Mosher's acid

  • MTPA
  • α -methoxy- α - trifluormethylphenylessigsäure
  • 81655-41-6 (racemate )
  • 20445-31-2 [( R)-form ]
  • 17257-71-5 [(S )-form ]

1.303 g · cm -3

  • 40-45 ° C ( racemate)
  • 46-49 ° C, [( R)-form or (S )-form ]

Attention

Template: Infobox chemical / molecular formula search available

The Mosher's acid ( abbreviated as MTPA from the English α -methoxy- α - trifluoromethylphenylacetic acid) is a chiral carboxylic acid, which was introduced by Harry S. Mosher, in order to convert chiral compounds such as alcohols or amines into the corresponding diastereomeric esters or amides. Both enantiomers of [ (S) - or ( R)-form ] of the chiral Mosher's acid may be used for this purpose. Due to its much greater reactivity, and the acid chloride is often used.

Application

The Mosher's acid is used for derivatizing alcohols or amines, in order to convert a chiral compound in a diastereomer. With the help of diastereomers easily enantiomeric excesses of stereospecific reactions or determined the absolute stereochemistry can be determined. To determine the absolute configuration of the 1H and 19F NMR spectroscopy can be used.

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