(1S)-1-phenylethane-1,2-diol

• ChemBase ID: 86885
• Molecular Formular: C8H10O2
• Molecular Mass: 138.1638
• Monoisotopic Mass: 138.06807956
• SMILES: OC[C@H](c1ccccc1)O
• Canonical SMILES: OC[C@H](c1ccccc1)O
• InChI: InChI=1S/C8H10O2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8-10H,6H2/t8-/m1/s1
• InChIKey: PWMWNFMRSKOCEY-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-1-phenylethane-1,2-diol
• IUPAC Traditional name: (1S)-1-phenylethane-1,2-diol
• Synonyms: (-)-Styrene glycol; (R)-(-)-Phenylethylene glycol; (1R)-(-)-1-Phenylethane-1,2-diol; (+)-Styrene glycol; (S)-(+)-Phenylethylene glycol; (S)-(+)-1-Phenyl-1,2-ethanediol; (S)-1-Phenyl-2-hydroxyethanol; (S)-Styrene Glycol; (S)-Phenylethane-1,2-diol; (S)-Phenylethylene Glycol; (S)-(+)-1-Phenyl-1,2-ethanediol; (S)-(+)-1-phenylethane-1,2-diol; (S)-(+)-Styrene glycol; (S)-(+)-Phenyl-1,2-ethanediol; (+)-苯乙二醇; (S)-(+)-苯乙二醇; (S)-(+)-1-苯基-1,2-乙二醇; (S)-(+)-苯基-1,2-乙二醇

Database IDs

• CAS Number: 16355-00-3; 25779-13-9
• MDL Number: MFCD00066256; MFCD00064262
• Beilstein Number: 3196197
• PubChem SID: 24858237; 162074001
• PubChem CID: 643312

CALCULATED PROPERTIES

• Acid pKa: 13.6545925
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.5755611
• LogD (pH = 7.4): 0.57556087
• Log P: 0.5755611
• Molar Refractivity: 38.8364 cm^3
• Polarizability: 15.2415085 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 64-66°C; 64-67 °C; 64-67 °C(lit.); 64-67°C
• Boiling Point: 272-274°C; 272-274°C
• Flash Point: 160 °C; 320 °F
• Optical Rotation: [α]/D +69±4°, c = 1 in chloroform; [α]18/D +66°, c = 1 in chloroform; +39 (c=3 in ethanol)

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (sum of enantiomers, HPLC); 97%; 99%
• Grade: purum
• Linear Formula: HOCH2CH(C6H5)OH

DETAILS

Sigma Aldrich - 302155

Packaging
1 g in glass bottle
250 mg in glass bottle

Toronto Research Chemicals - S687820

Extremely valuable and versatile alcohol used as a chiral building block in organic synthesis, used in the preparation of chiral 2-amino-1-phenylethanols as pharmaceutical intermediates.

REFERENCES

• Bagnoli, L., et al.: Chem. Eur. J., 17, 993 (2011)