ethyl (2S)-2-hydroxy-2-phenylacetate

• ChemBase ID: 146258
• Molecular Formular: C10H12O3
• Molecular Mass: 180.20048
• Monoisotopic Mass: 180.07864424
• SMILES: CCOC(=O)[C@H](c1ccccc1)O
• Canonical SMILES: CCOC(=O)[C@H](c1ccccc1)O
• InChI: InChI=1S/C10H12O3/c1-2-13-10(12)9(11)8-6-4-3-5-7-8/h3-7,9,11H,2H2,1H3/t9-/m0/s1
• InChIKey: SAXHIDRUJXPDOD-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2S)-2-hydroxy-2-phenylacetate
• IUPAC Traditional name: ethyl (2S)-2-hydroxy-2-phenylacetate
• Synonyms: Ethyl (S)-(+)-mandelate; (S)-(+)-扁桃酸乙酯

Database IDs

• CAS Number: 13704-09-1
• MDL Number: MFCD00064249
• PubChem SID: 162240457; 24858761
• PubChem CID: 6951557

CALCULATED PROPERTIES

• Acid pKa: 11.992392
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.3985375
• LogD (pH = 7.4): 1.3985265
• Log P: 1.3985376
• Molar Refractivity: 48.2215 cm^3
• Polarizability: 19.076818 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 32-34 °C(lit.)
• Boiling Point: 106-107 °C/4 mmHg(lit.)
• Flash Point: >113 °C; >235.4 °F
• Optical Rotation: [α]21/D +134°, c = 3 in chloroform

Safety Information

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

Product Information

• Purity: 99%
• Optical Purity: ee: 99% (GLC)
• Linear Formula: C6H5CH(OH)CO2C2H5

DETAILS

Sigma Aldrich - 309974

Packaging
5 g in glass bottle