(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:
- 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).
- Amine Group: The primary amine (–NH₂) makes the compound basic and reactive.
- 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:
- Starting from 3-fluorobenzaldehyde or 3-fluorophenylacetone.
- Introducing the chiral center via asymmetric reduction or resolution techniques.
- Protecting and deprotecting the amine group as needed.
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