Protons on saturated carbon atoms Chemical shifts are related to the electronegativity of substituents
المؤلف:
Jonathan Clayden , Nick Greeves , Stuart Warren
المصدر:
ORGANIC CHEMISTRY
الجزء والصفحة:
ص272
2025-05-18
659
We shall start with protons on saturated carbon atoms. The top half of the diagram below shows how the protons in a methyl group are shifted more and more as the atom attached to them gets more electronegative.

When we are dealing with single atoms as substituents, these effects are straightforward and more or less additive. If we go on adding electronegative chlorine atoms to a carbon atom, electron density is progressively removed from it and the carbon nucleus and the hydrogen atoms attached to it are progressively deshielded. You can see this in the bottom half of the diagram above. Dichloromethane, CH2Cl2, and chloroform, CHCl3, are commonly used as solvents and their shifts will become familiar to you if you look at a lot of spectra.
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