(2R,3R)-2,3-butanediol

Definition

(2R,3R)-2,3-butanediol is a chiral organic compound with two hydroxyl groups attached to adjacent carbon atoms. It is a stereoisomer of 2,3-butanediol, specifically the enantiomer with the (2R,3R) configuration.

5 Must Know Facts For Your Next Test

1. The (2R,3R)-2,3-butanediol molecule has two chiral centers, one at the C2 position and the other at the C3 position.
2. The 'R' configuration at both chiral centers indicates that the substituents are arranged in a specific spatial orientation.
3. Stereoisomers of 2,3-butanediol, including (2R,3R)-2,3-butanediol, can exhibit different physical and chemical properties, such as boiling point, solubility, and biological activity.
4. The presence of two hydroxyl groups in (2R,3R)-2,3-butanediol allows for the formation of intramolecular hydrogen bonds, affecting its overall structure and properties.
5. Enantiomers of 2,3-butanediol, including (2R,3R)-2,3-butanediol, can be separated and purified using chiral chromatography techniques.

Review Questions

• Explain the significance of the (2R,3R) configuration in the term (2R,3R)-2,3-butanediol.
  • The (2R,3R) configuration of (2R,3R)-2,3-butanediol indicates that the two hydroxyl groups attached to the adjacent carbon atoms (C2 and C3) are in the 'R' (rectus) orientation. This specific spatial arrangement of the substituents around the chiral centers results in a unique set of physical and chemical properties for this stereoisomer, which can be important in various applications, such as in the synthesis of pharmaceuticals or in the study of biological processes.
• Describe how the presence of two chiral centers in (2R,3R)-2,3-butanediol contributes to the concept of stereoisomerism.
  • The presence of two chiral centers in (2R,3R)-2,3-butanediol means that there are multiple possible spatial arrangements of the substituents around these centers, leading to the formation of different stereoisomers. Stereoisomerism is the phenomenon where molecules have the same molecular formula and connectivity but differ in the spatial arrangement of their atoms. In the case of (2R,3R)-2,3-butanediol, the specific configuration of the two chiral centers results in this particular enantiomer, which is non-superimposable with its mirror image.
• Evaluate the importance of understanding the stereochemistry of (2R,3R)-2,3-butanediol in the context of organic chemistry and related fields.
  • Understanding the stereochemistry of (2R,3R)-2,3-butanediol is crucial in organic chemistry and related fields because the spatial arrangement of atoms can significantly impact the physical, chemical, and biological properties of a molecule. The (2R,3R) configuration of this compound can influence its interactions with other molecules, its solubility, its reactivity, and its potential applications, such as in the development of pharmaceuticals or in the study of enzymatic processes. Recognizing and accurately representing the stereochemistry of (2R,3R)-2,3-butanediol is essential for understanding and predicting the behavior of this compound in various chemical and biological contexts.

Related terms

Stereoisomerism: The phenomenon where molecules have the same molecular formula and connectivity but differ in the spatial arrangement of their atoms.

Enantiomers: A pair of stereoisomers that are non-superimposable mirror images of each other.

Chiral Center: A carbon atom with four different substituents attached, resulting in the formation of two non-superimposable mirror image molecules.