO: 28255-72-3
• Molecular Formula: C₁₁H₁₄NO₃P
• Molecular Weight: 239.21
• Mol File: 28255-72-3.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 347.3°C at 760 mmHg
• Flash Point: 163.8°C
• Appearance: /
• Density: 1.17g/cm³
• Vapor Pressure: 5.43E-05mmHg at 25°C
• Refractive Index: 1.5
• CAS DataBase Reference: (4-CYANO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (4-CYANO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER(28255-72-3)
• EPA Substance Registry System: (4-CYANO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER(28255-72-3)

Safety Data

• Hazardous Substances Data: 28255-72-3(Hazardous Substances Data)

Usage

General Description

(4-Cyano-phenyl)-phosphonic acid diethyl ester is a chemical compound with the molecular formula C11H15NO3P. It is a diethyl ester derivative of (4-cyano-phenyl)-phosphonic acid, and is commonly used as a reagent in organic synthesis and pharmaceutical development. (4-CYANO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER is often employed as a building block in the preparation of various biologically active molecules, such as potential drugs or agrochemicals. It is also utilized in the modification of materials and in the production of specialty chemicals. The presence of the cyano group in the structure makes it a versatile compound for use in a variety of synthetic applications. Its properties and reactivity make it a useful tool for researchers and chemists in the field of organic chemistry.

InChI:InChI=1/C11H14NO3P/c1-3-14-16(13,15-4-2)11-7-5-10(9-12)6-8-11/h5-8H,3-4H2,1-2H3

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 54058-00-3 diethyl phosphite potassium salt 
• 100-47-0 benzonitrile 
• 762-04-9 phosphonic acid diethyl ester 
• 623-00-7 4-bromobenzenecarbonitrile 
• 122-52-1 triethyl phosphite 
• 3058-39-7 4-iodobenzonitrile 
• 89620-99-5 silver diethyl phosphonate 
• 2252-32-6 4-cyanophenyldiazonium tetrafluoroborate 
• 126747-14-6 4-cyanophenylboronic acid 
• 78-40-0 triethyl phosphate 
• 17201-43-3 4-cyanobenzyl bromide 
• 66107-32-2 4-cyanophenyl trifluoromethanesulfonate 
• 6068-72-0 4-cyanobenzoyl chlorIde 

Downstream Products

• 16672-78-9 (4-cyanophenyl)phosphonic acid 
• 1588517-26-3 tert-butyl 2-(4-(diethoxyphosphoryl)phenyl)pyrrolidine-1-carboxylate 
• 57193-97-2 (E)-4-cyano-4'-methoxystilbene 
• 136827-57-1 4-[(E)-2-(4-hydroxyphenyl)ethenyl]benzonitrile 

Relevant articles and documents

Electron-Transfer-Induced Reactions. Termination Steps and Efficiency of the Chain Process in SRN1 Aromatic Substitutions

An important part of the mechanistic sequence of SRN1 aromatic substitution reactions ArX + Nu- -> ArNu + X- is a chain process, the propagation of which involves three intermediate radicals: ArX-., Ar./su

Visible-light-mediated phosphonylation reaction: formation of phosphonates from alkyl/arylhydrazines and trialkylphosphites using zinc phthalocyanine

In this work, we developed a ligand- and base-free visible-light-mediated protocol for the photoredox syntheses of arylphosphonates and, for the first time, alkyl phosphonates. Zinc phthalocyanine-photocatalyzed Csp2-P and Csp3-P bond formations were efficiently achieved by reacting aryl/alkylhydrazines with trialkylphosphites in the presence of air serving as an abundant oxidant. The reaction conditions tolerated a wide variety of functional groups.

Photoinduced transition-metal and external photosensitizer free cross-coupling of aryl triflates with trialkyl phosphites

Photoinduced phosphonation of aryl triflates with trialkyl phosphites via a tandem single-electron-transfer, C-O bond cleavage and Arbuzov rearrangement process in the absence of transition-metal and external photosensitizer is reported herein. The protoc

Potent Reductants via Electron-Primed Photoredox Catalysis: Unlocking Aryl Chlorides for Radical Coupling

We describe a new catalytic strategy to transcend the energetic limitations of visible light by electrochemically priming a photocatalyst prior to excitation. This new catalytic system is able to productively engage aryl chlorides with reduction potentials hundreds of millivolts beyond the potential of Na0 in productive radical coupling reactions. The aryl radicals produced via this strategy can be leveraged for both carbon-carbon and carbon-heteroatom bond-forming reactions. Through direct comparison, we illustrate the reactivity and selectivity advantages of this approach relative to electrolysis and photoredox catalysis.