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

• ChemBase ID: 1609
• Molecular Formular: C3H8O2
• Molecular Mass: 76.09442
• Monoisotopic Mass: 76.0524295
• SMILES: C[C@@H](O)CO
• Canonical SMILES: OC[C@H](O)C
• InChI: InChI=1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3/t3-/m1/s1
• InChIKey: DNIAPMSPPWPWGF-GSVOUGTGSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 57-55-6; 4254-14-2
• MDL Number: MFCD00066248
• Beilstein Number: 1718872
• Merck Index: 147855
• PubChem SID: 24887959; 46507661; 160965066; 24878449
• PubChem CID: 259994

CALCULATED PROPERTIES

JChem

• 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

ALOGPS 2.1

• Log P: -1.1
• LOG S: 1.1
• Solubility (Water): 9.52e+02 g/l

PROPERTIES

Physical Property

• Solubility: 1000 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
• Boiling Point: 186-188 °C/765 mmHg(lit.); 186-188°C
• Flash Point: 103 °C; 107°C(224°F); 217.4 °F
• Density: 1.04 g/mL at 25 °C(lit.); 1.040
• Refractive Index: 1.4320; n20/D 1.433; n20/D 1.434(lit.)
• Optical Rotation: [α]20/D -16.5±1°, neat; [α]20/D -16.5°, neat; -16.5 (neat)
• Hydrophobicity(logP): -0.92 [HANSCH,C ET AL. (1995)]

Safety Information

• Storage Warning: Hygroscopic
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: ≥99.0% (sum of enantiomers, GC); 96%; 98%
• Grade: puriss.
• Optical Purity: ee: 98% (GLC)
• Linear Formula: CH3CH(OH)CH2OH

DETAILS

DrugBank - DB02159

• Drug Groups: experimental
• Description: A clear, colorless, viscous organic solvent and diluent used in pharmaceutical preparations. [PubChem]

DrugBank - DB01839

• Drug Groups: experimental
• Description: A clear, colorless, viscous organic solvent and diluent used in pharmaceutical preparations. [PubChem]
• External Links: Wikipedia

DrugBank - DB04349

• Drug Groups: experimental
• Description: A clear, colorless, viscous organic solvent and diluent used in pharmaceutical preparations. [PubChem]

Sigma Aldrich - 540242

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.

Sigma Aldrich - 82284

Other Notes
Chiral building block; monotosylation is accompanied by a little ditosylation, preparation of (R)-methyloxirane 1,2; 1-O protection and 2-O mesylation 3