6-Bromo-4-hydroxycoumarin

Ref. 3D-FB53836

Product Information

• Name: 6-Bromo-4-hydroxycoumarin
• Synonyms: 6-Bromo-4-hydroxy-2H-chromen-2-one
• Brand: Biosynth
• Description: 6-Bromo-4-hydroxycoumarin, also known as BrHCC, is an organic compound that belongs to the tetronic acid family. It was first synthesized in 1891 by the reaction of ethyl nitroacetate and homophthalic acid. 6-Bromo-4-hydroxycoumarin is a valued reagent for the synthesis of 1,3-dicarbonyl compounds due to its high yields, easy workup, and stereoselectivity. The synthesis of 6-bromo-4-hydroxycoumarin begins with the condensation of ethyl nitroacetate with pyridine in presence of hydrochloric acid to produce a mixture of methylene chloride and 4-hydroxycoumarin. This mixture is then heated at reflux for 24 hours. The final product is purified by fractional distillation.

Chemical properties

• Molecular weight: 241.04 g/mol
• Formula: C₉H₅BrO₃
• Purity: Min. 95%
• InChI: InChI=1S/C9H5BrO3/c10-5-1-2-8-6(3-5)7(11)4-9(12)13-8/h1-4,11H
• InChI key: InChIKey=KNMCTCABMSGXGR-UHFFFAOYSA-N
• SMILES: O=c1cc(O)c2cc(Br)ccc2o1