Rank the following in order of stability, from most stable -1 to least stable - 4

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 8 (2 points)**

Rank the following in order of stability, from most stable (1) to least stable (4):

1. A cyclohexane ring with a methyl group on the first carbon and a double bond following the methyl group.
2. A cyclohexane ring with a methyl group on the first carbon and a double bond on the second position.
3. A cyclohexane ring with only one double bond positioned between the first and second carbon.
4. A cyclohexane ring with a methyl group on the first carbon and no double bond.

Each structure has a dropdown menu next to it, presumably to select the rank order.
Transcribed Image Text:**Question 8 (2 points)** Rank the following in order of stability, from most stable (1) to least stable (4): 1. A cyclohexane ring with a methyl group on the first carbon and a double bond following the methyl group. 2. A cyclohexane ring with a methyl group on the first carbon and a double bond on the second position. 3. A cyclohexane ring with only one double bond positioned between the first and second carbon. 4. A cyclohexane ring with a methyl group on the first carbon and no double bond. Each structure has a dropdown menu next to it, presumably to select the rank order.
The image depicts a series of chemical reactions involving an alkyne substrate undergoing additions with bromine and hydrogen bromide. 

1. **Substrate**: The starting material is an alkyne with a triple bond between two carbon atoms, flanked by two hydrogens and an ethyl group.

2. **Reactions**: 
   - **First Reaction (Arrow 1)**: Select an option from a dropdown menu labeled "2" next to the substrate. The product shows an addition of HBr, resulting in a vinyl bromide with bromine added to the more substituted carbon.
   - **Second Reaction (Arrow 2)**: Another dropdown menu labeled "1" next to the same alkyne shows the product as a dibromoalkene, indicating the addition of Br₂.
   - **Third Reaction (Arrow 3)**: A dropdown labeled "2" leads to the product being a tetrabromoalkane, indicating addition of excess Br₂.
   - **Fourth Reaction (Arrow 4)**: A dropdown labeled "3" gives the product as a tribromoalkane. This suggests three bromine additions, which might require detailed sequential reactions.
  
3. **Reaction Conditions and Reagents**:
   1. Use of 1 equivalent of HBr.
   2. Use of 1 equivalent of Br₂.
   3. Use of excess HBr (xs HBr).
   4. Use of excess Br₂ (xs Br₂).
   5. A note indicates a reaction step as "not possible with one step."
   6. Use of phosphorus tribromide (PBr₃).

This diagram shows a learning exercise for understanding the selective addition of halogens and hydrogen halides to alkynes, highlighting the differences in regiochemistry and potential stereochemical outcomes depending on the reagent used.
Transcribed Image Text:The image depicts a series of chemical reactions involving an alkyne substrate undergoing additions with bromine and hydrogen bromide. 1. **Substrate**: The starting material is an alkyne with a triple bond between two carbon atoms, flanked by two hydrogens and an ethyl group. 2. **Reactions**: - **First Reaction (Arrow 1)**: Select an option from a dropdown menu labeled "2" next to the substrate. The product shows an addition of HBr, resulting in a vinyl bromide with bromine added to the more substituted carbon. - **Second Reaction (Arrow 2)**: Another dropdown menu labeled "1" next to the same alkyne shows the product as a dibromoalkene, indicating the addition of Br₂. - **Third Reaction (Arrow 3)**: A dropdown labeled "2" leads to the product being a tetrabromoalkane, indicating addition of excess Br₂. - **Fourth Reaction (Arrow 4)**: A dropdown labeled "3" gives the product as a tribromoalkane. This suggests three bromine additions, which might require detailed sequential reactions. 3. **Reaction Conditions and Reagents**: 1. Use of 1 equivalent of HBr. 2. Use of 1 equivalent of Br₂. 3. Use of excess HBr (xs HBr). 4. Use of excess Br₂ (xs Br₂). 5. A note indicates a reaction step as "not possible with one step." 6. Use of phosphorus tribromide (PBr₃). This diagram shows a learning exercise for understanding the selective addition of halogens and hydrogen halides to alkynes, highlighting the differences in regiochemistry and potential stereochemical outcomes depending on the reagent used.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 2 images

Blurred answer
Knowledge Booster
Reactive Intermediates
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
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