5431-35-6

Basic information

• Product Name: 4-CHLOROPHENYLPHOSPHONIC ACID
• Synonyms: 4-CHLOROPHENYLPHOSPHONIC ACID
• CAS NO: 5431-35-6
• Molecular Formula: C₆H₆ClO₃P
• Molecular Weight: 192.54
• Mol File: 5431-35-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 187 °C
• Boiling Point: 378°Cat760mmHg
• Flash Point: 182.4°C
• Appearance: /
• Density: 1.57g/cm³
• Vapor Pressure: 2.19E-06mmHg at 25°C
• Refractive Index: 1.591
• PKA: pK1: 1.66;pK2: 6.75 (25°C)
• CAS DataBase Reference: 4-CHLOROPHENYLPHOSPHONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROPHENYLPHOSPHONIC ACID(5431-35-6)
• EPA Substance Registry System: 4-CHLOROPHENYLPHOSPHONIC ACID(5431-35-6)

Safety Data

• Hazard Codes: C
• Hazardous Substances Data: 5431-35-6(Hazardous Substances Data)

Usage

General Description

4-Chlorophenylphosphonic acid is a chemical compound with the formula C6H5ClO3P. It is an organophosphorus compound that acts as a stable phosphonate pesticide. It is used as a herbicide and plant growth regulator, primarily in the control of broadleaf weeds in various crops. It is also used as a flame retardant in textiles and polymers. The compound is a white crystalline solid and is relatively stable under normal conditions, but can react with strong bases and acids. It is considered to be a potential environmental hazard due to its persistence and potential for bioaccumulation in aquatic organisms.

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

Upstream product

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

Downstream Products

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

Relevant articles and documents

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.

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.

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.