ORGANIC CHEMISTRY-OWL V2 ACCESS
ORGANIC CHEMISTRY-OWL V2 ACCESS
8th Edition
ISBN: 9781305582422
Author: Brown
Publisher: CENGAGE L
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Chapter 13, Problem 13.11P
Interpretation Introduction

Interpretation:

The relative signal intensites expected for the 1H NMR and 13C NMR spectra of the given sample Si(CH3)4 has to be determined.

Concept Introduction:

The 1H NMR spectrum of a compound provides some vital information that is required to predict the structure of the compound.  The chemical shift values can predict the groups that are present in the molecule.  The splitting of signals by the (N+1) rule predicts the number of hydrogens or protons attached to the adjacent carbon in a carbon chain of a compound.  With this information, the structure of the compound can be predicted.

The signals in the 13C NMR spectrum of a compound is proportional to the number of carbons that are present in the different environment within the molecule.  The carbon which is present in the electron-rich environment shows a signal at a lower frequency and vice-versa.  Therefore, the carbon that is present nearest to the electron-withdrawing groups produces a high-frequency signal.

Tetra methyl silane: The NMR spectrum of any compound is taken with reference to a standard compound called reference compound.  Generally, tetramethylsilane (TMS) is taken as the reference compound.  The methyl protons of TMS are equivalent and produces only one sharp peak at the rightmost end of the scale.

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13. (11pts total) Consider the arrows pointing at three different carbon-carbon bonds in the molecule depicted below. Bond B 2°C. +2°C. cleavage Bond A •CH3 + 26.← Cleavage 2°C. + Bond C +3°C• CH3 2C Cleavage E 2°C. 26. weakest bond Intact molecule Strongest 3°C 20. Gund Largest argest a. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers in appropriate boxes. C Weakest bond A Produces Most Bond Strongest Bond Strongest Gund produces least stable radicals Weakest Stable radical b. (4pts) Consider the relative stability of all cleavage products that form when bonds A, B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B, and C are all carbon radicals. i. Which ONE cleavage product is the most stable? A condensed or bond line representation is fine. 13°C. formed in bound C cleavage ii. Which ONE cleavage product is the least stable? A condensed or bond line representation is fine. • CH3 methyl radical Formed in Gund A Cleavage c.…

Chapter 13 Solutions

ORGANIC CHEMISTRY-OWL V2 ACCESS

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