50-73-7

Basic information

• Product Name: 2,3,5-Trichlorobenzoic acid
• Synonyms: 2,3,5-TRICHLOROBENZOIC ACID;RARECHEM AL BE 0200;TIMTEC-BB SBB003322;2,3,5-trichloro-benzoicaci;2,3,5-TRICHLOROBENZOIC ACID PESTANAL100;2,3,5-Trichlorobenzoic;2,3,5-TBA;2,3,5-Trichlorobenzoic acid,97%
• CAS NO: 50-73-7
• Molecular Formula: C₇H₃Cl₃O₂
• Molecular Weight: 225.46
• EINECS: 210-380-1
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;C7;Carbonyl Compounds;Carboxylic Acids
• Mol File: 50-73-7.mol

Chemical Properties

• Melting Point: 166-167 °C(lit.)
• Boiling Point: 329.4 °C at 760 mmHg
• Flash Point: 153 °C
• Appearance: light beige crystalline powder
• Density: 1.5599 (estimate)
• Vapor Pressure: 7.14E-05mmHg at 25°C
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Acetonitrile (Slightly), DMSO (Slightly)
• PKA: 2.09±0.25(Predicted)
• BRN: 2097064
• CAS DataBase Reference: 2,3,5-Trichlorobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5-Trichlorobenzoic acid(50-73-7)
• EPA Substance Registry System: 2,3,5-Trichlorobenzoic acid(50-73-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: DH7525000
• HazardClass: IRRITANT
• Hazardous Substances Data: 50-73-7(Hazardous Substances Data)

Usage

Uses

Used in Environmental Applications:
2,3,5-Trichlorobenzoic acid is used as a dechlorination enhancer for Aroclor 1248, a polychlorinated biphenyl (PCB) congener. Its application is crucial in the environmental industry, as it aids in the breakdown and removal of harmful PCBs from contaminated sites, thus contributing to the remediation of polluted areas and the protection of ecosystems.
Used in Chemical Synthesis:
In the chemical industry, 2,3,5-Trichlorobenzoic acid can be utilized as an intermediate in the synthesis of various organic compounds. Its unique structure and reactivity make it a valuable building block for the development of new chemicals with potential applications in pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Research and Development:
2,3,5-Trichlorobenzoic acid is also employed in research and development settings, where it can be used to study the effects of chlorination on benzoic acid derivatives and to investigate the mechanisms of dechlorination. This knowledge can be applied to develop more efficient and environmentally friendly methods for the degradation of persistent organic pollutants.

InChI:InChI=1/C7H3Cl3O2/c8-3-1-4(7(11)12)6(10)5(9)2-3/h1-2H,(H,11,12)/p-1

Upstream product

• 56961-86-5 2,3,5-trichloro-toluene 
• 2789-92-6 3,5-dichloroantranilic acid 
• 7664-93-9 sulfuric acid 
• 133-90-4 chloramben 
• 25186-47-4 3,5-dichlorotoluene 
• 355133-69-6 2,5-dichloro-3-nitrobenzaldehyde 
• 6361-23-5 2,5-dichloro-benzaldehyde 
• 98-86-2 acetophenone 
• 56961-75-2 2,3,5-trichlorobenzaldehyde 
• 7697-37-2 nitric acid 
• 7647-01-0 hydrogenchloride 
• 6575-02-6 2,3,5-trichloro-benzonitrile 
• 60580-56-5 1-(2,3,5-trichloro-phenyl)-ethanone 

Downstream Products

• 4681-17-8 2,3,5-trichlorophenylmethanol 
• 86569-79-1 methyl 2,3,5-trichlorobenzoate 
• 50834-09-8 2,3,5-trichlorobenzamide 
• 42221-48-7 2,3,5-trichloro-benzoyl chloride 
• 86569-88-2 2,3,5-trichloro-benzoic acid ethyl ester 

Relevant articles and documents

The effect of chlorine and fluorine substitutions on tuning the ionization potential of benzoate-bridged paddlewheel diruthenium(II, II) complexes

A series of paddlewheel diruthenium(II, II) complexes with various chlorine-substituted benzoate ligands (Cl-series) was synthesized as tetrahydrofuran (THF) adducts [Ru2(ClxPhCO2)4(THF)2]; where ClxPhCO2- = o-chlorobenzoate, o-Cl; m-chlorobenzoate, m-Cl; p-chlorobenzoate, p-Cl; 2,3-dichlorobenzoate, 2,3-Cl2; 2,4-dichlorobenzoate, 2,4-Cl2; 2,5-dichlorobenzoate, 2,5-Cl2; 2,6-dichlorobenzoate, 2,6-Cl2; 3,4-dichlorobenzoate, 3,4-Cl2; 3,5-dichlorobenzoate, 3,5-Cl2; 2,3,4-trichlorobenzoate, 2,3,4-Cl3; 2,3,5-trichlorobenzoate, 2,3,5-Cl3; 2,4,5-trichlorobenzoate, 2,4,5-Cl3; 3,4,5-trichlorobenzoate, 3,4,5-Cl3; 2,3,4,5-tetrachlorobenzoate, 2,3,4,5-Cl4. This Cl-series and the previously synthesized F-series together with four new fluorine-substituted derivatives, [Ru2(FxPhCO2)4(THF)2] (where FxPhCO2- = 2,3-difluorobenzoate, 2,3-F2; 2,4-difluorobenzoate, 2,4-F2; 2,5-difluorobenzoate, 2,5-F2; 2,3,5-trifluorobenzoate, 2,3,5-F3), were experimentally characterized with respect to solid-state structure, magnetic properties and electrochemistry. By tuning the substituents of the benzoate ligands using chlorine or fluorine atoms, the redox potential (E1/2) for [Ru2II,II]/[Ru2II,III]+ varied over a wide range of potentials from -40 mV to 360 mV (vs. Ag/Ag+ in THF). This was dependent on (i) the number of ortho-substituents, i.e. non-, mono- and di-o-substituted groups, with quasi-Hammett parameters for ortho-Cl and -F substitutions (σo = -0.272 and -0.217, respectively) and (ii) the general Hammett constants, σm and σp, for each group. The HOMO energy level calculated on the basis of the atomic coordinates of the solid-state structure was strongly affected by Cl- and F-substitutions as well as the redox potential in solution, which emphasizes the steric contribution of ortho-substituents in the energy level giving a deviation of EHOMO 0.3 eV and 0.55 eV for the Cl- and F-series, respectively.

Synthesis of some novel 2,4-disubstituted thiazoles as possible antimicrobial agents

A series of novel 4-aryl/chloroalkyl-2-(2,3,5-trichlorophenyl)-1,3-thiazoles (5a-g and 7a-e) were synthesized by condensing 2,3,5-trichlorobenzenecarbothioamide with phenacyl bromide/dichloroacetone. 2,3,5-Trichlorobenzaldehyde thiosemicarbazone on treatment with phenacyl bromide afforded 4-aryl-2-(2,3,5-trichlorophenylidenehydrazino)-1,3-thiazoles (10a-g) in good yield. The newly synthesized compounds are characterized by IR, 1H NMR and mass spectral studies. These compounds were also screened for their antibacterial and antifungal activities. Preliminary results reveal that some of the synthesized compounds are showing promising antimicrobial activity.

Synthesis, antimicrobial and anti-inflammatory activities of some 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles and 1,2,4-triazolo[3,4-b][1,3,4]thiadiazines bearing trichlorophenyl moiety

The reaction of 2,3,5-trichlorobenzoic acid hydrazide with carbon disulfide and potassium hydroxide followed by treatment with hydrazine hydrate afforded 3-(2,3,5-trichlorophenyl)-4-amino-1,2,4-triazole-5-thione (6). Alternatively, this triazole was also synthesized by fusing 2,3,5-trichlorobenzoic acid with thiocarbohydrazide. Condensation of (6) with various aromatic carboxylic acids in the presence of phosphorous oxychloride or with phenacyl bromides afforded two series of fused heterocycles namely 6-(substituted aryl)-3-(2,3,5-trichlorophenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadizoles (7) and 6-(substituted aryl)-3-(2,3,5-trichlorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiaz ines (8), respectively. The structures of these newly synthesized compounds are characterised by elemental analysis, IR, 1H NMR and mass spectroscopic studies. All the synthesized compounds were screened for their antimicrobial and anti-inflammatory activities. Some of the compounds exhibited promising antimicrobial and anti-inflammatory activities.

Pharmacologically active CNS compounds

The invention provides compounds of formula (I) wherein at least one of R1, R2 and R3 is chloro and the others are selected from hydrogen and chloro; and R4 and R5 are the same or different and are each alkyl or hydrogen. The compounds may be used for the treatment or prophylaxis of a neurodegenerative of other neurological disorder of the CNS, the aetiology of which includes excessive release of the neurotransmitter glutamate.