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.[1][2][3][4] It is a chiral molecule, consisting of R and S enantiomers.
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Names | |||
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IUPAC names
(R)-3,3,3-trifluoro-2-
(S)-3,3,3-trifluoro-2- | |||
Other names
Methoxy(trifluoromethyl)phenylacetic acid, MTPA
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Identifiers | |||
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3D model (JSmol)
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ChemSpider |
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ECHA InfoCard | 100.153.604 | ||
EC Number |
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PubChem CID
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UNII |
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CompTox Dashboard (EPA)
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Properties | |||
C10H9F3O3 | |||
Molar mass | 234.17 | ||
Appearance | solid | ||
Melting point | 46 to 49 °C (115 to 120 °F; 319 to 322 K) | ||
Boiling point | 105 to 107 °C (221 to 225 °F; 378 to 380 K) at 1 torr | ||
Hazards | |||
GHS labelling: | |||
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H315, H319, H335 | |||
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |||
Flash point | 110 °C (230 °F; 383 K) | ||
Related compounds | |||
Related acyl chloride
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Mosher's acid chloride | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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As a chiral derivatizing agent, it reacts with an alcohol or amine[5] 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.[6]