2. Draw the mechanism for the following reactions. Include all curved arrows. Reaction 1: OH Reaction 2: Reaction 3: Br Reaction 4 -: H3O+ heat HBr NaOCH₂CH3 Br2 H₂O Br OH Br

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
Question

2.

### Reaction Mechanisms

**Task**: Draw the mechanism for the following reactions. Include all curved arrows.

---

**Reaction 1:**

- **Reactant**: Cyclohexanol derivative
- **Reagent**: \( \text{H}_3\text{O}^+ \), heat
- **Product**: Cyclohexene derivative

**Explanation**: This reaction involves the dehydration of an alcohol to form an alkene. The mechanism typically proceeds via protonation of the alcohol to form a better leaving group, followed by the loss of water to generate a carbocation. The final step is deprotonation to form the alkene.

---

**Reaction 2:**

- **Reactant**: Cyclohexene derivative
- **Reagent**: \( \text{HBr} \)
- **Product**: Bromo cyclohexane derivative

**Explanation**: This reaction is an example of hydrohalogenation, where the alkene reacts with hydrobromic acid to add bromine across the double bond. The mechanism involves the formation of a carbocation intermediate and then nucleophilic attack by the bromide ion.

---

**Reaction 3:**

- **Reactant**: Bromo cyclohexane derivative
- **Reagent**: \( \text{NaOCH}_2\text{CH}_3 \)
- **Product**: Cyclohexene derivative

**Explanation**: This reaction is an example of an elimination reaction, specifically E2. The strong base \( \text{NaOCH}_2\text{CH}_3 \) abstracts a proton while the leaving group (bromide) is expelled, resulting in the formation of a double bond.

---

**Reaction 4:**

- **Reactant**: Cyclohexene derivative
- **Reagent**: \( \text{Br}_2, \text{H}_2\text{O} \)
- **Product**: Bromohydrin derivative

**Explanation**: This is a halohydrin formation reaction. The alkene reacts with bromine in the presence of water. The bromine adds to the alkene to form a bromonium ion, which is then attacked by water to give the bromohydrin product with both bromine and hydroxyl groups added.

--- 

These reactions illustrate various fundamental organic reaction mechanisms involving the formation and reactivity of carbocations
Transcribed Image Text:### Reaction Mechanisms **Task**: Draw the mechanism for the following reactions. Include all curved arrows. --- **Reaction 1:** - **Reactant**: Cyclohexanol derivative - **Reagent**: \( \text{H}_3\text{O}^+ \), heat - **Product**: Cyclohexene derivative **Explanation**: This reaction involves the dehydration of an alcohol to form an alkene. The mechanism typically proceeds via protonation of the alcohol to form a better leaving group, followed by the loss of water to generate a carbocation. The final step is deprotonation to form the alkene. --- **Reaction 2:** - **Reactant**: Cyclohexene derivative - **Reagent**: \( \text{HBr} \) - **Product**: Bromo cyclohexane derivative **Explanation**: This reaction is an example of hydrohalogenation, where the alkene reacts with hydrobromic acid to add bromine across the double bond. The mechanism involves the formation of a carbocation intermediate and then nucleophilic attack by the bromide ion. --- **Reaction 3:** - **Reactant**: Bromo cyclohexane derivative - **Reagent**: \( \text{NaOCH}_2\text{CH}_3 \) - **Product**: Cyclohexene derivative **Explanation**: This reaction is an example of an elimination reaction, specifically E2. The strong base \( \text{NaOCH}_2\text{CH}_3 \) abstracts a proton while the leaving group (bromide) is expelled, resulting in the formation of a double bond. --- **Reaction 4:** - **Reactant**: Cyclohexene derivative - **Reagent**: \( \text{Br}_2, \text{H}_2\text{O} \) - **Product**: Bromohydrin derivative **Explanation**: This is a halohydrin formation reaction. The alkene reacts with bromine in the presence of water. The bromine adds to the alkene to form a bromonium ion, which is then attacked by water to give the bromohydrin product with both bromine and hydroxyl groups added. --- These reactions illustrate various fundamental organic reaction mechanisms involving the formation and reactivity of carbocations
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 5 steps with 5 images

Blurred answer
Knowledge Booster
Designing a Synthesis
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
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