4-Chlorosalicylic acid

Base Information

• Chemical Name: 4-Chlorosalicylic acid
• CAS No.: 5106-98-9
• Molecular Formula: C7H5ClO3
• Molecular Weight: 172.568
• Hs Code.: 29182900
• European Community (EC) Number: 225-829-7
• NSC Number: 15816
• UNII: 7I5GI51211
• DSSTox Substance ID: DTXSID00199064
• Nikkaji Number: J71.709F
• Wikidata: Q27268333
• ChEMBL ID: CHEMBL2228307
• Mol file: 5106-98-9.mol

Synonyms:4-chlorosalicylate;4-chlorosalicylic acid

Chemical Property of 4-Chlorosalicylic acid

Chemical Property:

• Appearance/Colour: off-white to light beige powder
• Vapor Pressure: 0.000126mmHg at 25°C
• Melting Point: 210-212 °C(lit.)
• Refractive Index: 1.4580 (estimate)
• Boiling Point: 321.1 °C at 760 mmHg
• PKA: 2.71±0.10(Predicted)
• Flash Point: 148 °C
• PSA: 57.53000
• Density: 1.536 g/cm³
• LogP: 1.74380
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: slightly soluble
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.9927217
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

4-Chlorosalicylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)O)C(=O)O
• Uses: 4-Chlorosalicylic Acid is a metabolite of the herbicide Benthiocarb. 4-Chlorosalicylic Acid shows antifungal activity. 4-Chlorosalicylic acid was used in sensitive spectrofluorometric determination of terbium in mixed rare earths. It was used in preparation of poly(4-chlorosalicylic acid-formaldehyde) via condensation with formaldehyde.

Technology Process of 4-Chlorosalicylic acid

There total 35 articles about 4-Chlorosalicylic 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: 95.0%

2,4 dichlorobenzoic acid (50-84-0) → 4-chlorosalicylic acid (5106-98-9)

Guidance literature:

With pyridine; water; potassium carbonate; copper; for 0.25h; sonication;

DOI:10.1081/SCC-120018940

Reference yield: 78.0%

para-chlorobenzoic acid (74-11-3) → 4-chlorosalicylic acid (5106-98-9)

Guidance literature:

With oxygen; potassium acetate; palladium diacetate; p-benzoquinone; In N,N-dimethyl acetamide; at 115 ℃; for 15h; under 760.051 Torr;

DOI:10.1021/ja907198n

Reference yield: 76.2%

3-monochlorophenol (108-43-0) + sodium ethyl carbonate (17201-44-4) → 4-chlorosalicylic acid (5106-98-9)

Guidance literature:

With carbon dioxide; at 165 ℃; for 6h; under 7600.51 Torr; Temperature; Pressure; regioselective reaction; Autoclave;

DOI:10.1134/S0965544117050103

upstream raw materials:

2,4 dichlorobenzoic acid

sodium methylate

2-amino-4-chlorobenzamide

2-methoxy-4-chlorobenzoic acid

Downstream raw materials:

4-chloro-2-hydroxybenzyl alcohol

4-chloro-2,5-dihydroxybenzoic acid

2-carboxy-5-chlorophenyl acetate

methyl 4-chloro-2-methoxybenzoate

Refernces

• 1、 Luo, Feihua,He, Shuhua,Gou, Quan,Chen, Jinyang,Zhang, mingzhong. "Palladium-catalyzed ortho-C-H hydroxylation of benzoic acids". . . Retrieved 2021/10/06.
• 2、 Luo, Junfei,Preciado, Sara,Xie, Pan,Larrosa, Igor. "Carboxylation of Phenols with CO2 at Atmospheric Pressure". supporting information. p. 6798 - 6802. Retrieved 2016/05/11.