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Triisopropylsilylacetylene is used as a reagent for the rhodium-catalyzed asymmetric alkylation of alpha, beta-unsaturated carbonyl compounds as well as in the synthesis of beta-alkynylated nitroalkanes. It is utilized in the preparation of bromoethynyl-triisopropyl-silane in the presence of the reagents such as N-bromo succinimide and silver nitrate. It is actively in involved in Sonogashira coupling reaction with 1-bromo-3-iodo-5-tertbutylbenzene.
Sawano, T.; Ashouri, A.; Nishimura, T.; Hayashi, T. Cobalt-Catalyzed Asymmetric 1, 6-Addition of (Triisopropylsilyl)-acetylene to alfa, beta, gamma, delta-Unsaturated Carbonyl Compounds. J. Am. Chem. Soc. 2012, 134 (46), 18936-18939.
Li, Y.; Liu, L.; Kong, D.; Wang, D.; Feng, W.; Yue, T.; Li, C. Palladium-Catalyzed Alkynylation of Morita-Baylis-Hillman Carbonates with (Triisopropylsilyl)acetylene on Water. J. Org. Chem. 2015, 80 (12), 6283-6290.
Hazard Statements: H226-H315-H319-H335
Flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P210-P233-P235-P240-P241-P242-P243-P261-P264b-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P363-P370+P378q-P501c
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. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. 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. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: 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