(R)-(-)-±-isopropylphenylacetic acid, CAS No. 13491-13-9

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13491-13-9

Catalog No. EBD938675

CAS 13491-13-9

Name (R)-(-)-±-isopropylphenylacetic acid

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Basic Information

Synonyms: (R)-(-)-±-isopropylphenylaceticacid [r,(-)]-3-methyl-2-phenylbutyricacid (alphar)-alpha-(1-methylethyl)benzeneaceticacid benzeneaceticacid,.alpha.-(1-methylethyl)-,(.alpha.r)- (r)-3-methyl-2-phenylbutanoicacid (2R)-3-methyl-2-phenylbutanoicacid (R)-(-)-2-isopropylphenylaceticacid (R)-2-isopropyl-2-phenylaceticacid (R)-2-phenyl-3-methylbutanoicacid (R)-2-phenyl-3-methylbutyricacid (R)-3-Methyl-2-phenylbuttersaeure (R)-3-methyl-2-phenylbutyricacid

Molecular Formula: C11H14O2

Molecular Weight: 178.23

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

Product Description:

(R)-(-)-α-Isopropylphenylacetic acid is a chiral carboxylic acid featuring a phenylacetic acid core substituted with an isopropyl group at the alpha position. It is a white to off-white crystalline powder with a molecular formula of C11H14O2 and a molecular weight of 178.23 g/mol. The compound is characterized by its specific optical rotation, [α]D = -45° (c=1, CHCl3), indicating its (R)-enantiomeric configuration. This compound serves as a crucial chiral building block in pharmaceutical synthesis. Its primary application is as a key intermediate in the production of non-steroidal anti-inflammatory drugs (NSAIDs), particularly in the synthesis of profens like (R)-ibuprofen and related analogs. The chiral α-carbon center is essential for imparting the desired biological activity and enantiomeric purity to the final active pharmaceutical ingredient (API). As a versatile chiral synthon, it is also employed in asymmetric synthesis and the preparation of other fine chemicals. It is typically handled under standard laboratory conditions, and safety data sheets recommend avoiding inhalation, ingestion, and contact with skin or eyes.

Physical Properties

Boiling Point: 282°C at 760 mmHg

Flash Point: 179.2°C

Density: 1.063g/cm3