2,4,6-Trichlorobenzoic acid

Base Information

• Chemical Name: 2,4,6-Trichlorobenzoic acid
• CAS No.: 50-43-1
• Molecular Formula: C7H3Cl3O2
• Molecular Weight: 225.459
• Hs Code.: 29163990
• UNII: 0BWG1HX6CK
• DSSTox Substance ID: DTXSID9075329
• Nikkaji Number: J55.470G
• Wikidata: Q27236585
• ChEMBL ID: CHEMBL566989
• Mol file: 50-43-1.mol

Synonyms:2,4,6-trichlorobenzoic acid

Chemical Property of 2,4,6-Trichlorobenzoic acid

Chemical Property:

• Appearance/Colour: beige to brown crystalline powder
• Vapor Pressure: 7.02E-05mmHg at 25°C
• Melting Point: 160-164 °C(lit.)
• Boiling Point: 329.7 °C at 760 mmHg
• PKA: 1.40±0.25(Predicted)
• Flash Point: 153.2 °C
• PSA: 37.30000
• Density: 1.635 g/cm³
• LogP: 3.34500
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 223.919862
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

2,4,6-Trichlorobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Cl)C(=O)O)Cl)Cl
• Uses: 2,4,6-Trichlorobenzoic acid can be used as reactant involved in Active-sodium-promoted reductive cleavage of halogenated benzoic acids; Synthesis of aryl aminopyrazole benzamides for use as non-steroidal selective glucocorticoid receptor agonists ; Flame retardant monomer synthesis; Synthesis of 3,4,7-trisubstituted coumarins for use as antifungals and Solid-phase synthesis of saphenamycin analogs with antimicrobial activity. 2,4,6-Trichlorobenzoic Acid is a possible degradation intermediate of Polychlorinated Biphenyls (PCBs) in contaminated soil, suggesting the occurrence of microbial transformation processes over time. Reactant involved in:Active-sodium-promoted reductive cleavage of halogenated benzoic acidsSynthesis of aryl aminopyrazole benzamides for use as non-steroidal selective glucocorticoid receptor agonistsFlame retardant monomer synthesisSynthesis of 3,4,7-trisubstituted coumarins for use as antifungalsSolid-phase synthesis of saphenamycin analogs with antimicrobial activityCocatalyst for cis-dihydroxylation and epoxidation of alkenes

Technology Process of 2,4,6-Trichlorobenzoic acid

There total 22 articles about 2,4,6-Trichlorobenzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2,4,6-trichlorobenzoyl chloride (4136-95-2) → 2,4,6-trichlorobenzoic acid (50-43-1)

Guidance literature:

With water; triethylamine; In acetone; at 20 ℃; for 18h;

DOI:10.1021/ol0524048

Reference yield: 31.0%

1,3,5-trichloro-2-iodobenzene (6324-50-1) + carbon dioxide (124-38-9,18923-20-1) → 2,4,6-trichlorobenzoic acid (50-43-1) + 2,4,6-trichloro-3-iodobenzoic acid

Guidance literature:

1,3,5-trichloro-2-iodobenzene; With n-butyllithium; (tert-butyldimethylsilyl)-tert-butylamine; In tetrahydrofuran; at -75 ℃;

carbon dioxide; In tetrahydrofuran; at -75 ℃;

Reference yield:

2,4,6-Trichlorobenzonitrile (6575-05-9) → 2,4,6-trichlorobenzoic acid (50-43-1)

Guidance literature:

With hydrogenchloride; at 200 ℃; im Druckrohr;

upstream raw materials:

2,4,6-Trichlorobenzonitrile

2,4,6-trichlorotoluene

1,3,5-trichlorobenzene

carbon dioxide

Downstream raw materials:

methyl 2,4,6-trichlorobenzoate

2,4,6-trichloro-benzoic acid amide

2,4,6-trichloro-3-nitrobenzoic acid

2,4,6-Trichloro-3-nitrobenzyl alcohol

Refernces

• 1、 Park, Kyoung-Ho,Kevill, Dennis N.. "Correlation of the rates of solvolysis of 3,4,5-trimethoxy- and 2,4,6-trichlorobenzoyl chlorides". . p. 647 - 653,7. Retrieved 2020/07/30.
• 2、 Dhimitruka, Ilirian,SantaLucia Jr., John. "Investigation of the Yamaguchi esterification mechanism. Synthesis of a Lux-S enzyme inhibitor using an improved esterification method". . p. 47 - 50. Retrieved 2007/10/03.