2-Chloro-6-hydroxybenzoic acid

Base Information

• Chemical Name: 2-Chloro-6-hydroxybenzoic acid
• CAS No.: 56961-31-0
• Molecular Formula: C7H5ClO3
• Molecular Weight: 172.568
• Hs Code.: 2918290090
• DSSTox Substance ID: DTXSID90205527
• Nikkaji Number: J135.895B
• Wikidata: Q83079129
• Mol file: 56961-31-0.mol

Synonyms:2-chloro-6-hydroxybenzoic acid;56961-31-0;6-Chlorosalicylic acid;Benzoic Acid, 2-chloro-6-hydroxy-;6-chloro-2-hydroxybenzoic acid;MFCD10687031;SCHEMBL330729;2-chloro-6-hydroxy-Benzoicacid;2-Hydroxy-6-chlorobenzoic acid;DTXSID90205527;BCP30621;BBL102685;CL8130;STL556490;AKOS005259280;AM83262;CS-W018603;FS-3098;MB08537;EN300-55493;F8881-2603;Z385458816;6-Chlorosalicylic Acid;2-Chloro-6-hydroxybenzoic acid (6-chlorosalicylic acid)

Chemical Property of 2-Chloro-6-hydroxybenzoic acid

Chemical Property:

• Vapor Pressure: 0.000277mmHg at 25°C
• Melting Point: 171.5-172.5 °C
• Refractive Index: 1.629
• Boiling Point: 309.4 °C at 760 mmHg
• PKA: 2.55±0.25(Predicted)
• Flash Point: 140.9 °C
• PSA: 57.53000
• Density: 1.536 g/cm³
• LogP: 1.74380
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.8
• 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

2-Chloro-6-hydroxybenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)C(=O)O)O

Technology Process of 2-Chloro-6-hydroxybenzoic acid

There total 10 articles about 2-Chloro-6-hydroxybenzoic 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: 59.0%

2-chloro-6-fluorobenzoic acid (434-75-3) → 6-chloro-2-hydroxybenzoic acid (56961-31-0)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; at 130 ℃; for 12h;

DOI:10.1039/c7dt04790h

Reference yield: 58.0%

ortho-chlorobenzoic acid (118-91-2) → 6-chloro-2-hydroxybenzoic acid (56961-31-0)

Guidance literature:

With tert.-butylhydroperoxide; (2S,3S)-N-acetyl-2-amino-3-methylpentanoic acid; potassium acetate; palladium diacetate; p-benzoquinone; In 1,2-dimethoxyethane; water; at 100 ℃;

DOI:10.1016/j.tetlet.2021.153434

Reference yield:

3-monochlorophenol (108-43-0) + carbon dioxide (124-38-9,18923-20-1) → 4-chlorosalicylic acid (5106-98-9) + 6-chloro-2-hydroxybenzoic acid (56961-31-0)

Guidance literature:

3-monochlorophenol; With Mesitol; sodium hydride; In mineral oil; at 100 ℃; for 0.0833333h; Glovebox;

carbon dioxide; In mineral oil; at 185 ℃; for 2h; under 760.051 Torr; Overall yield = 75 %; Overall yield = 32.3 mg;

DOI:10.1002/chem.201601114

upstream raw materials:

carbon dioxide

1-chloro-3-(methoxymethoxy)benzene

3-monochlorophenol

2-amino-6-chlorobenzoic acid hydrochloride

Downstream raw materials:

methyl 2-chloro-6-hydroxybenzoate

2-Allyloxy-6-chloro-benzoic acid

3-chloro-2-(hydroxymethyl)phenol

Refernces

• 1、 Obermoser, Victoria,Baecker, Daniel,Schuster, Carina,Braun, Valentin,Kircher, Brigitte,Gust, Ronald. "Chlorinated cobalt alkyne complexes derived from acetylsalicylic acid as new specific antitumor agents". supporting information. p. 4341 - 4351. Retrieved 2018/03/26.
• 2、 -. "N-PYRAZOLYL CARBOXAMIDES AS CRAC CHANNEL INHIBITORS". Page/Page column 47-48. . Retrieved 2010/11/05.