2-(4-sulfanylphenyl)acetic acid

• ChemBase ID: 142906
• Molecular Formular: C8H8O2S
• Molecular Mass: 168.21292
• Monoisotopic Mass: 168.0245005
• SMILES: c1cc(ccc1CC(=O)O)S
• Canonical SMILES: OC(=O)Cc1ccc(cc1)S
• InChI: InChI=1S/C8H8O2S/c9-8(10)5-6-1-3-7(11)4-2-6/h1-4,11H,5H2,(H,9,10)
• InChIKey: ORXSLDYRYTVAPC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-sulfanylphenyl)acetic acid
• IUPAC Traditional name: (4-sulfanylphenyl)acetic acid
• Synonyms: 4-Mercaptobenzeneacetate; 4-Mercaptophenylacetic Acid; 4-Mercaptophenylacetic acid; 2-(4-sulfanylphenyl)acetic acid; 4-巯基苯基乙酸

Database IDs

• CAS Number: 39161-84-7
• MDL Number: MFCD00797617
• PubChem SID: 162237132; 24883931
• PubChem CID: 3390511

CALCULATED PROPERTIES

• Acid pKa: 4.1845045
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.31276804
• LogD (pH = 7.4): -2.273469
• Log P: 1.7042013
• Molar Refractivity: 45.3754 cm^3
• Polarizability: 17.56138 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethanol; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 103 - 105°C; 105-109 °C(lit.); 105-110°C; 70-72°C
• Hydrophobicity(logP): 1.807

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Air Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; 37/38-41
• Safety Statements: 26-36/37/39; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335; H315-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P280G-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 97%
• Linear Formula: HSC6H4CH2CO2H

DETAILS

Sigma Aldrich - 653152

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - M254550

A redox buffer that increases the folding rate of disulfide-containing proteins realative to traditional buffers such as glutathione and glutathione-disulfide. A useful synthetic intermediate for the preparation of novel antiinflammatory agents.

REFERENCES

• Gough, J.D., et al.: JACS, 124 (15)
• 3885 (2002)