4-Fluoro-2-mercaptobenzoic acid

Base Information

• Chemical Name: 4-Fluoro-2-mercaptobenzoic acid
• CAS No.: 81223-43-0
• Molecular Formula: C7H5FO2S
• Molecular Weight: 172.18
• DSSTox Substance ID: DTXSID00508536
• Wikidata: Q82365537
• Mol file: 81223-43-0.mol

Synonyms:4-FLUORO-2-MERCAPTOBENZOIC ACID;81223-43-0;4-fluoro-2-sulfanylbenzoic acid;4-Fluoro-2-mercaptobenzoicacid;4-fluorothiosalicylic acid;SCHEMBL2949444;4-Fluoro-2-mercapto-Benzoicacid;DTXSID00508536;Benzoicacid,4-fluoro-2-mercapto-;CZRNYBPPRDZSEB-UHFFFAOYSA-N;MFCD04108495;AKOS005216614;AT20779;FT-0686555;EN300-43828;A19200;Z228584386

Chemical Property of 4-Fluoro-2-mercaptobenzoic acid

Chemical Property:

• Melting Point: 309-312 °C
• Boiling Point: 296.914 °C at 760 mmHg
• PKA: 3.48±0.36(Predicted)
• Flash Point: 133.369 °C
• PSA: 76.10000
• Density: 1.45 g/cm³
• LogP: 1.81260
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 171.99942873
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

98%min ^*data from raw suppliers

4-Fluoro-2-mercaptobenzoic acid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)S)C(=O)O

Technology Process of 4-Fluoro-2-mercaptobenzoic acid

There total 7 articles about 4-Fluoro-2-mercaptobenzoic 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: 87.0%

methyl 2-((dimethylcarbamoyl)thio)-4-fluorobenzoate (501378-88-7) → 4-fluoro-2-sulfanyl-benzoic acid (81223-43-0)

Guidance literature:

methyl 2-((dimethylcarbamoyl)thio)-4-fluorobenzoate; With sodium hydroxide; at 100 ℃; for 14h;

With hydrogenchloride; pH=3;

Reference yield: 58.0%

4-fluoroanthranilic acid (446-32-2) → 4-fluoro-2-sulfanyl-benzoic acid (81223-43-0)

Guidance literature:

4-fluoroanthranilic acid; With hydrogenchloride; sodium nitrite; In water; at 5 ℃; for 0.5h;

With sodium disulfide; In water; at 20 ℃; for 2h; Further stages;

DOI:10.1021/acs.jmedchem.9b00654

Reference yield: 14.0%

2,2’-disulfanediylbis(4-fluorobenzoic acid) (81223-41-8) → 4-fluoro-2-sulfanyl-benzoic acid (81223-43-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 6h; Heating;

DOI:10.1135/cccc19812222

upstream raw materials:

2,2’-disulfanediylbis(4-fluorobenzoic acid)

4-fluoroanthranilic acid

methyl 2-((dimethylcarbamoyl)thio)-4-fluorobenzoate

2-azido-4-fluorobenzoic acid

Downstream raw materials:

2-(5-chloro-2-thienylthio)-4-fluorobenzoic acid

2-(4-ethoxycarbonyl-2-nitrophenylthio)-4-fluorobenzoic acid

4-fluoro-2-mercapto-N,N-dimethylbenzamide

2-(2,5-dimethylphenyl)-6-fluorobenzo[d]isothiazol-3(2H)-one

Refernces

• 1、 Zheng, Xiufang,Gao, Lu,Wang, Lisha,Liang, Chungen,Wang, Baoxia,Liu, Yongfu,Feng, Song,Zhang, Bo,Zhou, Mingwei,Yu, Xin,Xiang, Kunlun,Chen, Li,Guo, Tao,Shen, Hong C.,Zou, Gang,Wu, Jim Zhen,Yun, Hongying. "Discovery of Ziresovir as a Potent, Selective, and Orally Bioavailable Respiratory Syncytial Virus Fusion Protein Inhibitor". supporting information. p. 6315 - 6329. Retrieved 2019/07/09.
• 2、 -. "USE OF CANNABINOID MODULATING COMPOUNDS IN COMBINATION WITH OTHER THERAPEUTIC COMPOUNDS FOR ADJUNCTIVE THERAPY". Page/Page column 299-300. . Retrieved 2008/12/04.