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Trimethylacetic anhydride is used as acylation and esterification reagents. It is involved in acylation and esterification reactions with anilines and phenols. It is also used in solid-phase oligonucleotide synthesis and in the kinetic resolution of racemic 2-hydroxy-gamma-butyrolactones with diphenylacetic acid. It is also employed in the production of cyano-4, N-tert-butyloxycarbonyl piperidine.
The direct hydrogenation of carboxylic acids to aldehydes has been achieved in the presence of pivalic anhydride and Tetrakis(triphenylphosphine)palladium(0), 10548 : Chem. Lett., 1143 (1998).
Alcohols can be protected as their pivaloyl (Pv) esters by reaction with the anhydride in the presence of MgBr2 - Et3N or Sc(OTf)3 in acetonitrile: J. Org. Chem., 61, 5702 (1996). See also Trimethylacetyl chloride, A15051 .
Zhu, J. L.; Liu, Y.; Liu, X. Y.; Liu, H. J.; Chen, Y. Multi stimuli-responsive photoluminescent nanocomposite of silver nanoclusters with hyperbranched polyethylenimine derivatives. RSC Adv. 2015, 5 (11), 8146-8151.
Wu, J.; Leng, W. L.; Liao, H.; Hoang, K. L. M.; Le, K.; Liu, X. W. Intramolecular C-N Bond Formation under Metal-free Conditions: Synthesis of Indolizines. Chem. Asian J. 2015, 10 (4), 853-856.
Gefahrenhinweise (EU): H227-H314-H318
Combustible liquid. Causes severe skin burns and eye damage. Causes serious eye damage.
Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: