1538-08-5 | Trifluoroacetohydrazide

CAS:1538-08-5 | Trifluoroacetohydrazide ,Description

Trifluoroacetohydrazide (TFAH) is a compound of the hydrazide family, which is composed of a hydrazine and a trifluoromethyl group. It is a versatile and useful reagent for the synthesis of various organic compounds, as well as for the modification of proteins and other biomolecules. This compound has been used in a wide range of scientific research applications, including the synthesis of pharmaceuticals and the study of biochemical and physiological processes. 
 

Scientific Research Applications

• Liquid Chromatography-Mass Spectrometry (LC-MS) of Proteins:
  • TFA is widely used as a mobile phase additive for protein analysis in reversed phase liquid chromatography (RPLC). It provides symmetrical and narrow peak shapes but can decrease mass spectrometric sensitivity. Alternatives like 10mM formate buffer pH 3 were found to be promising for improving MS sensitivity by 5 times compared to TFA (Bobály et al., 2015) .
• Catalysis in Organic Synthesis:
  • Scandium Trifluoromethanesulfonate is an effective Lewis acid catalyst for acylation of alcohols with acid anhydrides and esterification of alcohols by carboxylic acids. It is especially effective for selective macrolactonization of omega-hydroxy carboxylic acids (Ishihara et al., 1996).
• Synthesis Applications of TFA:
  • TFA is used in organic synthesis as a solvent, catalyst, and reagent, aiding in various chemical transformations such as rearrangements, deprotections, oxidations, reductions, and condensations (López & Salazar, 2013) .
• Safety and Toxicity Considerations:
  • There is a report of a case study involving dermal exposure to TFA, highlighting the differences in toxicity between TFA and hydrofluoric acid. The study suggests that while structurally similar, TFA does not appear to have similar toxicity as hydrofluoric acid (Sun & Corbett, 2017).
• Use in Medicinal Chemistry:
  • Trifluoromethyl groups, like those in TFA, have significant application areas in pharmaceuticals, including analgesics, anesthetics, cardiovascular drugs, and anti-infective therapeutics (Jeschke et al., 2007).

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