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

• ChemBase ID: 162963
• Molecular Formular: C10H9BrO3
• Molecular Mass: 257.08066
• Monoisotopic Mass: 255.97350615
• SMILES: c1(ccc2c(c1)OCO2)C(=O)C(Br)C
• Canonical SMILES: CC(C(=O)c1ccc2c(c1)OCO2)Br
• InChI: InChI=1S/C10H9BrO3/c1-6(11)10(12)7-2-3-8-9(4-7)14-5-13-8/h2-4,6H,5H2,1H3
• InChIKey: NTPQGLLTGPTOAA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2H-1,3-benzodioxol-5-yl)-2-bromopropan-1-one
• IUPAC Traditional name: 1-(2H-1,3-benzodioxol-5-yl)-2-bromopropan-1-one
• Synonyms: 1-(1,3-Benzodioxol-5-yl)-2-bromo-1-propanone; 3',4'-Methylenedioxy-α-bromopropiophenone; 2-Bromo-3',4'-(methylenedioxy)propiophenone

Database IDs

• CAS Number: 52190-28-0
• PubChem SID: 162257098
• PubChem CID: 10467629

CALCULATED PROPERTIES

• Acid pKa: 15.930057
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.4457302
• LogD (pH = 7.4): 2.4457302
• Log P: 2.4457302
• Molar Refractivity: 54.4583 cm^3
• Polarizability: 21.20513 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - B685355

Reagent used in the preparation of antifungal agents and MDMA analogs.

REFERENCES

• Obase, H., et al.: Chem. Pharm. Bull., 30, 462 (1982)
• Zacchino, S., et al.: J. Nat. Products, 62, 1353 (1982)