Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 3, Problem 3CTQ

(a)

Interpretation Introduction

Interpretation: Whether the proposed statement by the student about the bond shown below as triple bond should be explained with appropriate argument.

  Organic Chemistry: A Guided Inquiry, Chapter 3, Problem 3CTQ , additional homework tip  1

Concept introduction: Two or more of orbitals undergo redistributions of their different energies so as to form mathematically averaged orbitals in terms of energy. This phenomenon is referred as hybridization.

A single bond has one σ bond, double bond has one σ bond along with one π bond while triple bond has two π bonds in addition to one σ bond.

(b)

Interpretation Introduction

Interpretation: The number of electrons present in a triple bond and in one representation shown below should be indicated.

  Organic Chemistry: A Guided Inquiry, Chapter 3, Problem 3CTQ , additional homework tip  2

Concept introduction: Two or more of orbitals undergo redistributions of their different energies so as to form mathematically averaged orbitals in terms of energy. This phenomenon is referred as hybridization.

A single bond has one σ bond, double bond has one σ bond along with one π bond while triple bond has two π bonds in addition to one σ bond.

(c)

Interpretation Introduction

Interpretation: Misconception that might have led to bond identified as triple bond by the student should be known.

Concept introduction: The 2 types of overlapping are as follows:

1. Head-on overlapping (sigma bond)

  Organic Chemistry: A Guided Inquiry, Chapter 3, Problem 3CTQ , additional homework tip  3

2. Sideway overlapping (pi bond)

  Organic Chemistry: A Guided Inquiry, Chapter 3, Problem 3CTQ , additional homework tip  4

A single bond has one σ bond, double bond has one σ bond along with one π bond while triple bond has two π bonds in addition to one σ bond.

(d)

Interpretation Introduction

Interpretation: The space that could be used to add another p bond so as to generate a triple bond should be determined.

Concept introduction: Two or more of orbitals undergo redistributions of their different energies so as to form mathematically averaged orbitals in terms of energy although they may differ in shape and orientation. This phenomenon is referred as hybridization.

The energy and orientation of the new hybrid orbital depend upon by the kind and number of orbitals used in the hybridization. The new hybrid orbitals are always equal in number to number of atomic orbitals that combine.

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1) For each condensed or skeletal structure below: A. Draw a complete Lewis structure. Note: show all non-bonding electron pairs. B. Indicate the hybridization of all C, O, and N atoms in each of the molecules. C. Label each of the indicated bonds (marked by an arrow) as either a sigma or pi bond. (Note: Remember, e.g. that a double bond is made up of both a o and a π bond). Also indicate which orbitals overlap to form the bond (e.g., Ols-2sp3). D. For atoms having lone pairs in the molecules below, indicate in which orbitals the lone pairs are located. E. Which of the bonds indicated by arrows is shorter? a) c) H CH3 C=CHC=C-CH g) (CH3)3CCN CH3 CH₂CH=CHCECH b) d) CH3 Lo LOH f) CH₂CH(CH3)SH h) (CH3)2CH(CH₂)3Br
A model for NO, is shown in the chem3D window. NO2 has bent geometry. This geometry is sometimes called angular or V-shaped geometry. ball & stick v labels - Rotate the molecule until you have a feeling for its three-dimensional shape. How many atoms are bonded to the central atom? Consider the bond angle at the central atom. What is the approximate numerical value of this angle? degrees. You could view this geometry as being derived from a trigonal planar molecule by removing one atom, or as being derived from a tetrahedral molecule by removing two atoms. Which does the bond angle suggest? For practice, type in the name of the geometry of the molecule:
A model for NO, is shown in the chem3D window. NO, has bent geometry. This geometry is sometimes called angular or V-shaped geometry. [ball & stick + labels Rotate the molecule until you have a feeling for its three-dimensional shape. How many atoms are bonded to the central atom? Consider the bond angle at the central atom. What is the approximate numerical value of this angle? v degrees. You could view this geometry as being derived from a trigonal planar molecule by removing one atom, or as being derived from a tetrahedral molecule by removing two atoms. Which does the bond angle suggest?| For practice, type in the name of the geometry of the molecule:
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