(R)-1-(4-Chlorophenyl)ethanol
(R)-1-(4-Chlorophenyl)ethanol is an organic compound characterized by a chiral center at the carbon bearing the hydroxyl group (–OH). Here’s a breakdown of its structure and properties:
Structure:
- Core structure: It consists of a benzene ring substituted with a chlorine atom at the para position (4-position) and an ethanol group (–CHOH–CH₃) at the 1-position.
- Chirality: The compound has a chiral center at the carbon attached to the hydroxyl group, making it optically active. The (R) configuration indicates the spatial arrangement of the substituents around this chiral center.
Chemical Formula:
- Molecular formula: C₈H₉ClO
Key Features:
- Functional groups:
- Hydroxyl group (–OH): Makes it an alcohol.
- Chlorine atom (Cl): An electron-withdrawing group that influences reactivity.
- Chirality: The (R)-enantiomer has a specific three-dimensional arrangement, which can affect its biological activity and interactions.
Synthesis:
- (R)-1-(4-Chlorophenyl)ethanol can be synthesized via asymmetric reduction of 4-chloroacetophenone using chiral catalysts or enzymes (e.g., ketoreductases).
Applications:
- It is often used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, or other fine chemicals.
- The chiral nature of the compound makes it valuable in enantioselective synthesis.
Properties:
- Appearance: Likely a colorless to pale yellow liquid or solid, depending on purity and temperature.
- Solubility: Soluble in organic solvents like ethanol, methanol, and ether; less soluble in water.
- Optical activity: The (R)-enantiomer will rotate plane-polarized light in a specific direction.
If you need further details about its synthesis, reactions, or applications, feel free to ask!
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