14) Which of the following is the major organic product in the reaction sequence below? C) H₂C-C=CH A) HO HO CH3CH2MgC1 diethyl ether CH₂CH3 CH₂C=CH B) D) 1) 2) H₂0¹ HO CHCH; CH3 CERC
14) Which of the following is the major organic product in the reaction sequence below? C) H₂C-C=CH A) HO HO CH3CH2MgC1 diethyl ether CH₂CH3 CH₂C=CH B) D) 1) 2) H₂0¹ HO CHCH; CH3 CERC
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...
Related questions
Question
![**Question 14:** Which of the following is the major organic product in the reaction sequence below?
**Reaction sequence:**
\[ \text{H}_3\text{C--C}\equiv\text{C--H} \xrightarrow[\text{diethyl ether}]{\text{CH}_3\text{CH}_2\text{MgCl}} \xrightarrow[]{1) \ \text{cyclohexanone}} \xrightarrow[]{2) \ \text{H}_3\text{O}^+} \]
**Options:**
- **A)** Cyclopentanol with an ethyl group attached to the carbon adjacent to the hydroxyl group:
\[
\begin{array}{c}
\text{HO} \\
\vert \\
\text{CH}_2\text{CH}_3
\end{array}
\]
- **B)** Cyclohexanone with a methyl group substituent:
\[
\begin{array}{c}
\text{CHCH}_3
\end{array}
\]
- **C)** Cyclopentanol with a propynyl group attached to the carbon adjacent to the hydroxyl group:
\[
\begin{array}{c}
\text{HO} \\
\vert \\
\text{CH}_2\text{C}\equiv\text{CH}
\end{array}
\]
- **D)** Cyclopentanol with a propargyl group attached to the carbon adjacent to the hydroxyl group:
\[
\begin{array}{c}
\text{HO} \\
\vert \\
\text{CH}\equiv\text{C--CH}_3
\end{array}
\]](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F2cfaac13-2d59-4808-9a38-e4bcdc29dd14%2Fba98e479-9f62-4237-9696-b8464ff19023%2Fcf5jhq8_processed.jpeg&w=3840&q=75)
Transcribed Image Text:**Question 14:** Which of the following is the major organic product in the reaction sequence below?
**Reaction sequence:**
\[ \text{H}_3\text{C--C}\equiv\text{C--H} \xrightarrow[\text{diethyl ether}]{\text{CH}_3\text{CH}_2\text{MgCl}} \xrightarrow[]{1) \ \text{cyclohexanone}} \xrightarrow[]{2) \ \text{H}_3\text{O}^+} \]
**Options:**
- **A)** Cyclopentanol with an ethyl group attached to the carbon adjacent to the hydroxyl group:
\[
\begin{array}{c}
\text{HO} \\
\vert \\
\text{CH}_2\text{CH}_3
\end{array}
\]
- **B)** Cyclohexanone with a methyl group substituent:
\[
\begin{array}{c}
\text{CHCH}_3
\end{array}
\]
- **C)** Cyclopentanol with a propynyl group attached to the carbon adjacent to the hydroxyl group:
\[
\begin{array}{c}
\text{HO} \\
\vert \\
\text{CH}_2\text{C}\equiv\text{CH}
\end{array}
\]
- **D)** Cyclopentanol with a propargyl group attached to the carbon adjacent to the hydroxyl group:
\[
\begin{array}{c}
\text{HO} \\
\vert \\
\text{CH}\equiv\text{C--CH}_3
\end{array}
\]
Expert Solution

Step 1
Answer:-
This question is answered by using the simple concept of chemical reactions of organic compounds using the suitable reagents to get the desired product as each reagents has a specific use.
Grignard reagent on reaction with ketones gives corresponding tertiary alcohols.
Step by step
Solved in 2 steps with 1 images

Knowledge Booster
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
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning

Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education

Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning

Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning

Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education

Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning

Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education

Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning

Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY