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CAS 51019-43-3

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(-)-O-Acetylmandelic acid

Description:
(-)-O-Acetylmandelic acid is an organic compound characterized by its chiral structure, which is a derivative of mandelic acid. It features an acetyl group attached to the hydroxyl group of mandelic acid, enhancing its solubility in organic solvents. The compound is typically a white to off-white crystalline solid and is known for its role in various chemical syntheses and as an intermediate in pharmaceutical applications. Its chirality is significant in biological systems, as it can exhibit different biological activities compared to its enantiomer. The compound is soluble in polar solvents like water and ethanol, making it useful in various chemical reactions. Additionally, (-)-O-acetylmandelic acid can undergo typical organic reactions such as esterification and hydrolysis. Safety data indicates that, like many organic acids, it should be handled with care, as it may cause irritation upon contact with skin or eyes. Overall, (-)-O-acetylmandelic acid is a valuable compound in organic chemistry and medicinal chemistry due to its unique properties and reactivity.
Formula:C10H10O4
InChI:InChI=1S/C10H10O4/c1-7(11)14-9(10(12)13)8-5-3-2-4-6-8/h2-6,9H,1H3,(H,12,13)/t9-/m1/s1
InChI key:InChIKey=OBCUSTCTKLTMBX-SECBINFHSA-N
SMILES:[C@H](OC(C)=O)(C(O)=O)C1=CC=CC=C1
Synonyms:
  • (-)-O-Acetyl-D-Mandelic Acid
  • (-)-O-Acetylmandelic acid
  • (2R)-(acetyloxy)(phenyl)ethanoate
  • (2R)-(acetyloxy)(phenyl)ethanoic acid
  • (2R)-2-(Acetyloxy)-2-phenylacetic acid
  • (2R)-2-Acetoxy-2-phenylacetic acid
  • (2S)-(acetyloxy)(phenyl)ethanoic acid
  • (Acetyloxy)(Phenyl)Acetic Acid
  • (R)-(-)-O-Acetylmandelic acid
  • (R)-(-)-α-Acetoxyphenylacetic Acid
  • See more synonyms
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