1-[3,4-bis(benzyloxy)phenyl]ethane-1,2-diol

• ChemBase ID: 162184
• Molecular Formular: C22H22O4
• Molecular Mass: 350.40768
• Monoisotopic Mass: 350.15180918
• SMILES: c1cc(cc(c1OCc1ccccc1)OCc1ccccc1)C(CO)O
• Canonical SMILES: OCC(c1ccc(c(c1)OCc1ccccc1)OCc1ccccc1)O
• InChI: InChI=1S/C22H22O4/c23-14-20(24)19-11-12-21(25-15-17-7-3-1-4-8-17)22(13-19)26-16-18-9-5-2-6-10-18/h1-13,20,23-24H,14-16H2
• InChIKey: TUPSTLDQFNUXKF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[3,4-bis(benzyloxy)phenyl]ethane-1,2-diol
• IUPAC Traditional name: 1-[3,4-bis(benzyloxy)phenyl]ethane-1,2-diol
• Synonyms: 1-[3,4-Bis(phenylmethoxy)phenyl]-1,2-ethanediol; rac 3,4-Bis(benzyloxy)phenylethylene Glycol; [3,4-Bis(benzyloxy)phenyl]-1,2-ethanediol

Database IDs

• CAS Number: 100434-10-4
• PubChem SID: 162256319
• PubChem CID: 13997350

CALCULATED PROPERTIES

• Acid pKa: 13.608216
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.7091649
• LogD (pH = 7.4): 3.7091646
• Log P: 3.7091649
• Molar Refractivity: 100.988 cm^3
• Polarizability: 39.46506 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B411000

Intermediate in the preparation of Catecholamines metabolites.

REFERENCES

• Benigni, J. D. & Verbiscar, A. J.; J. Med. Chem. 6, 607 (1963)