Predict the product(s) for the following SN1 reaction. A (в Both I & IV Both II & III || OH₂ ||| E IV 11 OH HI III IV OH₂

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
**Predict the product(s) for the following Sₙ1 reaction.**

The image illustrates the reaction of an alcohol with hydrogen iodide (HI) where an Sₙ1 mechanism is expected to occur. The alcohol shown at the top has a hydroxyl group (OH) on a secondary carbon of a straight-chain alkane.

The potential products (I-IV) are depicted below:

- **I:** A structure with a positively charged water molecule (H₂O⁺) on a secondary carbon, indicating an oxonium ion.
- **II:** An isomeric structure with the iodide (I) on the secondary carbon.
- **III:** A structure with iodide on the secondary carbon, similar to II, but displaying stereochemistry with a wedge bond.
- **IV:** Another oxonium ion with a positively charged water molecule on the same carbon but with reversed stereochemistry compared to I.

Below the structures are multiple-choice options for the predicted product(s):
- **A.** Both I & IV
- **B.** Both II & III
- **C.** II
- **D.** III
- **E.** IV

The correct answer is highlighted as **D. III**, indicating that III is the product of the reaction, likely due to the stability of the carbocation intermediate and the subsequent addition of iodide.
Transcribed Image Text:**Predict the product(s) for the following Sₙ1 reaction.** The image illustrates the reaction of an alcohol with hydrogen iodide (HI) where an Sₙ1 mechanism is expected to occur. The alcohol shown at the top has a hydroxyl group (OH) on a secondary carbon of a straight-chain alkane. The potential products (I-IV) are depicted below: - **I:** A structure with a positively charged water molecule (H₂O⁺) on a secondary carbon, indicating an oxonium ion. - **II:** An isomeric structure with the iodide (I) on the secondary carbon. - **III:** A structure with iodide on the secondary carbon, similar to II, but displaying stereochemistry with a wedge bond. - **IV:** Another oxonium ion with a positively charged water molecule on the same carbon but with reversed stereochemistry compared to I. Below the structures are multiple-choice options for the predicted product(s): - **A.** Both I & IV - **B.** Both II & III - **C.** II - **D.** III - **E.** IV The correct answer is highlighted as **D. III**, indicating that III is the product of the reaction, likely due to the stability of the carbocation intermediate and the subsequent addition of iodide.
Expert Solution
steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Carboxylic Acids and their Derivatives
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