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Benzoic anhydride is used as a benzoylating agent in the manufacture of pharmaceuticals, dyes and intermediates. It serves as an arylation agent in the Heck reaction. It is also used to get benzoic acid through dehydration. Further, it is used to prepare furan-2-yl-phenyl-methanone, which is similar to Friedel-Crafts acylation reaction. In addition to this, it is used for the synthesis of carboxylic esters and lactones.
Reagent, in the presence of excess pyridine, for decarboxylation of ɑ-keto acids, giving good yields of aldehydes without Perkin condensation: J. Am. Chem. Soc., 87, 3780 (1965).
In the presence of RuCl3, tertiary amines are dealkylated and benzoylated to give N,N-disubstituted benzamides: J. Organomet. Chem., 252, C9 (1983).
Hou, J.; Xie, J. H.; Zhou, Q. L. Palladium-Catalyzed Hydrocarboxylation of Alkynes with Formic Acid. Angew. Chem. Int. Ed. 2015, 127 (21), 6400-6403.
Sun, L.; Fan, Z.; Wang, Y.; Huang, Y.; Schmidt, M.; Zhang, M. Tunable synthesis of self-assembled cyclic peptide nanotubes and nanoparticles. Soft Matter 2015, 11 (19), 3822-3832.
Hazard Statements: H315-H318-H335
Causes skin irritation. Causes serious eye damage. May cause respiratory irritation.
Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P312-P332+P313-P362-P501c
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: Wash with plenty of soap and water. 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. Immediately call a POISON CENTER or doctor/physician. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant