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

• ChemBase ID: 149225
• Molecular Formular: C3H8O2
• Molecular Mass: 76.09442
• Monoisotopic Mass: 76.0524295
• SMILES: C[C@@H](CO)O
• Canonical SMILES: OC[C@@H](O)C
• InChI: InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3/t3-/m0/s1
• InChIKey: DNIAPMSPPWPWGF-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-propane-1,2-diol
• IUPAC Traditional name: (S)-1,2-propanediol
• Synonyms: (S)-(+)-Propylene glycol; (2S)-propane-1,2-diol; (S)-(+)-Propylene glycerol; (S)-(+)-1,2-Propanediol; (S)-(+)-丙二醇; (S)-(+)-1,2-丙二醇

Database IDs

• CAS Number: 4254-15-3
• MDL Number: MFCD00004539
• Beilstein Number: 1718871
• Merck Index: 147855
• PubChem SID: 24878450; 162243393
• PubChem CID: 439846

CALCULATED PROPERTIES

• Acid pKa: 14.470763
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.79210407
• LogD (pH = 7.4): -0.79210407
• Log P: -0.79210407
• Molar Refractivity: 18.9724 cm^3
• Polarizability: 7.5336413 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 186-188 °C/765 mmHg(lit.); 186-188°C
• Flash Point: 103 °C; 107°C(224°F); 217.4 °F
• Density: 1.036 g/mL at 20 °C(lit.); 1.040
• Refractive Index: 1.4320; n20/D 1.432(lit.)
• Optical Rotation: [α]20/D +16.5°, neat; +16 (neat)
• Hydrophobicity(logP): -1.06

Safety Information

• Storage Warning: Hygroscopic
• German water hazard class: 3
• TSCA Listed: 否

Product Information

• Purity: 95%; 96%; 97%
• Optical Purity: ee: 98% (GLC)
• Linear Formula: CH3CH(OH)CH2OH

DETAILS

Sigma Aldrich - 540250

Packaging
25 g in poly bottle
5 g in glass bottle
Legal Information
Manufactured under license by Shasun Chemicals and Drugs Limited, using Jacobsen HKR technology.

REFERENCES

• For bromoacetoxylation with HBr in acetic acid, see: Org. Synth. Coll., 7, 356 (1990).