Write three-dimensional formulas for both enantiomers of 2-bromopentane molecule

1 answer

2-Bromopentane is a chiral molecule with two enantiomers due to the presence of a chiral center at the second carbon atom of the pentyl chain. The two enantiomers can be represented using the R/S nomenclature based on the Cahn-Ingold-Prelog priority rules.

  1. Molecular Structure: The molecular formula for 2-bromopentane is \(C_5H_{11}Br\). The structure can be represented as follows:

    • 2-Bromopentane isomers:
      • (R)-2-bromopentane
      • (S)-2-bromopentane
  2. Three-dimensional representations: Below is a simplified representation of the enantiomers of 2-bromopentane. Note that in actual practice, these would be drawn using 3D modeling software or represented using stereochemical drawing tools.

R-2-bromopentane

       Br
        |
    H - C - CH2 - CH2 - CH3
        |
       CH3

This structure assumes the following configuration:

  • The bromine (Br) is bonded to the carbon (C) that is the chiral center (C2).
  • The groups attached to the chiral center C (from highest to lowest priority) are Br > CH3 > CH2-CH2-CH3 > H, which gives it an R configuration.

S-2-bromopentane

       Br
        |
    H - C - CH2 - CH2 - CH3
        |
       CH3

This structure is similar to the R configuration but has a different spatial arrangement at the chiral center that gives rise to the S configuration:

  • Here, the arrangement is reversed to satisfy the S configuration criteria.

Summary

The full three-dimensional stereochemical representation would require models or software that can illustrate the 3D structure clearly, showing the tetrahedral arrangement of the substituents around the chiral center. For clarity in textual format, remember that:

  • (R)-2-bromopentane has a clockwise arrangement based on priority,
  • (S)-2-bromopentane has a counterclockwise arrangement.

If you need more specific structural details or advanced modeling techniques, molecular modeling software like ChemDraw or 3D rendering tools can be used to generate accurate representations.