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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.
Hazard Statements: H226-H314-H335
Flammable liquid and vapour. Causes severe skin burns and eye damage. May cause respiratory irritation.
Precautionary Statements: P210-P233-P235-P240-P241-P242-P243-P260-P264b-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-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. Do not breathe 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 SWALLOWED: Rinse mouth. Do NOT induce vomiting. 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. Immediately call a POISON CENTER or doctor/physician. 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