Question

Predict the chemical shifts of the protons in the following compounds

Short answer

Alkene hydrogens give nearly 5.5 ppm NMR chemical shift. And the sp³hybridised carbon hydrogen give 0.8 ppm in NMR spectra.

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Step-by-step solution

Alkene and sp3hydrogens

Alkene hydrogens give nearly 5.5 ppm NMR chemical shift. And the sp³hybridised carbon hydrogen give 0.8 ppm in NMR spectra.

 Phenyl and methyl hydrogens

Phenyl hydrogens give 7 ppm NMR chemical shift. And the methyl hybridised carbon hydrogen give 2.5 ppm in NMR spectra.

 Phenyl and methoxy hydrogens

Phenyl hydrogens give 7 ppm NMR chemical shift. And the methoxy hydrogen give 3.8 ppm in NMR spectra.

Alkene and Alkyne hydrogens

Alkene hydrogens give 5.5 ppm NMR chemical shift. And the alkyne carbon hydrogen give 2 ppm in NMR spectra.

Phenyl, carboxylic acid and methyl hydrogens

Phenyl hydrogens give 7 ppm NMR chemical shift. And the carboxylic acid carbon hydrogen give 13 ppm in NMR spectra and methyl is 2.5 ppm.

Methyl hydrogens

Methyl hydrogens give 1.8 ppm NMR chemical shift. But in presence of bromine the value is deshielded and increases near to 3.7 ppm in NMR spectra.