(S)-2-phenoxypropanoic acid, CAS No. 1912-23-8

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1912-23-8

Catalog No. EBD3008906

CAS 1912-23-8

Name (S)-2-phenoxypropanoic acid

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Basic Information

Synonyms: s-ppa (s)-(-)-2-phenoxypropionicacid (s)-2-phenoxypropionicacid (2s)-2-phenoxypropanoicacid [s,(-)]-2-phenoxypropanoicacid l-lacticacidphenylether (2S)-2-Phenoxy-propanoicacid (S)-2-phenoxypropanoicacid

Molecular Formula: C9H10O3

Molecular Weight: 166.17

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters

Product Description:

(S)-(-)-2-Phenoxypropionic acid is a chiral carboxylic acid characterized by a phenoxy group attached to the alpha carbon of a propionic acid backbone. Its specific optical rotation is negative, indicating the (S)-configuration. This compound is a valuable chiral building block in organic synthesis. Its primary application is in the pharmaceutical industry as a key chiral intermediate. It is notably used in the synthesis of enantiomerically pure active pharmaceutical ingredients (APIs), particularly herbicides with aryloxyphenoxypropionate structures, and certain non-steroidal anti-inflammatory drugs (NSAIDs). The chirality is crucial for the biological activity of the final products. As a readily available chiral synthon, it serves as a starting material for introducing the (S)-2-phenoxypropionyl moiety into more complex molecules. It is also utilized in academic research for developing new synthetic methodologies and studying stereoselective reactions.

Physical Properties

Boiling Point: 265 °C at 760 mmHg

Flash Point: 112.7 °C

Density: 1.174 g/cm3