1-(benzyloxy)-4-(2,2-dibromoethenyl)-2-methoxybenzene

• ChemBase ID: 166968
• Molecular Formular: C16H14Br2O2
• Molecular Mass: 398.08916
• Monoisotopic Mass: 395.93605369
• SMILES: c1c(c(ccc1C=C(Br)Br)OCc1ccccc1)OC
• Canonical SMILES: COc1cc(ccc1OCc1ccccc1)C=C(Br)Br
• InChI: InChI=1S/C16H14Br2O2/c1-19-15-9-13(10-16(17)18)7-8-14(15)20-11-12-5-3-2-4-6-12/h2-10H,11H2,1H3
• InChIKey: HWTAKHFVMXXTCI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(benzyloxy)-4-(2,2-dibromoethenyl)-2-methoxybenzene
• IUPAC Traditional name: 1-(benzyloxy)-4-(2,2-dibromoethenyl)-2-methoxybenzene
• Synonyms: 4-(2,2-Dibromoethenyl)-2-methoxy-1-(phenylmethoxy)benzene; 4-(2,2-Dibromoethenyl)-2-methoxy-1-benzyloxybenzene

Database IDs

• CAS Number: 347377-09-7
• PubChem SID: 162261101
• PubChem CID: 71315937

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.1735125
• LogD (pH = 7.4): 5.1735125
• Log P: 5.1735125
• Molar Refractivity: 98.8807 cm^3
• Polarizability: 33.899178 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Colorless Crystal

DETAILS

Toronto Research Chemicals - D425400

Used in the synthesis of gingerol, diarylheptanoids and yashabushidiol and its analogs.

REFERENCES

• Sabitha, G. et al. Assumetry 22, 2124 (2011)
• Narasimhulu, M. et al. Bioorg. Med. Chem. 19, 3125 (2009)