(1R)-1-(2-fluorophenyl)ethanamine
The compound (1R)-1-(2-fluorophenyl)ethanamine is a chiral amine with a fluorine substituent on the aromatic ring. Here’s a breakdown of its structure and key features:
Structure:
- Core structure: It consists of a phenyl ring (benzene) with a fluorine atom attached at the 2-position (ortho position relative to the substituent).
- Chiral center: The carbon adjacent to the phenyl ring (the 1-position) is attached to:
- A methyl group (–CH₃),
- An amino group (–NH₂),
- The 2-fluorophenyl group,
- And a hydrogen atom.
- Stereochemistry: The (1R) designation indicates that the chiral center has the R-configuration (based on the Cahn-Ingold-Prelog priority rules).
Key Features:
- Chirality: The molecule is optically active due to the presence of the chiral center.
- Fluorine substituent: The fluorine atom at the 2-position of the phenyl ring can influence the electronic properties of the ring and the molecule’s reactivity.
- Amine group: The –NH₂ group makes the molecule basic and capable of forming hydrogen bonds or participating in reactions typical of amines.
Applications:
- This type of compound is often used in medicinal chemistry or organic synthesis as a building block for more complex molecules.
- The fluorine atom can enhance binding affinity or metabolic stability in drug design.
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