(S)-(-)-1-phenylethanol

2025年1月3日
产品资讯

(S)-(-)-1-phenylethanol

(S)-(-)-1-Phenylethanol is an organic compound with the following structure:

  • Chemical Formula: C₈H₁₀O
  • IUPAC Name: (S)-1-Phenylethanol
  • Common Name: (S)-(-)-1-Phenylethanol

Structure:

  • It consists of a phenyl group (C₆H₅) attached to a chiral center (carbon) that is also bonded to a hydroxyl group (-OH) and a methyl group (-CH₃).
  • The (S) configuration indicates the spatial arrangement of the groups around the chiral center, following the Cahn-Ingold-Prelog priority rules.

Key Features:

  1. Chirality: The molecule is chiral, meaning it has a non-superimposable mirror image (enantiomer). The enantiomer is (R)-(+)-1-Phenylethanol.
  2. Optical Activity: The (S)-(-) notation indicates that this enantiomer rotates plane-polarized light to the left (levorotatory).
  3. Physical Properties:
  • Appearance: Colorless liquid
  • Boiling Point: ~203°C
  • Solubility: Slightly soluble in water, soluble in organic solvents like ethanol and ether.

Synthesis:

(S)-(-)-1-Phenylethanol can be synthesized via:

  1. Asymmetric Reduction: Reduction of acetophenone (C₆H₅COCH₃) using a chiral catalyst or enzyme.
  2. Resolution: Separation of the racemic mixture of 1-phenylethanol into its enantiomers.

Applications:

  • Used as a chiral building block in organic synthesis.
  • Employed in the production of pharmaceuticals, fragrances, and fine chemicals.

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