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Trimethylacetic acid can be used as an internal chemical-shift standard for NMR of aqueous solutions. It is a metabolite of oral cephem (β-lactam) antibiotics such as S-1108, containing pivaloyl moieties.
S.Albert; H.S.Gutowsky; J.A.Ripmeester. NMR investigations of solid (CH3)3CCOOH (trimethylacetic acid) and (CH3)3CCOOD. J. Chem. Phys. 1976, 64, (8),3277
Alfred L.Miller; Newell C.Cook; Frank C.Whitmore. The Ketonic Decarboxylation Reaction1: The Ketonic Decarboxylation of Trimethylacetic Acid2 and Isobutyric Acid. J. Am. Chem. Soc. 1950, 72, (6),2732-2735
In the presence of an Ag(II) species (from silver nitrate and ammonium persulfate in TFA), tert-butyl radicals are generated. With quinoline, the 2-tert-butyl substituted derivative is formed in high yield: Tetrahedron, 46, 2525 (1990), whereas for most other carboxylic acids, both 2- and 4-substitution usually occur.
Hazard Statements: H302-H312-H314-H318
Harmful if swallowed. Harmful in contact with skin. Causes severe skin burns and eye damage. Causes serious eye damage.
Precautionary Statements: P280-P305+P351+P338-P309-P310a
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: