Rahul Sharma (Editor)

Mosher's acid

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Formula
  
C10H9F3O3

Appearance
  
solid

Boiling point
  
105 °C

Mosher's acid www1udeleduchemsametzSametzUDWebsiteBlogEnt

Mosher's acid, or α-methoxy-α-trifluoromethylphenylacetic acid (MTPA) is a carboxylic acid which was first used by Harry Stone Mosher as a chiral derivatizing agent. It is a chiral molecule, consisting of R and S enantiomers.

Applications

As a chiral derivatizing agent, it reacts with an alcohol or amine of unknown stereochemistry to form an ester or amide. The absolute configuration of the ester or amide is then determined by proton and/or 19F NMR spectroscopy.

Mosher's acid chloride, the acid chloride form, is sometimes used because it has better reactivity.

References

Mosher's acid Wikipedia