1-[3,4-bis(benzyloxy)phenyl]-2-bromobutan-1-one

• ChemBase ID: 166915
• Molecular Formular: C24H23BrO3
• Molecular Mass: 439.34162
• Monoisotopic Mass: 438.0830566
• SMILES: c1(c(cc(cc1)C(=O)C(Br)CC)OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: CCC(C(=O)c1ccc(c(c1)OCc1ccccc1)OCc1ccccc1)Br
• InChI: InChI=1S/C24H23BrO3/c1-2-21(25)24(26)20-13-14-22(27-16-18-9-5-3-6-10-18)23(15-20)28-17-19-11-7-4-8-12-19/h3-15,21H,2,16-17H2,1H3
• InChIKey: KNOWDHPHAZOWLT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[3,4-bis(benzyloxy)phenyl]-2-bromobutan-1-one
• IUPAC Traditional name: 1-[3,4-bis(benzyloxy)phenyl]-2-bromobutan-1-one
• Synonyms: 1-[3,4-Bis(phenylmethoxy)phenyl]-2-bromo-1-butanone; 3',4'-Bis(benzyloxy)-2-bromo-butyrophenone; 3,4-Dibenzyloxy-2-bromobutphenone; rac 1-[3,4-(Dibenzyloxy)phenyl]-2-bromo-1-butanone

Database IDs

• CAS Number: 24538-60-1
• PubChem SID: 162261048
• PubChem CID: 46781234

CALCULATED PROPERTIES

• Acid pKa: 16.59932
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 6.478623
• LogD (pH = 7.4): 6.478623
• Log P: 6.478623
• Molar Refractivity: 115.367 cm^3
• Polarizability: 44.537056 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D418005

Intermediate in the production of α-Ethylnorepinephrine.

REFERENCES

• Mardle, M., et al.: J. Med. Chem., 17, 513 (1974)