methyl (2S)-2-(2-chlorophenyl)-2-hydroxyacetate

• ChemBase ID: 164365
• Molecular Formular: C9H9ClO3
• Molecular Mass: 200.61896
• Monoisotopic Mass: 200.02402183
• SMILES: c1cccc(c1Cl)[C@@H](C(=O)OC)O
• Canonical SMILES: COC(=O)[C@H](c1ccccc1Cl)O
• InChI: InChI=1S/C9H9ClO3/c1-13-9(12)8(11)6-4-2-3-5-7(6)10/h2-5,8,11H,1H3/t8-/m0/s1
• InChIKey: ZMPGBVQQIQSQED-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-(2-chlorophenyl)-2-hydroxyacetate
• IUPAC Traditional name: methyl (2S)-2-(2-chlorophenyl)-2-hydroxyacetate
• Synonyms: Methyl (S)-o-Chloromandelate; (S)-Methyl 2-hydroxy-2-(2-chlorophenyl)acetate; (S)-(-)-Methyl 2-(2-Chlorophenyl)-2-hydroxyacetate; (αS)-2-Chloro-α-hydroxy-benzeneacetic Acid Methyl Ester; 2-Chloromandelic Acid Methyl Ester

Database IDs

• CAS Number: 32345-60-1
• PubChem SID: 162258500
• PubChem CID: 11183258

CALCULATED PROPERTIES

• Acid pKa: 11.786377
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.6457741
• LogD (pH = 7.4): 1.6457566
• Log P: 1.6457744
• Molar Refractivity: 48.2777 cm^3
• Polarizability: 19.162643 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Light Yellow Oil

DETAILS

Toronto Research Chemicals - C367690

Clopidogrel intermediate.

REFERENCES

• Zhu, Shou-Fei; C., et al.: Nat. Chem., 2, 546 (2010)