ORGANIC CHEMISTRYPKGDRL+MLCRL MDL
ORGANIC CHEMISTRYPKGDRL+MLCRL MDL
3rd Edition
ISBN: 9781119416746
Author: Klein
Publisher: WILEY
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Chapter 13, Problem 41PP
Interpretation Introduction

Interpretation: The mechanism for the reaction to be identified.

Concept introduction:

Ring-opening of Epoxide: Generally, Epoxide has significant ring strain and undergoes reactions in which the ring is opened relieves the ring strain. Ring–opening involves under a strong Nucleophile or an acid-catalyzed conditions.

Two step mechanistic ways:

  1. I. Nucleophile attack 
  2. II. Proton transfer.

Regiochemistry: The Nucleophile attack at the less substituted position of an epoxide, in the presence of unsymmetrical epoxide.

Stereochemistry:  The Nucleophile attack at the chiral center occurs via SN2 process; resulting an inversion of configuration.

To identify: The mechanism for the reaction to be identified.

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Done 11:14 ⚫ worksheets.beyondlabz.com 5 (a). Using the peak information you listed in the tables for both structures, assign each peak to that portion of the structure that produces the peak in the NMR spectrum. Draw this diagram on your own sheet of paper and attach the sketch of your drawing to this question. Question 6 5 (b). Using the peak information you listed in the tables for both structures, assign each peak to that portion of the structure that produces the peak in the NMR spectrum. Draw this diagram on your own sheet of paper and attach the sketch of your drawing to this question. Question 7 6. Are there any differences between the spectra you obtained in Beyond Labz and the predicted spectra? If so, what were the differences? <
2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled** Peak Chemical Shift (d) 5.7 1 Multiplicity multiplate .......... 5.04 double of doublet 2 4.98 double of doublet 3 4.05 doublet of quartet 4 5 LO 3.80 quartet 1.3 doublet 6 Peak Chemical Shift (d) Multiplicity
Interpreting NMR spectra is a skill that often requires some amount of practice, which, in turn, necessitates access to a collection of NMR spectra. Beyond Labz Organic Synthesis and Organic Qualitative Analysis have spectral libraries containing over 700 1H NMR spectra. In this assignment, you will take advantage of this by first predicting the NMR spectra for two closely related compounds and then checking your predictions by looking up the actual spectra in the spectra library. After completing this assignment, you may wish to select other compounds for additional practice. 1. Write the IUPAC names for the following two structures: Question 2 Question 3 2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled**

Chapter 13 Solutions

ORGANIC CHEMISTRYPKGDRL+MLCRL MDL

Ch. 13.5 - Prob. 9CCCh. 13.6 - Prob. 10CCCh. 13.7 - Prob. 11CCCh. 13.7 - Prob. 12CCCh. 13.8 - Prob. 3LTSCh. 13.8 - Prob. 13PTSCh. 13.8 - Prob. 14ATSCh. 13.9 - Prob. 15CCCh. 13.10 - Prob. 4LTSCh. 13.10 - Prob. 16PTSCh. 13.10 - Prob. 17ATSCh. 13.10 - Prob. 5LTSCh. 13.10 - Prob. 18PTSCh. 13.10 - The sequence below shows an enantioselective...Ch. 13.11 - Prob. 20CCCh. 13.11 - Prob. 21CCCh. 13.12 - Prob. 6LTSCh. 13.12 - Prob. 22PTSCh. 13.12 - Prob. 23ATSCh. 13.12 - Prob. 7LTSCh. 13.12 - Prob. 24PTSCh. 13.12 - Prob. 25ATSCh. 13 - Prob. 26PPCh. 13 - Prob. 27PPCh. 13 - Prob. 28PPCh. 13 - Prob. 29PPCh. 13 - Prob. 30PPCh. 13 - Prob. 31PPCh. 13 - Prob. 32PPCh. 13 - Methylmagnesium bromide reacts rapidly with...Ch. 13 - Prob. 34PPCh. 13 - Prob. 35PPCh. 13 - Prob. 36PPCh. 13 - Prob. 37PPCh. 13 - Prob. 38PPCh. 13 - Prob. 39PPCh. 13 - Prob. 40PPCh. 13 - Prob. 41PPCh. 13 - Prob. 42PPCh. 13 - Prob. 43PPCh. 13 - Prob. 44PPCh. 13 - Prob. 45PPCh. 13 - Prob. 46IPCh. 13 - Prob. 47IPCh. 13 - Prob. 48IPCh. 13 - Prob. 49IPCh. 13 - Prob. 50IPCh. 13 - Prob. 51IPCh. 13 - Prob. 52IPCh. 13 - Prob. 53IPCh. 13 - Prob. 54IPCh. 13 - Prob. 55IPCh. 13 - Prob. 56IPCh. 13 - Prob. 57IPCh. 13 - Prob. 58IPCh. 13 - Prob. 59IPCh. 13 - Prob. 60IPCh. 13 - Prob. 61IPCh. 13 - Prob. 62IPCh. 13 - Prob. 63IPCh. 13 - Prob. 64IPCh. 13 - Prob. 65IPCh. 13 - Prob. 66IPCh. 13 - Prob. 67IPCh. 13 - Prob. 68IPCh. 13 - Prob. 69IPCh. 13 - Prob. 70IPCh. 13 - The following procedure13 is part of a synthetic...Ch. 13 - Prob. 72CPCh. 13 - Prob. 73CPCh. 13 - Prob. 74CPCh. 13 - Prob. 75CP
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