Draw out the structure: The Key signals for IR are = 3090, 2800-3000,1700,1455,1560,1598,1110,1290 cm^-1. MS is = M+ 150,m/z121,105,77. 1H NMR is=7.5 –7.9 m,4.1 q,1.2 t.; 13C NMR: 14.4,60.8,128.4,129.7,131,133,167ppm

Draw out the structure: The Key signals for IR are = 3090, 2800-3000,1700,1455,1560,1598,1110,1290 cm^-1. MS is = M+ 150,m/z121,105,77. 1H NMR is=7.5 –7.9 m,4.1 q,1.2 t.; 13C NMR: 14.4,60.8,128.4,129.7,131,133,167ppm

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Section13.SE: Something Extra

Problem 59GP: The mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this...

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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

Draw out the structure:

The Key signals for IR are = 3090, 2800-3000,1700,1455,1560,1598,1110,1290 cm^-1. MS is = M+ 150,m/z121,105,77. ¹H NMR is=7.5 –7.9 m,4.1 q,1.2 t.; 13C NMR: 14.4,60.8,128.4,129.7,131,133,167ppm

Expert Solution

Step 1

Number of signals in 1H NMR = Number of sets of protons in different electronic environment
Multiplicity of signals in 1H NMR tells us about the number of protons on the neighboring carbons
Number of signal in 13C NMR = Number of sets of carbons in different electronic environment
M+ peak in MS tells us about the MW of the molecule
IR tells us about functional group

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