79238-62-3

Basic information

• Product Name: diethyl (3,5-diMethylphenyl)phosphonate
• Synonyms: diethyl (3,5-diMethylphenyl)phosphonate
• CAS NO: 79238-62-3
• Molecular Weight: 242.255
• Mol File: 79238-62-3.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: diethyl (3,5-diMethylphenyl)phosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl (3,5-diMethylphenyl)phosphonate(79238-62-3)
• EPA Substance Registry System: diethyl (3,5-diMethylphenyl)phosphonate(79238-62-3)

Safety Data

• Hazardous Substances Data: 79238-62-3(Hazardous Substances Data)

Upstream product

• 1204518-07-9 (2,4,6-trimethylphenyl)(3’,5’-dimethylphenyl)iodonium triflate 
• 122-52-1 triethyl phosphite 
• 556-96-7 5-bromo-1,3-xylene 
• 108-38-3 m-xylene 
• 762-04-9 phosphonic acid diethyl ester 
• 589-57-1 diethyl phosphorylchloridite 
• 20109-03-9 3,5-dimethylhex-4-en-1-yn-3-ol 
• 556-97-8 1-chloro-3,5-dimethylbenzene 
• 39943-61-8 3,5-dimethylphenylhydrazine 
• 325142-93-6 2-(3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 22445-41-6 3,5-dimethylphenyl iodide 
• 219667-41-1 trifluoromethanesulfonic acid 3,5-dimethylphenyl ester 

Relevant articles and documents

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.

Visible-Light-Mediated Metal-Free Synthesis of Aryl Phosphonates: Synthetic and Mechanistic Investigations

This work describes a straightforward access to a large variety of aryl phosphonates by the simple combination of diaryliodonium salts with phosphites in the presence of a base and under visible-light illumination. The reaction proceeds smoothly, tolerates various functionalities, and was applied for the synthesis of pharmaceutically relevant compounds. Mechanistic investigations, including EPR, NMR, and DFT calculations, support the postulated reaction mechanism.

A palladium-catalyzed oxidative cross-coupling reaction between aryl pinacol boronates and H-phosphonates in ethanol

The first successful oxidative coupling reaction of aryl pinacol boronic esters with H-phosphonates to deliver aryl phosphorous compounds is reported herein. These reactions between aryl boronic reagents and H-phosphonates were carried out synergistically using a Pd catalyst, additive and oxidant. Without using bases and ligands, phosphorylation was accomplished in an environmentally-friendly manner under mild conditions in ethanol.