(2R)-2-hydroxy-2-phenylacetamide

• ChemBase ID: 142598
• Molecular Formular: C8H9NO2
• Molecular Mass: 151.16256
• Monoisotopic Mass: 151.06332853
• SMILES: c1ccc(cc1)[C@H](C(=O)N)O
• Canonical SMILES: O[C@H](c1ccccc1)C(=O)N
• InChI: InChI=1S/C8H9NO2/c9-8(11)7(10)6-4-2-1-3-5-6/h1-5,7,10H,(H2,9,11)/t7-/m1/s1
• InChIKey: MAGPZHKLEZXLNU-SSDOTTSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-hydroxy-2-phenylacetamide
• IUPAC Traditional name: (R)-mandelamide
• Synonyms: (R)-2-Hydroxy-2-phenylacetamide; D-Mandelamide; (R)-(-)-Mandelamide; (R)-2-羟基-2-苯乙酰胺; D-马来酰亚胺; (R)-(-)-马来酰亚胺

Database IDs

• CAS Number: 24008-62-6
• MDL Number: MFCD10566026
• Beilstein Number: 2575137
• PubChem SID: 162236825
• PubChem CID: 441254

CALCULATED PROPERTIES

• Acid pKa: 12.470764
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.08889298
• LogD (pH = 7.4): 0.08888935
• Log P: 0.08889303
• Molar Refractivity: 40.526 cm^3
• Polarizability: 15.837317 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D -56±2°

Safety Information

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

Product Information

• Purity: ≥97%; ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C8H9NO2

DETAILS

Sigma Aldrich - 711497

Packaging
5 g in poly bottle