Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 2, Problem 2.2P
Interpretation Introduction

Interpretation:

Molecular geometry and electron geometry about each non-hydrogen atom in the given molecule is to be predicted using VSEPR theory.

Concept introduction:

Electron geometry and molecular geometry of molecules are determined by using Valence shell electron pair repulsion (VSEPR) theory. According to VSEPR theory, electron geometry describes the orientation of the electron groups about a particular atom and molecular geometry describes the arrangement of atoms about a particular atom.

The number of electron pairs describes the electron and molecular geometry. If all the electron pairs are bonds, then the molecular geometry is the same as the electron geometry. Electron geometry is different from molecular geometry if some electron groups are present as lone pairs. The bond angle depends on the electron geometry around the atom.

Electron geometry and molecular geometry from the number of electron pairs and bond angle according to VSEPR theory are as follows:

Number of Electron
Groups
Number of
Bonds
Number of
Lone Pairs
Bond Angle
(o)
Electron Geometry Molecular Geometry
2 2 0 180 Linear Linear
3 3 0 120 Trigonal planar Trigonal planer
3 2 1 120 Trigonal planar Bent
4 4 0 109.5 Tetrahedral Tetrahedral
4 4 0 180 Linear Linear
4 2 2 109.5 Tetrahedral Bent

Expert Solution & Answer
Check Mark

Answer to Problem 2.2P

According to VSEPR theory, the electron and molecular geometry about each of the non-hydrogen atom in the structure is as follows:

Oxygen = Electron geometry is tetrahedral while molecular geometry is bent.

C1 carbon atom = Electron geometry is tetrahedral while molecular geometry is also tetrahedral.

C2 and C3 carbon atoms = Electron geometry is linear while molecular geometry is also linear.

Explanation of Solution

The given structure for prop-2-yn-1-ol is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 2, Problem 2.2P , additional homework tip  1

The structure showing all the atoms and lone pairs is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 2, Problem 2.2P , additional homework tip  2

There are four non-hydrogen atoms in the above structure. They are numbered from 1 to 4.

There are four groups of electrons around the oxygen atom: two lone pairs of electrons and two single bonds. According to VSEPR theory, its electron geometry is tetrahedral, and its molecular geometry is bent.

There are four groups of electrons around the C1 carbon: four single bonds and no lone pairs of electrons. According to VSEPR theory, its electron geometry is tetrahedral, and its molecular geometry is also tetrahedral.

There are two groups of electrons around the C2 carbon: one triple bond, and one single bond, and no lone pairs of electrons. According to VSEPR theory, its electron geometry is linear, and its molecular geometry is also linear.

There are two groups of electrons around the C3 carbon: one triple bond, one single bond, and no lone pairs of electrons. According to VSEPR theory, its electron geometry is linear, and its molecular geometry is also linear.

Conclusion

The electron geometry and molecular geometry about each non-hydrogen atom in the given molecule is predicted on the basis of VSEPR chart.

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Chapter 2 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

Ch. 2 - Prob. 2.11PCh. 2 - Prob. 2.12PCh. 2 - Prob. 2.13PCh. 2 - Prob. 2.14PCh. 2 - Prob. 2.15PCh. 2 - Prob. 2.16PCh. 2 - Prob. 2.17PCh. 2 - Prob. 2.18PCh. 2 - Prob. 2.19PCh. 2 - Prob. 2.20PCh. 2 - Prob. 2.21PCh. 2 - Prob. 2.22PCh. 2 - Prob. 2.23PCh. 2 - Prob. 2.24PCh. 2 - Prob. 2.25PCh. 2 - Prob. 2.26PCh. 2 - Prob. 2.27PCh. 2 - Prob. 2.28PCh. 2 - Prob. 2.29PCh. 2 - Prob. 2.30PCh. 2 - Prob. 2.31PCh. 2 - Prob. 2.32PCh. 2 - Prob. 2.33PCh. 2 - Prob. 2.34PCh. 2 - Prob. 2.35PCh. 2 - Prob. 2.36PCh. 2 - Prob. 2.37PCh. 2 - Prob. 2.38PCh. 2 - Prob. 2.39PCh. 2 - Prob. 2.40PCh. 2 - Prob. 2.41PCh. 2 - Prob. 2.42PCh. 2 - Prob. 2.43PCh. 2 - Prob. 2.44PCh. 2 - Prob. 2.45PCh. 2 - Prob. 2.46PCh. 2 - Prob. 2.47PCh. 2 - Prob. 2.48PCh. 2 - Prob. 2.49PCh. 2 - Prob. 2.50PCh. 2 - Prob. 2.51PCh. 2 - Prob. 2.52PCh. 2 - Prob. 2.53PCh. 2 - Prob. 2.54PCh. 2 - Prob. 2.55PCh. 2 - Prob. 2.56PCh. 2 - Prob. 2.57PCh. 2 - Prob. 2.58PCh. 2 - Prob. 2.59PCh. 2 - Prob. 2.60PCh. 2 - Prob. 2.61PCh. 2 - Prob. 2.62PCh. 2 - Prob. 2.63PCh. 2 - Prob. 2.64PCh. 2 - Prob. 2.65PCh. 2 - Prob. 2.66PCh. 2 - Prob. 2.67PCh. 2 - Prob. 2.68PCh. 2 - Prob. 2.69PCh. 2 - Prob. 2.70PCh. 2 - Prob. 2.71PCh. 2 - Prob. 2.72PCh. 2 - Prob. 2.1YTCh. 2 - Prob. 2.2YTCh. 2 - Prob. 2.3YTCh. 2 - Prob. 2.4YTCh. 2 - Prob. 2.5YTCh. 2 - Prob. 2.6YTCh. 2 - Prob. 2.7YTCh. 2 - Prob. 2.8YTCh. 2 - Prob. 2.9YTCh. 2 - Prob. 2.10YTCh. 2 - Prob. 2.11YTCh. 2 - Prob. 2.12YTCh. 2 - Prob. 2.13YTCh. 2 - Prob. 2.14YTCh. 2 - Prob. 2.15YTCh. 2 - Prob. 2.16YTCh. 2 - Prob. 2.17YTCh. 2 - Prob. 2.18YTCh. 2 - Prob. 2.19YTCh. 2 - Prob. 2.20YT
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