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Effective poison for halting the Rosenmund reduction of benzoyl chloride at the aldehyde stage: J. Chem. Soc., 2024 (1962). For a review of the Rosenmund reduction, see: Org. React., 4, 362 (1948). See also Palladium, 11722 and Quinoline, A11545./n
Used in combination with Lawesson's Reagent, A14530 for converting diesters to bis-thioesters for subsequent radical coupling as a method of ring formation, e.g. in Nicolaou's syntheses of hemibrevitoxin B and brevitoxin B: J. Am. Chem. Soc., 115, 3558 (1993); 117, 10227 (1995)./n
Ligand for the Pauson-Khand reaction for the synthesis of cyclopentenones (see Octacarbonyldicobalt, 13060), mediated by catalytic amounts of cobalt carbonyl: Org. Lett., 7, 593 (2005), or palladium chloride: Synlett, 1657 (2005)./n
Hazard Statements: H302
Harmful if swallowed.
Precautionary Statements: P280f-P308+P313-P330-P501a
Wear protective clothing. IF exposed or concerned: Get medical advice/attention. Rinse mouth. Dispose of contents/container in accordance with local/regional/national/international regulations.