(2S)-2-(2-chlorophenyl)-2-hydroxyacetic acid

• ChemBase ID: 145039
• Molecular Formular: C8H7ClO3
• Molecular Mass: 186.59238
• Monoisotopic Mass: 186.00837176
• SMILES: c1ccc(c(c1)[C@@H](C(=O)O)O)Cl
• Canonical SMILES: OC(=O)[C@H](c1ccccc1Cl)O
• InChI: InChI=1S/C8H7ClO3/c9-6-4-2-1-3-5(6)7(10)8(11)12/h1-4,7,10H,(H,11,12)/t7-/m0/s1
• InChIKey: RWOLDZZTBNYTMS-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-chlorophenyl)-2-hydroxyacetic acid
• IUPAC Traditional name: (S)-(2-chlorophenyl)(hydroxy)acetic acid
• Synonyms: (S)-(+)-2-Chloromandelic acid; (S)-2-(2-Chlorophenyl)-2-hydroxyacetic acid; (S)-(+)-2-Hydroxy-2-(2-chlorophenyl)acetic Acid; (S)-2-Chloromandelic Acid; (αS)-2-Chloro-α-hydroxy-benzeneacetic Acid; (S)-2-(2-Chlorophenyl)-2-hydroxyethanoic Acid; (S)-(+)-2-氯扁桃酸

Database IDs

• CAS Number: 52950-19-3
• MDL Number: MFCD00798437
• PubChem SID: 162239249; 24880055
• PubChem CID: 6922874

CALCULATED PROPERTIES

• Acid pKa: 3.1525774
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.8218304
• LogD (pH = 7.4): -1.9535382
• Log P: 1.4998803
• Molar Refractivity: 43.5086 cm^3
• Polarizability: 17.101192 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 113-115°C; 118-121 °C(lit.)

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%; 97%
• Linear Formula: ClC6H4CH(OH)CO2H

DETAILS

Sigma Aldrich - 562823

Packaging
500 mg in glass bottle

Toronto Research Chemicals - C432670

Used for chiral resolutions.

REFERENCES

• Wang, P., et al.: Biotechnol. Bioengin., 98, 30 (2007)
• Mamidi, R., et al.; Drug Metab. Disposition, 35, 566 (2007)
• Zhang, T., et al.: J. Pharm. Biomed. Anal., 46, 882 (2007)