There are four structural isomers of C4H9Cl. Two of the four can be quickly distinguished using 13C NMR, whereas the other two would produce the same number of 13C NMR signals. a. Draw the isomer that would show three distinct signals in the

There are four structural isomers of C4H9Cl. Two of the four can be quickly distinguished using 13C NMR, whereas the other two would produce the same number of 13C NMR signals. a. Draw the isomer that would show three distinct signals in the

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

ChapterL4: Proton (1h) Nmr Spectroscopy

Section: Chapter Questions

Problem 19CTQ

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Analyzing and Predicting Spectroscopic Data

The interaction of electromagnetic radiation with the structure of molecules in the sample and their study is referred spectroscopy. Several spectroscopic methods are used to acquire sample information, and these methods are proved to be accurate, fast, and non-destructive. The information obtained about the content and composition of molecules from these spectroscopic methods is called spectroscopic data.

Question

1. There are four structural isomers of C₄H₉Cl. Two of the four can be quickly distinguished using ¹³C NMR, whereas the other two would produce the same number of ¹³C NMR signals.

a. Draw the isomer that would show three distinct signals in the ¹³C NMR.

b. Draw the two isomers that would show four distinct signals in the ¹³C NMR.

c. Draw the isomer that would show two distinct signals in the ¹³C NMR.

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