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
bartleby

Concept explainers

Question
Book Icon
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.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Students have asked these similar questions
Show how hyper conjugation occurs in propene molecule.
Homework problem wants to different structures that have the same molecular formula but different connectivities for c5h12
What is the name of the IUPAC compound shown here?  (see attatchement)    First time you guys answered it was wrong, trying again.  **** The answer 3-methylbut-1-ene you gave yesterday was WRONG . Please help with correct answer.    This is what the question has as well: Alkanes are called saturated hydrocarbons because each carbon atom has the maximum number of hydrogen atoms. In contrast, alkenes and alkynes are unsaturated because they contain double or triple bonds that reduce the number of hydrogen atoms in the compound. When naming unsaturated hydrocarbons, a suffix reflects the type of multiple bond in the compound: ene is used for alkenes (double bond), and yne is used for alkynes (triple bond). For cyclic alkenes and alkynes, the ring is numbered such that the double or triple bond is between the first two carbon atoms. For straight-chain molecules, the numbering starts at one end of the chain, so the location of the double or triple bond must be specified in the name.

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
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY