6. Show a mechanism for the following reactions. Predict the product if not shown. OH cycloheptene glycol glycerol CH3 H- HO-H CH3 Br OH dil H₂SO4 HO HBr HO H Br- OH C7H12O IR: 1729 cm-¹ ¹H NMR: 89.5 (, 1H), plus other chemicals shifts CH3 (a cyclic ether) Br H CH3 Note: retention at C2,3 HⓇ Br- H- CH3 -H -Br H racemate CH3 inversion at BOTH C2,3!

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

Please help with the mechanisms for this organic chemistry question. Please be as detailed as possible in your explanation, for easier understanding.

6. Show a mechanism for the following reactions. Predict the product if not shown.
OH
cycloheptene glycol
glycerol
H-
HO-
CH3
Br
-H
OH
CH3
dil H₂SO4
HⓇ
HBr
H
Br-
OH
CH3
C7H12O
IR: 1729 cm-¹
¹H NMR: 89.5 (, 1H),
Br
(a cyclic ether)
-H
CH3
Note: retention at C2,3
HⓇ
plus other chemicals shifts
Br-
H-
CH3
-H
-Br
O
H
racemate
CH3
inversion at BOTH C2,3!
Transcribed Image Text:6. Show a mechanism for the following reactions. Predict the product if not shown. OH cycloheptene glycol glycerol H- HO- CH3 Br -H OH CH3 dil H₂SO4 HⓇ HBr H Br- OH CH3 C7H12O IR: 1729 cm-¹ ¹H NMR: 89.5 (, 1H), Br (a cyclic ether) -H CH3 Note: retention at C2,3 HⓇ plus other chemicals shifts Br- H- CH3 -H -Br O H racemate CH3 inversion at BOTH C2,3!
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Protection of Groups in Organic 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.
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