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A higher order cuprate reacted with trans-2,3-epoxybutane a high yield both counted on the epoxide (96%) and on the haloalkane (85%). Enolate derived from trans-2,3-Epoxybutan has chiral recognition.
Erik Hedenström,; Hans-Erik Högberg. Efficient opening of trans-2,3-epoxybutane by a higher order cuprate: synthesis of erythro-3,7-dimethylpentadecan-2-yl acetate, pheromone of pine sawflies.. Tetrahedron. 1994, 50(17) ,5225-5232.
Stephen G. Daviesa,; David Middlemissb,; Alan Naylorb,; Martin Willsas. Chiral recognition in the reaction of the enolate derived from [(η5-C5H5)Fe(CO)(PPh3)COCH2OCH2Ph] with cis- and trans-2,3-epoxybutane: The stereoselective synthesis of cis and trans-βγ-disubstituted-γ-lactones. Journal name. 1989, 30 (5), 587-590.
Hazard Statements: H225-H315-H319-H335-H341
Highly flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. Suspected of causing genetic defects.
Precautionary Statements: P201-P202-P210-P233-P235-P240-P241-P242-P243-P264b-P271-P280i-P281-P303+P361+P353-P304+P340-P305+P351+P338-P308+P313-P332+P313-P363-P370+P378q-P501c
Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear eye/face protection. Use personal protective equipment as required. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or concerned: Get medical advice/attention. If skin irritation occurs: Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant