R-(-)-2-Butanol

2025年1月3日
产品资讯

R-(-)-2-Butanol

R-(-)-2-Butanol is a chiral alcohol with the molecular formula C₄H₁₀O. It is one of the two enantiomers of 2-butanol, the other being S-(+)-2-butanol. The “R” and “S” prefixes denote the absolute configuration of the chiral center according to the Cahn-Ingold-Prelog priority rules. The “(-)” sign indicates that this enantiomer is levorotatory, meaning it rotates plane-polarized light to the left (counterclockwise).

Structure and Properties:

  • Chemical Structure:
     CH₃
      |
  H₃C-C*-CH₂-CH₃
      |
     OH

The chiral center is the carbon atom marked with an asterisk (*).

  • Molecular Weight: 74.12 g/mol
  • Boiling Point: Approximately 99.5°C
  • Density: 0.808 g/cm³ at 20°C
  • Optical Rotation: The specific rotation of R-(-)-2-butanol is typically around -13.5° at 20°C (measured at the sodium D line, 589 nm).

Synthesis:

R-(-)-2-Butanol can be synthesized through various methods, including:

  1. Asymmetric Reduction: Reduction of 2-butanone using chiral catalysts or enzymes.
  2. Resolution of Racemic Mixtures: Separation of the racemic mixture of 2-butanol using chiral resolving agents.

Applications:

  • Chiral Solvent: Used in asymmetric synthesis and as a chiral solvent in various chemical reactions.
  • Intermediate: Serves as an intermediate in the synthesis of other chiral compounds.
  • Research: Utilized in studies of stereochemistry and enzymatic reactions.

Safety:

  • Flammability: R-(-)-2-Butanol is flammable and should be handled with care, away from open flames and sparks.
  • Health Hazards: It can cause irritation to the skin, eyes, and respiratory system. Proper personal protective equipment (PPE) should be used when handling this chemical.

Storage:

  • Store in a cool, dry place, away from strong oxidizing agents and sources of ignition.
  • Keep containers tightly closed to prevent evaporation and contamination.

R-(-)-2-Butanol is an important compound in organic chemistry, particularly in the study of chirality and asymmetric synthesis.

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