ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
bartleby

Concept explainers

Question
Book Icon
Chapter 1, Problem 1.65P
Interpretation Introduction

(a)

Interpretation: The orbitals used to form the highlighted bonds are to be predicted.

Concept introduction: Hybridization is the combination of two or more atomic orbitals to form the same number of hybrid orbitals, each having the same shape and energy.

Expert Solution
Check Mark

Answer to Problem 1.65P

Orbitals used in the formation of given bonds are:

[1]Csp2H1s[2]Csp2Csp2[3]Csp2Csp3

Explanation of Solution

The given compound is,

ORGANIC CHEMISTRY, Chapter 1, Problem 1.65P , additional homework tip  1

Figure 1

In bond [1], there are three groups around C and no lone pair. Thus, it is sp2 hybridized. This bond is formed from Csp2H1s orbitals. In bond [2], there are three groups around each C and no lone pair. Thus, it is sp2 hybridized. This bond is formed from Csp2Csp2. In bond [3], there are three groups around C(II) and no lone pair. Thus, it is sp2 hybridized. And there are four groups around C(III) and no lone pair. Thus, it is sp3 hybridized. This bond is formed from Csp2Csp3.

Conclusion

Orbitals used in the formation of given bonds are:

[1]Csp2H1s[2]Csp2Csp2[3]Csp2Csp3

Interpretation Introduction

(b)

Interpretation: The orbitals used to form the highlighted bonds are to be predicted.

Concept introduction: Hybridization is the combination of two or more atomic orbitals to form the same number of hybrid orbitals, each having the same shape and energy.

Expert Solution
Check Mark

Answer to Problem 1.65P

Orbitals used in the formation of given bonds are:

[1]Csp3Csp2[2]Csp2Osp2

Explanation of Solution

ORGANIC CHEMISTRY, Chapter 1, Problem 1.65P , additional homework tip  2

Figure 2

In bond [1], there are four groups around C(I) including two hydrogen atoms and no lone pair. Thus, it is sp3 hybridized. This bond is formed from Csp3Csp2 orbitals. In bond [2], there are three groups around C and no lone pair. Thus, it is sp2 hybridized. And there is one group and two lone pairs around O. Thus, it is sp2 hybridized. This bond is formed from Csp2Osp2 orbitals.

Conclusion

Orbitals used in the formation of given bonds are:

[1]Csp3Csp2[2]Csp2Osp2.

Interpretation Introduction

(c)

Interpretation: The orbitals used to form the highlighted bonds are to be predicted.

Concept introduction: Hybridization is the combination of two or more atomic orbitals to form the same number of hybrid orbitals, each having the same shape and energy.

Expert Solution
Check Mark

Answer to Problem 1.65P

Orbitals used in the formation of given bonds are:

[1]H1sCsp[2]CspCsp,[3]CspCsp2and [4]Nsp2Csp3

Explanation of Solution

ORGANIC CHEMISTRY, Chapter 1, Problem 1.65P , additional homework tip  3

Figure 3

In bond [1], there are two groups around C(I), including one hydrogen atom and triply bonded C atom. Thus, it is sp hybridized. This bond is formed from H1s-Csp orbitals. In bond [2], there are two groups around each C atom. Thus, it is sp hybridized. This bond is formed from CspCsp orbitals. In bond [3], there are two groups around C(II) atom. Thus, it is sp hybridized. And there three groups around C(III) including one hydrogen atom. Thus, it is sp2 hybridized This bond is formed from CspCsp2 orbitals. In bond [4], there are two groups around N atom and one lone pair. Thus, it is sp2 hybridized. And there are four groups around C including three hydrogen atoms. Thus, it is sp3 hybridized. This bond is formed from Nsp2Csp3 orbitals.

Conclusion

(a) [1]H1sCsp[2]CspCsp,[3]CspCsp2and [4]Nsp2Csp3

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
Ph heat heat
(12) Which one of the following statements about fluo- rometry is FALSE? a) Fluorescence is better detected at 90 from the exci- tation direction. b) Fluorescence is typically shifted to longer wave- length from the excitation wavelength. c) For most fluorescent compounds, radiation is pro- duced by a transition
Don't used Ai solution

Chapter 1 Solutions

ORGANIC CHEMISTRY

Ch. 1 - Prob. 1.11PCh. 1 - Prob. 1.12PCh. 1 - Prob. 1.13PCh. 1 - Draw a second resonance structure for each species...Ch. 1 - Prob. 1.15PCh. 1 - Prob. 1.16PCh. 1 - Prob. 1.17PCh. 1 - Prob. 1.18PCh. 1 - Using the principles of VSEPR theory, you can...Ch. 1 - Convert each condensed formula to a Lewis...Ch. 1 - Prob. 1.21PCh. 1 - Prob. 1.22PCh. 1 - Convert each skeletal structure to a complete...Ch. 1 - What is the molecular formula of quinine, the...Ch. 1 - Draw in all hydrogens and lone pairs on the...Ch. 1 - Prob. 1.26PCh. 1 - What orbitals are used to form each of the CC, and...Ch. 1 - What orbitals are used to form each bond in the...Ch. 1 - Determine the hybridization around the highlighted...Ch. 1 - The unmistakable odor of a freshly cut cucumber is...Ch. 1 - Prob. 1.31PCh. 1 - Rank the following atoms in order of increasing...Ch. 1 - Prob. 1.33PCh. 1 - Prob. 1.34PCh. 1 - Provide the following information about...Ch. 1 - Use the ball-and-stick model to answer each...Ch. 1 - Citric acid is responsible for the tartness of...Ch. 1 - Zingerone gives ginger its pungent taste. a.What...Ch. 1 - Assign formal charges to each carbon atom in the...Ch. 1 - Assign formal charges to each and atom in the...Ch. 1 - Prob. 1.41PCh. 1 - Prob. 1.42PCh. 1 - Prob. 1.43PCh. 1 - Draw all possible isomers for each molecular...Ch. 1 - 1.45 Draw Lewis structures for the nine isomers...Ch. 1 - Prob. 1.46PCh. 1 - Prob. 1.47PCh. 1 - Prob. 1.48PCh. 1 - Prob. 1.49PCh. 1 - Prob. 1.50PCh. 1 - Prob. 1.51PCh. 1 - Prob. 1.52PCh. 1 - Consider compounds A-D, which contain both a...Ch. 1 - Prob. 1.54PCh. 1 - Prob. 1.55PCh. 1 - 1.56 Consider the compounds and ions with curved...Ch. 1 - 1.57 Predict all bond angles in each...Ch. 1 - 1.58 Predict the geometry around each highlighted...Ch. 1 - Prob. 1.59PCh. 1 - Draw in all the carbon and hydrogen atoms in each...Ch. 1 - 1.61 Convert each molecule into a skeletal...Ch. 1 - Prob. 1.62PCh. 1 - Prob. 1.63PCh. 1 - Predict the hybridization and geometry around each...Ch. 1 - Prob. 1.65PCh. 1 - Ketene, , is an unusual organic molecule that has...Ch. 1 - Rank the following bonds in order of increasing...Ch. 1 - Prob. 1.68PCh. 1 - Two useful organic compounds that contain Cl atoms...Ch. 1 - Use the symbols + and to indicate the polarity of...Ch. 1 - Prob. 1.71PCh. 1 - Anacin is an over-the-counter pain reliever that...Ch. 1 - Answer the following questions about acetonitrile...Ch. 1 - Prob. 1.74PCh. 1 - 1.75 The principles of this chapter can be...Ch. 1 - a. What is the hybridization of each N atom in...Ch. 1 - 1.77 Stalevo is the trade name for a medication...Ch. 1 - 1.78 and are two highly reactive carbon...Ch. 1 - 1.79 The N atom in (acetamide) is hybridized,...Ch. 1 - Prob. 1.80PCh. 1 - Prob. 1.81PCh. 1 - Prob. 1.82PCh. 1 - Prob. 1.83PCh. 1 - Prob. 1.84PCh. 1 - Prob. 1.85P
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
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Text book image
Living By Chemistry: First Edition Textbook
Chemistry
ISBN:9781559539418
Author:Angelica Stacy
Publisher:MAC HIGHER
Text book image
Chemistry: Matter and Change
Chemistry
ISBN:9780078746376
Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl Wistrom
Publisher:Glencoe/McGraw-Hill School Pub Co
Text book image
Introductory Chemistry: An Active Learning Approa...
Chemistry
ISBN:9781305079250
Author:Mark S. Cracolice, Ed Peters
Publisher:Cengage Learning
Text book image
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Text book image
Introductory Chemistry For Today
Chemistry
ISBN:9781285644561
Author:Seager
Publisher:Cengage