3366-72-1

Usage

Uses

Used in Chemical Research:
P-Tolyl-phosphonic acid is used as a reagent in chemical research for various applications, including the synthesis of complex organic molecules and the development of new chemical reactions.
Used in Manufacturing Processes:
P-Tolyl-phosphonic acid is employed in various manufacturing processes, where its unique chemical properties contribute to the production of different products. Its detailed properties, which are reliant on precise measurement, play a crucial role in these applications, with factors such as temperature and pressure influencing its performance.

InChI:InChI=1/C7H9O3P/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H2,8,9,10)

Upstream product

• 51303-75-4 tetrachloro-p-tolylphosphorane 
• 106-49-0 p-toluidine 
• 537-64-4 bis(p-tolyl)mercury 
• 624-31-7 4-tolyl iodide 
• 108-88-3 toluene 
• 1005-32-9 p-tolyldichlorophosphine 
• 106-38-7 para-bromotoluene 
• 7732-18-5 water 
• 6840-25-1 dimethyl (4-methylphenyl)phosphonate 
• 104412-66-0 bis(trimethylsilyl)-p-tolylphosphonate 
• 1754-46-7 diethyl 4-methylphenylphosphonate 
• 814-49-3 diethyl chlorophosphate 
• 2417-95-0 p-tolyllithium 
• 17566-84-6 p-tolylphosphonic dichloride 

Downstream Products

• 128333-46-0 p-Tolyl-phosphonic acid monohexyl ester 
• 98334-25-9 (4-aminomethyl-phenyl)-phosphonic acid 
• 86119-84-8 phosphoric acid 
• 108-88-3 toluene 
• 106-38-7 para-bromotoluene 
• 131066-53-0 methyl (p-methylphenyl)phosphonic acid 

Relevant academic research and scientific papers

Hydrolysis and alcoholysis of phosphinates and phosphonates

Phosphinic and phosphonic acids useful intermediates and biologically active compounds may be prepared from their esters: phosphinates and phosphonates, respectively, by acid-catalyzed hydrolysis either on conventional heating or on MW irradiation. The transesterification of alkyl phosphinates took place only in the presence of suitable ionic liquids as the catalysts. In the cases of phenylphosphonates, depending on the nature of the ionic liquid, the formation of the ester was accompanied by the fission of the C–O bond.

Two step acidic hydrolysis of dialkyl arylphosphonates

The HCl-catalyzed hydrolysis of dialkyl arylphosphonates monitored by 31P NMR spectroscopy has revealed two consecutive steps characterized by pseudo first order rate constants k1 and k2. A reactivity order for the two steps and for the overall two step hydrolysis has been derived depending on the alkoxy and aryl substituents. Besides the AAc2 mechanism, the AAl1 route has been substantiated for the PriO substituent.

Synthesis and proton dissociation properties of arylphosphonates: A microwave-assisted catalytic arbuzov reaction with aryl bromides

A series of substituted diethyl arylphosphonates was synthesized by the microwave-assisted Arbuzov reaction of triethyl phosphite and aryl bromides in the presence of NiCl2 as the catalyst under solvent-free conditions in good yields. The resulting phosphonates were hydrolyzed to the corresponding arylphosphonic acids whose acidity was evaluated by physicochemical methods.

Palladium-Catalyzed Phase-Transfer Arylation of Dialkyl Phosphonates

Palladium-catalyzed phase-transfer arylation of dialkyl phosphonates with various iodo- and bromoarenes has been studied. The arylation has also been effected in the absence of ligand. A simple preparative procedure for synthesizing arylphosphonic acids has been developed.

SYNTHESIS OF ARYL- AND HETARYLPHOSPHONATES

The reaction of tris(trimethylsilyl) phosphite with aryl or hetaryl halides under homogeneous catalysis conditions gave bis(trimethylsilyl)phosphonates.Treatment of these products with methanol gave the corresponding aryl- or hetarylphosphonic acids in quantitative yield.Keywords: tris(trimethylsilyl) phosphite, aryl and hetaryl halides, homogeneous catalysis, bis(trimethylsilyl)phosphonates, arylphosphonic acids.

PREPARATION OF ARYLPHOSPHONATES BY THE REACTION OF ARYL HALIDES WITH TRIS(TRIMETHYLSILYL) PHOSPHITE UNDER HOMOGENEOUS CATALYSIS CONDITIONS

The reaction of tris(trimethylsilyl) phosphite with aryl bromides under homogeneous catalysis conditions gives bis(trimethylsilyl)arylphosphonates.The desilylation of these phosphonate products with methanol leads to arylphosphonic acids.

Studies on Organophosphorus Compounds XL. A One-Pot Procedure for the Mono-O-Alkylation of Phosphonic Acid: A Facile Synthesis of Alkyl Hydrogen p-Substituted Phenylphosphonates

A one-pot procedure is described for the synthesis of hexyl hydrogen p-substituted phenylphosphonates 4 in moderate yield based on the mono-O-alylation of bis(tetramethylammonium) salts of dibasic phosphonic acids 3.

SYNTHESIS OF PHOSPHONIC DICHLORIDES AND CORRELATION OF THEIR P-31 CHEMICAL SHIFTS

Various mono-substituted diethyl arylphosphonates were prepared in good yield by treatment of aryl bromides or iodides with triethyl phosphite in the presence of NiCl2 or alternatively, addition of the aryl grignard reagent to diethyl phosphorochloridate.