(1S)-1-{3-[(2-methoxyethoxy)methoxy]phenyl}ethane-1,2-diol

• ChemBase ID: 172945
• Molecular Formular: C12H18O5
• Molecular Mass: 242.26832
• Monoisotopic Mass: 242.11542368
• SMILES: c1(cccc(c1)[C@@H](CO)O)OCOCCOC
• Canonical SMILES: COCCOCOc1cccc(c1)[C@@H](CO)O
• InChI: InChI=1S/C12H18O5/c1-15-5-6-16-9-17-11-4-2-3-10(7-11)12(14)8-13/h2-4,7,12-14H,5-6,8-9H2,1H3/t12-/m1/s1
• InChIKey: PSFYHOBMTFQKKS-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-1-{3-[(2-methoxyethoxy)methoxy]phenyl}ethane-1,2-diol
• IUPAC Traditional name: (1S)-1-{3-[(2-methoxyethoxy)methoxy]phenyl}ethane-1,2-diol
• Synonyms: (S)-1-(3-Methoxyethoxymethoxy)phenyl-1,2-ethanediol; (1S)-1-[3-[(2-Methoxyethoxy)methoxy]phenyl]-1,2-ethanediol

Database IDs

• CAS Number: 215439-44-4
• PubChem SID: 164228855
• PubChem CID: 57375827

CALCULATED PROPERTIES

• Acid pKa: 13.59035
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.43403977
• LogD (pH = 7.4): 0.43403947
• Log P: 0.43403977
• Molar Refractivity: 62.1961 cm^3
• Polarizability: 24.711891 Å^3
• Polar Surface Area: 68.15 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - M262500

Byproduct formed during the production of Phenylephrine.

REFERENCES

• Russel, P., et al.: J. Pharm. Sci., 50, 713 (1961)
• Tokunaga, M., et al.: Sci., 1277, 936 (1961)