3-Bromofuran was a synthesis reagent used in the preparation of 2-substituted 3-furfurals. It was also used in the synthesis of 5,6-dehydronorcantharidins. It is one of the volatile metabolites discussed in studies for detecting and discriminating diseases of onion.
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Applications
3-Bromofuran was a synthesis reagent used in the preparation of 2-substituted 3-furfurals. It was also used in the synthesis of 5,6-dehydronorcantharidins. It is one of the volatile metabolites discussed in studies for detecting and discriminating diseases of onion.
Solubility
Soluble in chloroform, ethyl acetate. Insoluble in water.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from heat, oxidizing agents.
RUO – Research Use Only
Ann Rowley Kelly; Michael H Kerrigan; Patrick J Walsh. Addition/oxidative rearrangement of 3-furfurals and 3-furyl imines: new approaches to substituted furans and pyrroles. Journal of the American Chemical Society. 2008, 130 (12), 4097-4104.
Adam Mc Cluskey; Stephen P Ackland; Michael C Bowyer; Monique L Baldwin; James Garner; Cecilia C Walkom; Jennette A Sakoff. Cantharidin analogues: synthesis and evaluation of growth inhibition in a panel of selected tumour cell lines. Bioorganic Chemistry. 2003, 31 (1), 68-79.
Precursor of 3-lithiofuran by treatment with n-BuLi at low temperatures. Isomerization to 2-lithiofuran tends to occur above -40o: Tetrahedron, 46, 1199 (1990). With LDA at -78o, selective 2-lithiation can be achieved to give 3-bromo-2-lithiofuran, which has been used in synthesis of phenethylthiazolylthiourea (PETT) analogues as potential HIV-1 reverse transcriptase inhibitors: J. Med. Chem., 39, 4261 (1996).