Homework Help is Here – Start Your Trial Now!
Science
Chemistry
Using NMR integral ratios of peaks from sesamin and episesamin in the 1H NMR spectrum of the epimerized sample attached, calculate the actual ratio of sesamin to episesamin in the epimerized sample a. state the ppm values of the two NMR peaks you compared -sesamin 1H NMR peak __________ppm -episesamin 1H NMR peak _________ppm b. please show the calculation for the actual ratio of sesamin to episesamin

Using NMR integral ratios of peaks from sesamin and episesamin in the 1H NMR spectrum of the epimerized sample attached, calculate the actual ratio of sesamin to episesamin in the epimerized sample a. state the ppm values of the two NMR peaks you compared -sesamin 1H NMR peak __________ppm -episesamin 1H NMR peak _________ppm b. please show the calculation for the actual ratio of sesamin to episesamin

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

1. Using NMR integral ratios of peaks from sesamin and episesamin in the 1H NMR spectrum of the epimerized sample attached, calculate the actual ratio of sesamin to episesamin in the epimerized sample 

a. state the ppm values of the two NMR peaks you compared

-sesamin 1H NMR peak __________ppm 

-episesamin 1H NMR peak _________ppm

b. please show the calculation for the actual ratio of sesamin to episesamin

Expanded/partial ¹H NMR spectrum of a mixture of sesamin & episesamin, obtained by epimerization of sesamin with catalytic boron trifluoride (BF₂) sesamin + BF3:0Et2 S e S 0.46 THIS is a good episesamin (epi) peak to compare with a sesamin (ses) peak Why? - since it's well separated from other peaks there's little chance of unrelated peaks overlapping with it, which would falsely inflate its integral value 66'0 1● Since this epi peak arises from ONE hydrogen, & each ses peak arises from TWO hydrogens, you must multiply the ses integral value by 0.5 so that you can directly compare epi & ses integral values in your calculation for establishing their ratio present in the sample S e S 4.9 4.8 4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 ppm integral values 0.46 1.00 ses + epi 0.46 S e S 0.94 1.00 0.47 peaks due to another diastereomer called diasesamin (see procedure for explanation) - disregard these peaks HO H HO H BF₂-catalyzed epimerization H sesamin H episesamin 3
Transcribed Image Text:Expanded/partial ¹H NMR spectrum of a mixture of sesamin & episesamin, obtained by epimerization of sesamin with catalytic boron trifluoride (BF₂) sesamin + BF3:0Et2 S e S 0.46 THIS is a good episesamin (epi) peak to compare with a sesamin (ses) peak Why? - since it's well separated from other peaks there's little chance of unrelated peaks overlapping with it, which would falsely inflate its integral value 66'0 1● Since this epi peak arises from ONE hydrogen, & each ses peak arises from TWO hydrogens, you must multiply the ses integral value by 0.5 so that you can directly compare epi & ses integral values in your calculation for establishing their ratio present in the sample S e S 4.9 4.8 4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 ppm integral values 0.46 1.00 ses + epi 0.46 S e S 0.94 1.00 0.47 peaks due to another diastereomer called diasesamin (see procedure for explanation) - disregard these peaks HO H HO H BF₂-catalyzed epimerization H sesamin H episesamin 3
Expert Solution
steps

Step by step

Solved in 2 steps with 2 images

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Knowledge Booster
UV and Visible Spectroscopy
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