(R)-1-(3-Fluorophenyl)ethanamine

(R)-1-(3-Fluorophenyl)ethanamine

(R)-1-(3-Fluorophenyl)ethanamine is an organic compound with the following structure:

  • Chemical Formula: C₈H₁₀FN
  • IUPAC Name: (R)-1-(3-Fluorophenyl)ethanamine
  • Structure:
  • A benzene ring with a fluorine atom at the 3-position (meta position relative to the substituent).
  • An ethanamine group (–CH(CH₃)NH₂) attached to the 1-position of the benzene ring.
  • The chiral center at the carbon bearing the amine group is in the (R)-configuration.

Key Features:

  1. Chirality: The compound is chiral due to the presence of a carbon atom bonded to four different groups (hydrogen, methyl, amine, and the 3-fluorophenyl group).
  2. Amine Group: The primary amine (–NH₂) makes the compound basic and reactive.
  3. Fluorine Substituent: The fluorine atom on the benzene ring influences the electronic properties of the aromatic ring, making it slightly electron-withdrawing.

Applications:

  • This compound may be used as a building block in organic synthesis, particularly in the preparation of pharmaceuticals or agrochemicals.
  • The (R)-enantiomer is significant in asymmetric synthesis or drug development, where chirality plays a critical role in biological activity.

Synthesis:

The synthesis of (R)-1-(3-Fluorophenyl)ethanamine typically involves:

  1. Starting from 3-fluorobenzaldehyde or 3-fluorophenylacetone.
  2. Introducing the chiral center via asymmetric reduction or resolution techniques.
  3. Protecting and deprotecting the amine group as needed.

Let me know if you’d like more details on its synthesis, properties, or applications!

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