2-(benzyloxy)propane-1,3-diol

• ChemBase ID: 150294
• Molecular Formular: C10H14O3
• Molecular Mass: 182.21636
• Monoisotopic Mass: 182.09429431
• SMILES: c1ccc(cc1)COC(CO)CO
• Canonical SMILES: OCC(OCc1ccccc1)CO
• InChI: InChI=1S/C10H14O3/c11-6-10(7-12)13-8-9-4-2-1-3-5-9/h1-5,10-12H,6-8H2
• InChIKey: UDIPIOHLDFSMLR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(benzyloxy)propane-1,3-diol
• IUPAC Traditional name: 2-(benzyloxy)propane-1,3-diol
• Synonyms: 2-(Phenylmethoxy)-1,3-propanediol; 2-Benzyloxy-1,3-propanediol; 2-O-Benzylglycerol; Glycerol 2-benzyl ether; 2-Benzyloxy-1,3-propanediol; 2-苄基甘油醚; 2-苄氧-1,3-丙二醇; 2-苄氧基-1,3-丙二醇

Database IDs

• CAS Number: 14690-00-7
• MDL Number: MFCD00075493
• Beilstein Number: 1953926
• PubChem SID: 162244455; 24848322; 24862751
• PubChem CID: 203567

CALCULATED PROPERTIES

• Acid pKa: 14.301721
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.5285856
• LogD (pH = 7.4): 0.52858555
• Log P: 0.5285856
• Molar Refractivity: 49.8799 cm^3
• Polarizability: 19.62299 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 38-40 °C(lit.); 38-41 °C
• Boiling Point: 185-187 °C/10 mmHg(lit.)
• Flash Point: 113 °C; 235.4 °F

Safety Information

• RTECS: TY3181000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (GC); 99%
• Grade: puriss.
• Linear Formula: C6H5CH2OCH(CH2OH)2

DETAILS

Sigma Aldrich - 367443

Packaging
1 g in glass bottle
250 mg in glass bottle

Sigma Aldrich - 13734

Other Notes
Starting material for the synthesis of glycerides 1; Preparation of chiral glycerols by enzyme-catalyzed reactions 2,3

Toronto Research Chemicals - B287735

A gylcerol derivative used in the preparation of glycerides and their phosphonate analogs as potent inhibitors of lipase.

REFERENCES

• Mannesse, M.L.M. et al.: Biochim. Biophys. Acta Lipids Lipid Metab., 1259, 56 (1995)
• Kanwar, L. et al.: J. Chem. Tech. Biotech., 77, 898 (1995)