Draw the major organic product of the following reaction sequence. 1) Hg(OAc)2, MeOH 2) NABH,

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
Draw the major organic product of the following reaction sequence.
1) Hg(OAc)2, MeOH
2) NABH,
CH3
H;C
Edit
он
Transcribed Image Text:Draw the major organic product of the following reaction sequence. 1) Hg(OAc)2, MeOH 2) NABH, CH3 H;C Edit он
Expert Solution
Step 1

Oxymercuration-demercuration reaction- In this reaction, alkene is hydrated to produce alcohols via a electrophilic addition reaction.

It occurs in two steps-

In first step, the mercuric acetate reacts with alkene leading to addition of acetoxymercury (HgOAc) groups and hydroxyl (OH) group across a double bond. This step follows markovnikov’s rule (the hydroxyl group is added to the more substituted carbon atom).

In second step, the adduct product of 1st step is reduced by NaBH4. In demercuration, the acetoxymercury group is replaced with a hydrogen atom.

Chemistry homework question answer, step 2, image 1

trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
Aldehydes and Ketones
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