Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 5, Problem 5.26P
Interpretation Introduction

Interpretation:

Bond angles of C=C-C in cis and trans isomers of 2,2,5,5-tetramethyl-3-hexene has to be measured and compared with the bond angle predicted using VSEPR theory. The isomer with higher bond angle deviation from the predicted value has to be identified.

Concept Introduction:

VSEPR Theory:

The basis for this theory is the electron pair that is bonded electron present in either single or double bonds or lone pair electrons, present in the valence shell tends to repel each other which then tend to be in position in order to minimize the repulsions.

According to VSEPR theory, the geometry is predicted by the minimizing the repulsions between electron-pairs in the bonds and lone-pairs of electrons. The VSEPR theory is summarized in the given table as,

  Electron-pairlone-pairElectron-pairgeometryMolecularshape20LinearLinear30TrigonalplanarTrigonalplanar21TrigonalplanarBent40TetrahedralTetrahedral31TetrahedralPyramidal22TetrahedralVshape50TrigonalbipyramidalTrigonalbipyramidal41TrigonalbipyramidalSeesaw32TrigonalbipyramidalTshape23TrigonalbipyramidalLinear60OctahedralOctahedral51OctahedralSquarepyramidal42OctahedralSquareplanar

  • • Bond angle is the angle between two bonds of a molecule and it is determined based on the electron-domain geometry.
  • • Electro-domain geometry includes both bond pairs and lone pairs of central atom for determining the geometry of molecule.

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