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Copper(I) phenylacetylide participates in efficient coupling with a range of aryl iodides and bromides to give substituted tolanes which, if possessing an ortho amino or hydroxy group, can be thermolyzed to yield 2-phenylbenzofurans, -indoles, and -furo[3,2-b]pyridines.
Graham B. Jones.; Brant J. Chapman. Phenylethynylcopper(I) e-EROS Encyclopedia of Reagents for Organic Synthesis. 2001,
Manabu Kinugasa.; Shizunobu Hashimoto. The reactions of copper(I) phenylacetylide with nitrones. J. Chem. Soc., Chem. Commun. 1972, (8), 466-467.
Hazard Statements: H251-H260-H314-H318
Self-heating: may catch fire. In contact with water releases flammable gases which may ignite spontaneously. Causes severe skin burns and eye damage. Causes serious eye damage.
Precautionary Statements: P223-P231+P232-P303+P361+P353-P305+P351+P338-P405-P501a
Keep away from any possible contact with water, because of violent reaction and possible flash fire. Handle under inert gas. Protect from moisture. 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.