5431-35-6

Usage

Uses

Used in Agricultural Industry:
4-Chlorophenylphosphonic acid is utilized as a herbicide and plant growth regulator for the primary purpose of controlling broadleaf weeds in a variety of crops. Its application helps protect and enhance crop yields by minimizing weed competition.
Used in Textile and Polymer Industry:
In the textile and polymer industry, 4-Chlorophenylphosphonic acid serves as a flame retardant, imparting fire resistance to fabrics and plastics. This use is crucial for enhancing safety standards in various products and reducing the risk of fire-related incidents.

InChI:InChI=1/C6H6ClO3P/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,(H2,8,9,10)

Upstream product

• 22585-81-5 4-chlorophenylphosphonoyl dichloride 
• 31199-91-4 tetrachloro-(4-chloro-phenyl)-phosphorane 
• 2373-43-5 diethyl (4-chlorophenyl)phosphonate 
• 20677-14-9 di(n-butyl) (4-chlorophenyl)phosphonate 
• 814-49-3 diethyl chlorophosphate 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 108-90-7 chlorobenzene 
• 106-39-8 bromochlorobenzene 
• 13114-07-3 dimethyl (4-chlorophenyl)phosphonate 
• 104412-65-9 bis(trimethylsilyl)-p-chlorophenylphosphonate 

Downstream Products

• 97730-56-8 (4-chloro-3-nitro-phenyl)-phosphonic acid 
• 5337-17-7 4-aminophenylphosphonic acid 
• 106-39-8 bromochlorobenzene 
• 69503-84-0 (4-acetylamino-phenyl)-phosphonic acid 
• 22585-81-5 4-chlorophenylphosphonoyl dichloride 
• 100047-33-4 (4-hydroxy-3-nitro-phenyl)-phosphonic acid 
• 131066-52-9 methyl (p-chlorophenyl)phosphonic acid 

Relevant academic research and scientific papers

Synthesis, characterization and properties of titanium phosphonate clusters

Titanium phosphonate clusters were synthesized by the reactions of titanium tetraisopropoxide (Ti(OiPr)4) with arylphosphonic acids (ArPO3H2, Ar = Ph, 1-Nap, 4-MeOPh, 4-FPh, 4-ClPh, 4-BrPh, and 4-BrBn) and H2O in tetrahydrofuran (THF) at room temperature. [Ti4(μ3-O)(OiPr)5(μ-OiPr)3(O3PAr)3]·solv (Ar = Ph (1), 1-Nap (2), 4-MeOPh (3), 4-FPh (4), 4-ClPh (5); solv = thf for 1 and 2 or 2-propanol for 3–5) were isolated as new Ti4P3-type clusters, while Ti7(μ3-O)2(OiPr)6(μ-OiPr)6(O3PBnBr)6 (6) was isolated as a Ti7P6-type cluster. A co-crystal of Ti4P3- (7a) and Ti7P6-type (7b) clusters were obtained when 4-BrPhPO3H2 was used, and [Ti(OiPr)(acac)(O3PPh)]4 (8), a new cage cluster, was obtained when Ti(acac)2(OiPr)2 (Hacac = acetylacetone) was reacted with PhPO3H2.

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.