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Ethyl 4-bromocrotonate is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuffs.
E. Ghera; Y. Ben-David. Reactions of sulfur-containing carbanions with ethyl 4-bromocrotonate. A facile synthesis of cyclopropanecarboxylates. Tetrahedron Letters. 1979, 20 4603-4606.
Reformatsky-type reactions can occur with or without allylic rearrangement: Liebigs Ann. Chem., 709, 29 (1967); Chem. Lett., 161 (1982); Synthesis, 305 (1990).
Reacts with sulfur-stabilized carbanions, e.g. from Benzyl phenyl sulfone, L04201, by conjugate addition with concomitant displacement of Br-, to give cyclopropane esters: Tetrahedron Lett., 4603 (1979):
Gefahrenhinweise (EU): H314-H318
Causes severe skin burns and eye damage. Causes serious eye damage.
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. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.