1-(2H-1,3-benzodioxol-5-yl)propan-2-one

• ChemBase ID: 125360
• Molecular Formular: C10H10O3
• Molecular Mass: 178.1846
• Monoisotopic Mass: 178.06299418
• SMILES: O=C(C)Cc1ccc2OCOc2c1
• Canonical SMILES: CC(=O)Cc1ccc2c(c1)OCO2
• InChI: InChI=1S/C10H10O3/c1-7(11)4-8-2-3-9-10(5-8)13-6-12-9/h2-3,5H,4,6H2,1H3
• InChIKey: XIYKRJLTYKUWAM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2H-1,3-benzodioxol-5-yl)propan-2-one
• IUPAC Traditional name: 1-(2H-1,3-benzodioxol-5-yl)propan-2-one
• Synonyms: 3,4-methylenedioxyphenyl-2-propanone; 1-(1,3-benzodioxol-5-yl)propan-2-one; 3,4-Methylenedioxyphenylpropan-2-one; Piperonylacetone; 1-(1,3-Benzodioxol-5-yl)-2-propanone; NSC 166883; 4-Methylenedioxyphenyl-2-propanone; 3,4-Methylenedioxybenzyl Methyl Ketone; 1-(3,4-Methylenedioxyphenyl)-2-propanone; 3,4-Methylenedioxyphenylacetone; Methyl Piperonyl Ketone

Database IDs

• CAS Number: 4676-39-5
• PubChem SID: 162219710
• PubChem CID: 78407
• Chemspider ID: 70776
• Wikipedia Title: 3,4-Methylenedioxyphenylpropan-2-one

CALCULATED PROPERTIES

• Acid pKa: 15.371009
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.5638531
• LogD (pH = 7.4): 1.5638531
• Log P: 1.5638531
• Molar Refractivity: 46.6836 cm^3
• Polarizability: 18.396915 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 290°C
• Density: 1.211 g/cm^3

DETAILS

Toronto Research Chemicals - M326075

Metabolite of 3,4-Methylenedioxyethylamphetamine (MDE) and 3,4-(Methylenedioxy)methamphetamine (MDMA).

REFERENCES

• Ensslin, H., et al.: Drug Metab. Disposition, 24, 813 (1996)
• Zmijewski, M., et al.: App. Microbiol. Biotechnol., 47, 162 (1996)
• Zhao, H., et al.: J. Anal. Toxicol., 25, 258 (1996)