5-Chlorosalicylic acid

Base Information

• Chemical Name: 5-Chlorosalicylic acid
• CAS No.: 321-14-2
• Molecular Formula: C7H5ClO3
• Molecular Weight: 172.568
• Hs Code.: 2918.21
• European Community (EC) Number: 206-283-9
• NSC Number: 30111
• UNII: J2YFG68VCZ
• DSSTox Substance ID: DTXSID7059806
• Nikkaji Number: J26.969G
• Wikidata: Q27225743
• Pharos Ligand ID: 64HQ9R5BK5V8
• Metabolomics Workbench ID: 66981
• ChEMBL ID: CHEMBL1375
• Mol file: 321-14-2.mol

Synonyms:5-chlorosalicylate;5-chlorosalicylic acid;5-chlorosalicylic acid, copper salt;5-chlorosalicylic acid, monosodium salt

Chemical Property of 5-Chlorosalicylic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.000132mmHg at 25°C
• Melting Point: 171-176 °C
• Refractive Index: 1.4580 (estimate)
• Boiling Point: 320.5 °C at 760 mmHg
• PKA: pK1:2.63 (25°C)
• Flash Point: 147.6 °C
• PSA: 57.53000
• Density: 1.536 g/cm³
• LogP: 1.74380
• Storage Temp.: Store below +30°C.
• Solubility.: 1g/l
• Water Solubility.: 1 g/L (20 ºC)
• 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

5-Chlorosalicylic Acid >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/38-36/37/38-20/21/22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)C(=O)O)O
• Uses: Moth-proofing, insecticide, intermediate for pharmaceuticals, dyes, pesticides.

Technology Process of 5-Chlorosalicylic acid

There total 74 articles about 5-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%

3-chlorobenzoate (535-80-8) → 5-chloro-2-hydroxybenzoic acid (321-14-2)

Guidance literature:

With oxygen; potassium acetate; palladium diacetate; p-benzoquinone; In N,N-dimethyl acetamide; at 115 ℃; for 15h; under 3800.26 Torr;

DOI:10.1021/ja907198n

Reference yield: 92.0%

salicylic acid (69-72-7,25496-36-0,8052-31-1) → 5-chloro-2-hydroxybenzoic acid (321-14-2)

Guidance literature:

salicylic acid; With sulfuric acid; In acetonitrile; at 20 ℃; for 0.0833333h;

With N-chloro-succinimide; In acetonitrile; at 20 ℃; for 2.5h; regioselective reaction;

DOI:10.1080/00397911.2019.1711415

Reference yield: 92.0%

2,5-dichlorobenzoic acid (50-79-3) → 5-chloro-2-hydroxybenzoic acid (321-14-2)

Guidance literature:

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

DOI:10.1081/SCC-120018940

upstream raw materials:

6-chloro-2-methyl-4H-chromen-4-one

2-methyl-4-chloroanisole

5-chloro-2-hydroxybenzonitrile

5,5'-thio-bis(2-hydroxy-benzoic acid)

Downstream raw materials:

5-chloro-3-formyl-2-hydroxybenzoic acid

5-chlorosalicylanilide

2-acetoxy-5-chloro-benzoic acid

5,5'-dichloro-2,2'-dihydroxy-3,3'-methanediyl-di-benzoic acid

Refernces

• 1、 Wu, Yong-Qi,Lu, Hai-Jia,Zhao, Wen-Ting,Zhao, Hong-Yi,Lin, Zi-Yun,Zhang, Dong-Feng,Huang, Hai-Hong. "A convenient and efficient H2SO4-promoted regioselective monobromination of phenol derivatives using N-bromosuccinimide". supporting information. p. 813 - 822. Retrieved 2020/02/15.
• 2、 -. "A O-substituted benzoic acid meta chlorination method (by machine translation)". Paragraph 0073; 0074; 0076; 0078. . Retrieved 2018/09/08.