Homework Help is Here – Start Your Trial Now!
Science
Chemistry
1. HgCl₂, H₂O 2. NaBH4

1. HgCl₂, H₂O 2. NaBH4

Chemistry
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...
See similar textbooks
icon
Related questions
Question

Draw the structure of the major product of the reaction shown above.

The image depicts a chemical reaction involving an alkene substrate undergoing oxymercuration-demercuration. **Chemical Reaction:** 1. **Substrate:** The alkene shown in the image is 3-methyl-1-butene. 2. **Reagents:** - **Step 1:** HgCl₂ (Mercury(II) chloride) in the presence of H₂O (water). - **Step 2:** NaBH₄ (Sodium borohydride). **Reaction Process:** - **Step 1:** Oxymercuration - The HgCl₂ and H₂O react with the alkene to add a hydroxyl group and a mercury group across the double bond, forming an organomercury intermediate. - **Step 2:** Demercuration - NaBH₄ reduces the mercury group, leading to the formation of an alcohol. Sodium borohydride replaces the mercury with a hydrogen atom, producing the final alcohol product without rearrangement. This sequence is used to efficiently convert alkenes into alcohols while maintaining the Markovnikov regioselectivity, meaning the hydroxyl group adds to the more substituted carbon atom of the double bond.
Transcribed Image Text:The image depicts a chemical reaction involving an alkene substrate undergoing oxymercuration-demercuration. **Chemical Reaction:** 1. **Substrate:** The alkene shown in the image is 3-methyl-1-butene. 2. **Reagents:** - **Step 1:** HgCl₂ (Mercury(II) chloride) in the presence of H₂O (water). - **Step 2:** NaBH₄ (Sodium borohydride). **Reaction Process:** - **Step 1:** Oxymercuration - The HgCl₂ and H₂O react with the alkene to add a hydroxyl group and a mercury group across the double bond, forming an organomercury intermediate. - **Step 2:** Demercuration - NaBH₄ reduces the mercury group, leading to the formation of an alcohol. Sodium borohydride replaces the mercury with a hydrogen atom, producing the final alcohol product without rearrangement. This sequence is used to efficiently convert alkenes into alcohols while maintaining the Markovnikov regioselectivity, meaning the hydroxyl group adds to the more substituted carbon atom of the double bond.
Expert Solution
steps

Step by step

Solved in 4 steps with 4 images

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Knowledge Booster
Mole Concept
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
SEE MORE TEXTBOOKS