Answered: A compound with the formula C2H4BrF has…

Science

Chemistry

A compound with the formula C2H4BrF has the following NMR spectrum. Draw the structure for this compound.

Chemistry for Engineering Students

4th Edition

ISBN:9781337398909

Author:Lawrence S. Brown, Tom Holme

Publisher:Lawrence S. Brown, Tom Holme

Chapter1: Introduction To Chemistry

Section: Chapter Questions

Problem 1.6PAE

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Concept explainers

NMR Spectroscopy

NMR stands for Nuclear Magnetic Resonance in which the study of different molecules is done based on the interaction of radiofrequency electromagnetic radiations with the nuclei of molecules placed in a strong magnetic field. A precise study of spectra of visible light and all bands of electromagnetic radiation is called spectroscopy.

Question

Like hydrogen, fluorine-19 (abundance 100%) has a nuclear spin quantum number, I = 1/2. Therefore, ¹⁹F spin couples with ¹H nuclei and split ¹H NMR signals by following n + 1 rule in a fluorine containing compound. However, the ¹H-¹⁹F coupling constants are much larger than the ¹H-¹H coupling constants. For example,²J_H-F is about 45-50 Hz whereas ³J_H-F is about 20-22 Hz.

A compound with the formula C₂H₄BrF has the following NMR spectrum. Draw the structure for this compound.

Using the Hertz values on the expansions, calculate the coupling constants and completely explain the spectrum by drawing splitting diagrams for each equivalent hydrogen.

(ppm)
(ppm)
27
4.72
466
4.60
4.60
4.36
20
- 1433.66
- 1427.91
- 1422.10
- 1387.00
1381.25
1375.50
-
-
-
1084.59
1078.73
1072.98
-1068.58
1062.83
1057.08
10
9
B
J
5
2
300 MHz+

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