In the molecule shown below, which of the labeled C,C single bonds is the shortest?

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
icon
Concept explainers
Question
**Question:**

In the molecule shown below, which of the labeled C-C *single* bonds is the *shortest*?

![Chemical Structure](link-to-image-if-any)

**Image Description:**

The image displays a linear chemical structure: 

\[ \text{CH}_3 - \text{CH}_2 - \text{CH} = \text{CH} - \text{CH} = \text{CH}_2 \]

Three carbon-carbon (C-C) bonds are labeled as follows:

- X is between the methyl group (\[\text{CH}_3\]) and the methylene group (\[\text{CH}_2\])
- Y is between the methylene group (\[\text{CH}_2\]) and the first methine (\[\text{CH}\])
- Z is between the first methine (\[\text{CH}\]) and the second methine (\[\text{CH}\])

**Answer Choices:**

A. Z  
B. X  
C. All bonds are the same length.  
D. Y  

In this structure, single bonds are typically longer than double bonds, but hybridization and resonance effects can influence bond lengths. Consider bond order and electron-withdrawing effects when determining the shortest bond.

**Note:** In typical hydrocarbons with alternating single and double bonds, bonds might have varying lengths due to resonance, even if they appear structurally similar.
Transcribed Image Text:**Question:** In the molecule shown below, which of the labeled C-C *single* bonds is the *shortest*? ![Chemical Structure](link-to-image-if-any) **Image Description:** The image displays a linear chemical structure: \[ \text{CH}_3 - \text{CH}_2 - \text{CH} = \text{CH} - \text{CH} = \text{CH}_2 \] Three carbon-carbon (C-C) bonds are labeled as follows: - X is between the methyl group (\[\text{CH}_3\]) and the methylene group (\[\text{CH}_2\]) - Y is between the methylene group (\[\text{CH}_2\]) and the first methine (\[\text{CH}\]) - Z is between the first methine (\[\text{CH}\]) and the second methine (\[\text{CH}\]) **Answer Choices:** A. Z B. X C. All bonds are the same length. D. Y In this structure, single bonds are typically longer than double bonds, but hybridization and resonance effects can influence bond lengths. Consider bond order and electron-withdrawing effects when determining the shortest bond. **Note:** In typical hydrocarbons with alternating single and double bonds, bonds might have varying lengths due to resonance, even if they appear structurally similar.
Expert Solution
Step 1

Given 

 structure of multiple bonds 

Find out the shortest C-C bond length

steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Electronic Effects
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.
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY