Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
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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Chapter 1 Solutions

Essential Organic Chemistry (3rd 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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