methyl 5-bromo-1-benzofuran-2-carboxylate

• ChemBase ID: 162759
• Molecular Formular: C10H7BrO3
• Molecular Mass: 255.06478
• Monoisotopic Mass: 253.95785608
• SMILES: c1c(cc2c(c1)oc(c2)C(=O)OC)Br
• Canonical SMILES: COC(=O)c1cc2c(o1)ccc(c2)Br
• InChI: InChI=1S/C10H7BrO3/c1-13-10(12)9-5-6-4-7(11)2-3-8(6)14-9/h2-5H,1H3
• InChIKey: ZZDBMDNRQQDSKG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 5-bromo-1-benzofuran-2-carboxylate
• IUPAC Traditional name: methyl 5-bromo-1-benzofuran-2-carboxylate
• Synonyms: 5-Bromo-2-benzofurancarboxylic Acid Methyl Ester; 5-Bromobenzofuran-2-carboxylic Acid Methyl Ester

Database IDs

• CAS Number: 26028-36-4
• PubChem SID: 162256894
• PubChem CID: 620341

CALCULATED PROPERTIES

• Molar Refractivity: 54.4247 cm^3
• Polarizability: 21.954405 Å^3
• Polar Surface Area: 39.44 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.8246
• LogD (pH = 7.4): 2.8246
• Log P: 2.8246

DETAILS

Toronto Research Chemicals - B680240

5-Bromobenzofuran-2-carboxylic acid methyl ester is used in the synthesis of biscationic, trypanocidal 1-benzofuran compounds.

REFERENCES

• Aurozo, A., et al.: Eur. J. Med. Chem., 10, 182 (1975)
• Dann, O., et al.: Liebigs Annalen der Chemie, (1975), 1836 (1975)