2-sulfanylbenzoic acid

• ChemBase ID: 87672
• Molecular Formular: C7H6O2S
• Molecular Mass: 154.18634
• Monoisotopic Mass: 154.00885043
• SMILES: OC(=O)c1c(cccc1)S
• Canonical SMILES: OC(=O)c1ccccc1S
• InChI: InChI=1S/C7H6O2S/c8-7(9)5-3-1-2-4-6(5)10/h1-4,10H,(H,8,9)
• InChIKey: NBOMNTLFRHMDEZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-sulfanylbenzoic acid
• IUPAC Systematic name: 2-Sulfanylbenzoic acid
• IUPAC Traditional name: thiosalicylic acid
• Synonyms: 2-Thiosalicylic Acid; 2-Carboxybenzenethiol; 2-Carboxythiophenol; 2-Sulfanylbenzoic Acid; Thiophenol-2-carboxylic Acid; Thiosalicylic Acid; o-Carboxythiophenol; o-Sulfhydrylbenzoic Acid; NSC 2184; NSC 660640; Thiosalicylic acid; 2-mercaptobenzoic acid; 2-Mercaptobenzoic acid; Thiosalicylic acid 98%; o-Mercaptobenzoic acid; THIOSALICYLIC ACID; o-Thiosalicylic acid; 2-巯基苯甲酸; 硫代水杨酸

Database IDs

• CAS Number: 147-93-3
• EC Number: 205-704-3
• MDL Number: MFCD00004836
• Beilstein Number: 508507
• Merck Index: 149360
• PubChem SID: 162074712; 24900130
• PubChem CID: 5443
• CHEBI ID: 59124
• CHEMBL: 119888
• Chemspider ID: 5248
• Gmelin ID: 3838
• KEGG ID: D08586
• MeSH Name: 2-Thiosalicylic+acid
• Wikipedia Title: Thiosalicylic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.3386726
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.4900552
• LogD (pH = 7.4): -2.6270986
• Log P: 1.7240359
• Molar Refractivity: 41.324 cm^3
• Polarizability: 15.7053385 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Leaf or needle shaped crystals; Yellow Solid
• Melting Point: 162 - 169°C; 162-165 °C(lit.); 164-167 °C; 165-168°C; 165-168°C
• Density: 1.49; 1.49 g cm^-3
• Partition Coefficient: 2.39
• pKa: 3.501

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere; Room Temperature (15-30°C)
• Storage Warning: Air & Light Sensitive
• RTECS: DH3325000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R36/37/38
• Safety Statements: 26; 26-36/37; S26
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥96%; ≥97.0% (RT); ≥98.5% (RT); 97%; 98%
• Grade: puriss.; purum
• Linear Formula: HSC6H4CO2H

DETAILS

MP Biomedicals - 02156892

Purity: >96%

Sigma Aldrich - T33200

Application
Trapping agent used in the desulfenylation of 3-indolyl sulfides.1 Condenses with diamines to form macrocyclic diamides.2
Packaging
100, 500 g in poly bottle
5 g in glass bottle

Toronto Research Chemicals - M251700

A trapping agent used in the desulfenylation of 3-indolyl sulfides.

REFERENCES

• Miller, C., et al.: Environ. Sci. Technol., 43, 8548 (2009)
• Mecinovic, J., et al.: Anal. Biochem., 393, 215 (2009)
• Zarghi, A., et al.: Bioorg., Med., Chem., 17, 5369 (2009)