To identify the pairs of coupled protons in the compound from the given COSY spectrum. Concept introduction: A two-dimensional spectrum is used to analyse the complex structures such as proteins and carbohydrates instead of the simple one-dimensional spectrum. The most common two-dimensional spectrum used is COSY. COSY stands for homonuclear 1 H- 1 H shift COrrelated SpectroscopY and it gives information about the coupled proton. To analyse a COSY spectrum first a diagonal line is drawn passing through the dots such that it bisects the spectrum. Each dot represents a separate signal. The dots that do not lie on the diagonal line are called the cross peak. Cross-peak shows the pair of the coupled proton.

Question

136 PRACTICAL SPECTROSCOPY Compound 78 is a high-boiling liquid (boiling point 189° C) that contains halogen, but will not react with alkoxides to yield an halogen. ether. The Mass, IR, and 'H NMR spectra, along with 13C NMR data, are given below. Elemental Analysis: C, 35.32; H, 2.47; contains BC Spectral Data: doublet, 137.4 ppm; doublet, 130.1 ppm; doublet, 127.4 ppm; singlet, 97.3 ppm Absorbance Mass Spectrum Intensity 77 77 204 M + 128 40 60 80 100 120 140 160 180 m/e 200 220 280 240 260 300 Infrared Spectrum Wave Number, cm -1 4000 3000 2500 2000 1500 1300 1200 1100 1000 900 800 700 3 6 7 8 9 10 12 13 15 Wavelength, microns 'H NMR wwwww 5 Structure: www ppm, & ©2000 Brooks/Cole Publishing Com-

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Question

Chapter 14.22, Problem 45P

Interpretation Introduction

Interpretation:

To identify the pairs of coupled protons in the compound from the given COSY spectrum.

Concept introduction:

A two-dimensional spectrum is used to analyse the complex structures such as proteins and carbohydrates instead of the simple one-dimensional spectrum. The most common two-dimensional spectrum used is COSY.

COSY stands for homonuclear 1H-1H shift COrrelated SpectroscopY and it gives information about the coupled proton.

To analyse a COSY spectrum first a diagonal line is drawn passing through the dots such that it bisects the spectrum. Each dot represents a separate signal. The dots that do not lie on the diagonal line are called the cross peak. Cross-peak shows the pair of the coupled proton.

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136 PRACTICAL SPECTROSCOPY Compound 78 is a high-boiling liquid (boiling point 189° C) that contains halogen, but will not react with alkoxides to yield an halogen. ether. The Mass, IR, and 'H NMR spectra, along with 13C NMR data, are given below. Elemental Analysis: C, 35.32; H, 2.47; contains BC Spectral Data: doublet, 137.4 ppm; doublet, 130.1 ppm; doublet, 127.4 ppm; singlet, 97.3 ppm Absorbance Mass Spectrum Intensity 77 77 204 M + 128 40 60 80 100 120 140 160 180 m/e 200 220 280 240 260 300 Infrared Spectrum Wave Number, cm -1 4000 3000 2500 2000 1500 1300 1200 1100 1000 900 800 700 3 6 7 8 9 10 12 13 15 Wavelength, microns 'H NMR wwwww 5 Structure: www ppm, & ©2000 Brooks/Cole Publishing Com-

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