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.
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).
Mentions de danger (UE): H225-H315-H319-H335
Highly flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Mentions de prudence: P210-P261-P303+P361+P353-P305+P351+P338-P405-P501a
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.