4-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxolane

• ChemBase ID: 145280
• Molecular Formular: C13H18O3
• Molecular Mass: 222.28022
• Monoisotopic Mass: 222.12559444
• SMILES: CC1(OCC(O1)COCc1ccccc1)C
• Canonical SMILES: CC1(C)OCC(O1)COCc1ccccc1
• InChI: InChI=1S/C13H18O3/c1-13(2)15-10-12(16-13)9-14-8-11-6-4-3-5-7-11/h3-7,12H,8-10H2,1-2H3
• InChIKey: DBFDSKSLTCMIPB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxolane
• IUPAC Traditional name: 4-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxolane
• Synonyms: (±)-4-Benzyloxymethyl-2,2-dimethyl-1,3-dioxolane; DL-α,β-Isopropylideneglycerol-γ-benzyl ether; 1-Benzyl-2,3-isopropylidene-rac-glycerol; 2,2-Dimethyl-4-[(phenylmethoxy)methyl]-1,3-dioxolane; 4-(Benzyloxymethyl)-2,2-dimethyl-1,3-dioxolane; NSC 75108; 1-Benzyl-2,3-O-isopropylidene Glycerol; (±)-4-苄氧甲基-2,2-二甲基-1,3-二氧戊环; DL-α,β-异亚丙基甘油-γ-苄醚; 1-苯甲基-2,3-异亚丙基-rac-甘油

Database IDs

• CAS Number: 15028-56-5
• EC Number: 239-110-0
• MDL Number: MFCD00066532
• Beilstein Number: 82961
• PubChem SID: 162239488; 24865359
• PubChem CID: 85795

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.2310102
• LogD (pH = 7.4): 2.2310102
• Log P: 2.2310102
• Molar Refractivity: 62.0869 cm^3
• Polarizability: 24.560461 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 117-121°C/3mm; 89-91 °C/0.1 mmHg(lit.)
• Flash Point: 110 °C; 230 °F
• Density: 1.051 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.494(lit.)

Safety Information

• German water hazard class: 3

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C13H18O3

DETAILS

Sigma Aldrich - 406163

Packaging
25 mL in glass bottle

Toronto Research Chemicals - B281000

Used in the preparation of the analogs of dioxolanes Dexoxadrol and Etoxadrol as potential phencyclidine-like agents.

REFERENCES

• Kokotos, G., et al.: ChemBioChem, 4, 90 (2003)
• Liu, J., et al.: Neuropharmacol., 54, 1 (2003)