5-Nitro-2-sulfanylbenzoic acid

Base Information

• Chemical Name: 5-Nitro-2-sulfanylbenzoic acid
• CAS No.: 99334-37-9
• Molecular Formula: C7H5NO4S
• Molecular Weight: 199.18400
• European Community (EC) Number: 855-357-2
• DSSTox Substance ID: DTXSID30545237
• Wikidata: Q82422668
• Mol file: 99334-37-9.mol

Synonyms:5-nitro-2-sulfanylbenzoic acid;99334-37-9;Benzoic acid, 2-mercapto-5-nitro-;2-mercapto-5-nitroBenzoic acid;2-Mercapto-5-nitro-Benzoicacid;2-Mercapto-5-nitro-benzoic acid;5-nitrothiosalicylic acid;SCHEMBL6510484;DTXSID30545237;YHKUPPYODIHLRV-UHFFFAOYSA-N;AKOS010616348;A19373;EN300-106401

Chemical Property of 5-Nitro-2-sulfanylbenzoic acid

Chemical Property:

• PSA: 121.92000
• LogP: 2.10490
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 198.99392881
• Heavy Atom Count: 13
• Complexity: 227

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])C(=O)O)S

Technology Process of 5-Nitro-2-sulfanylbenzoic acid

There total 4 articles about 5-Nitro-2-sulfanylbenzoic 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: 73.0%

2-dimethylcarbamoylsulfanyl-5-nitrobenzoic acid methyl ester (1403384-97-3) → 2-mercapto-5-nitrobenzoic acid (99334-37-9)

Guidance literature:

With sodium hydroxide; In methanol; water; for 16h; Inert atmosphere; Reflux;

DOI:10.1021/acs.jmedchem.9b01679

Reference yield: 67.0%

2,2'-dithiobis[5-nitrobenzoic acid] (1170-38-3) → 2-mercapto-5-nitrobenzoic acid (99334-37-9)

Guidance literature:

With sodium hydroxide; D-glucose; In ethanol; water; at 78 - 80 ℃; for 0.75h;

DOI:10.1039/a701002h

Reference yield:

2-dimethylthiocarbamoyloxy-5-nitrobenzoic acid methyl ester (1403384-95-1) → 2-mercapto-5-nitrobenzoic acid (99334-37-9)

Guidance literature:

Multi-step reaction with 2 steps

1: diphenylether / 0.02 h / 250 °C / Microwave irradiation; Inert atmosphere

2: sodium hydroxide / water; methanol / 16 h / Inert atmosphere; Reflux

With sodium hydroxide; In methanol; diphenylether; water;

DOI:10.1021/acs.jmedchem.9b01679

upstream raw materials:

2,2'-dithiobis[5-nitrobenzoic acid]

2-dimethylthiocarbamoyloxy-5-nitrobenzoic acid methyl ester

2-dimethylcarbamoylsulfanyl-5-nitrobenzoic acid methyl ester

methyl 2-hydroxy-5-nitrobenzoate

Downstream raw materials:

2-(2-Methylcarbamoyl-benzenesulfinyl)-5-nitro-benzoic acid

α-[(2-carboxy-4-nitrophenyl)thio]-γ-butyrolactone

Refernces

• 1、 Vass, Elemer,Ruff, Ferenc,Kapovits, Istvan,Szabo, Denes,Kucsman, Arpad. "Spiro-λ4-sulfanes with a N-SIV-O axial bond system. A kinetic study on the mechanism of hydrolysis". . p. 2061 - 2068. Retrieved 2007/10/03.