Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
Question
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Chapter 1, Problem 42P

(a)

Interpretation Introduction

Interpretation:

The approximate bond angle for C-N-C in (CH3)2N+H2 should be predicted.

Concept introduction:

  • The bond angle depends on the orbital used by Carbon to form the bond.
  • The greater the amount of s characters in the orbital, the larger the bond angle.
  • Cylindrically symmetrical bonds are called sigma (σ) bonds; side to side overlap of parallel p orbital forms a pi (π) bond.
  • For example, sp3 carbon have bond angle of  109.50, sp2 carbon have bond angle of 1200, and sp carbon have bond angle of  1800.
  • The more s character in the orbital, the shorter the bond.
  • The more s characters in the orbital, the stronger the bond.
  • The more s characters in the orbital, the larger the bond angle.
  • A π bond is weaker than a σ bond.

(b)

Interpretation Introduction

Interpretation:

The approximate bond angle for C-O-H in CH3OH should be predicted.

Concept introduction:

  • The bond angle depends on the orbital used by Carbon to form the bond.
  • The greater the amount of s characters in the orbital, the larger the bond angle.
  • Cylindrically symmetrical bonds are called sigma (σ) bonds; side to side overlap of parallel p orbital forms a pi (π) bond.
  • For example, sp3 carbon have bond angle of  109.50, sp2 carbon have bond angle of 1200, and sp carbon have bond angle of  1800.
  • The more s character in the orbital, the shorter the bond.
  • The more s characters in the orbital, the stronger the bond.
  • The more s characters in the orbital, the larger the bond angle.
  • A π bond is weaker than a σ bond.

(c)

Interpretation Introduction

Interpretation:

The approximate bond angle for C-N-H in (CH3)2NH should be predicted.

Concept introduction:

  • The bond angle depends on the orbital used by Carbon to form the bond.
  • The greater the amount of s characters in the orbital, the larger the bond angle.
  • Cylindrically symmetrical bonds are called sigma (σ) bonds; side to side overlap of parallel p orbital forms a pi (π) bond.
  • For example, sp3 carbon have bond angle of  109.50, sp2 carbon have bond angle of 1200, and sp carbon have bond angle of  1800.
  • The more s character in the orbital, the shorter the bond.
  • The more s characters in the orbital, the stronger the bond.
  • The more s characters in the orbital, the larger the bond angle.
  • A π bond is weaker than a σ bond.

(d)

Interpretation Introduction

Interpretation:

The approximate bond angle for C-N-C in (CH3)2NH should be predicted.

Concept introduction:

  • The bond angle depends on the orbital used by Carbon to form the bond.
  • The greater the amount of s characters in the orbital, the larger the bond angle.
  • Cylindrically symmetrical bonds are called sigma (σ) bonds; side to side overlap of parallel p orbital forms a pi (π) bond.
  • For example, sp3 carbon have bond angle of  109.50, sp2 carbon have bond angle of 1200, and sp carbon have bond angle of  1800.
  • The more s character in the orbital, the shorter the bond.
  • The more s characters in the orbital, the stronger the bond.
  • The more s characters in the orbital, the larger the bond angle.
  • A π bond is weaker than a σ bond.

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Atom A has 4 valence electrons. Atom Z has 6 valence electrons.  For the AZ3-2 ion How many valence electrons are in the structure?       b. How many single bonds are in the structure?     c. How many double bonds are in the structure?      d. How many triple bonds are in the structure?     e. How many lone pairs are on the central atom in the structure?   f. What is the shape of the structure?      g. What are the bond angles of this ion?
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Predict the approximate bond angles: a. the C¬N¬H bond angle in (CH3)2+ NH2  b. the C¬O¬H bond angle in CH3OH  c. the C¬N¬H bond angle in (CH3)2NH  d. the C¬N¬C bond angle in (CH3)2NH

Chapter 1 Solutions

Essential Organic Chemistry, Global Edition

Ch. 1.4 - Prob. 12PCh. 1.4 - a. Draw two Lewis structures for C2H6O. b. Draw...Ch. 1.4 - Draw the lone-pair electrons that are not shown in...Ch. 1.4 - Prob. 16PCh. 1.4 - Which of the atoms in the molecular models in...Ch. 1.4 - Prob. 18PCh. 1.7 - What orbitals are used to form the 10 sigma bonds...Ch. 1.9 - Put a number in each of the blanks: a. ___ s...Ch. 1.11 - Predict the approximate bond angles in a. the...Ch. 1.11 - According to the potential map for the ammonium...Ch. 1.12 - Prob. 25PCh. 1.13 - a. Predict the relative lengths and strengths of...Ch. 1.13 - Prob. 28PCh. 1.14 - Which of the bonds in a carbonoxygen double bond...Ch. 1.14 - Caffeine is a natural insecticide, found in the...Ch. 1.14 - a. What is the hybridization of each of the carbon...Ch. 1.14 - Prob. 33PCh. 1.14 - Describe the orbitals used in bonding and the bond...Ch. 1.15 - Account for the difference in the shape and color...Ch. 1.15 - Which of the following molecules would you expect...Ch. 1 - Draw a Lewis structure for each of the following...Ch. 1 - Prob. 38PCh. 1 - What is the hybridization of all the atoms (other...Ch. 1 - Prob. 40PCh. 1 - Draw the condensed structure of a compound that...Ch. 1 - Prob. 42PCh. 1 - Prob. 43PCh. 1 - Draw a Lewis structure for each of the following...Ch. 1 - Prob. 45PCh. 1 - List the bonds in order from most polar to least...Ch. 1 - What is the hybridization of the indicated atom in...Ch. 1 - Write the Kekul structure for each of the...Ch. 1 - Assign the missing formal charges.Ch. 1 - Predict the approximate bond angles for the...Ch. 1 - Prob. 51PCh. 1 - a. Which of the indicated bonds in each compound...Ch. 1 - In which orbitals are the lone pairs in nicotine?...Ch. 1 - Draw the missing lone-pair electrons and assign...Ch. 1 - Rank the following compounds from highest dipole...Ch. 1 - Prob. 56PCh. 1 - a. Which of the species have bond angles of 109.5?...Ch. 1 - Prob. 58PCh. 1 - Sodium methoxide (CH3ONa) has both ionic and...Ch. 1 - a. Why is a H 8 H bond (0.74 ) shorter than a C 8...Ch. 1 - Which compound has a larger dipole moment, CHCl3...Ch. 1 - Which compound has a longer C 8 Cl bond?Ch. 1 - Prob. 63PCh. 1 - The following compound has two isomers. One isomer...
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