Back to chapter

8.21:

Carbon-13 (¹³C) NMR: Overview

JoVE Core
Analytical Chemistry
É necessária uma assinatura da JoVE para visualizar este conteúdo.  Faça login ou comece sua avaliação gratuita.
JoVE Core Analytical Chemistry
Carbon-13 (¹³C) NMR: Overview

Idiomas

COMPARTILHAR

Carbon-13 is an NMR-active nucleus with low natural abundance.  

Its magnetogyric ratio is smaller than that of protons, making carbon-13 resonance weaker than proton resonance.

Carbon-13 chemical shifts appear between 0 and 220 ppm, a much larger range than that seen in protons.

For this reason, non-equivalent carbons have distinct and well-resolved signals that do not overlap.

Like proton chemical shifts, carbon-13 chemical shifts are influenced by hybridization,  magnetic anisotropy, and electronegativity.

While two bonds separate protons from electronegative substituents, the directly attached carbon-13 atom is strongly deshielded.

Saturated carbons appear upfield near the TMS signal at zero ppm, followed by those attached to electronegative substituents.

Unsaturated and aromatic carbons appear further downfield, followed by highly deshielded carbonyl carbons. 

8.21:

Carbon-13 (¹³C) NMR: Overview

Carbon-13 is a naturally occurring NMR-active isotope of carbon with a low natural abundance of 1.1%. In contrast, carbon-12 is the most abundant isotope of carbon with zero nuclear spin. Therefore, it is NMR inactive. The gyromagnetic ratio of carbon-13 is smaller than that of protons. As a result, carbon-13 resonance is about 6000 times weaker than proton resonance. For a given magnetic field strength, the resonance frequency of carbon-13 is about one-fourth of the resonance frequency for protons.

The chemical shift range for carbon-13 is between 0‑220 ppm, a much larger range than in protons (0‑12 ppm). Because of the broader chemical shift range, the non-equivalent carbons have distinct and well-resolved signals that do not overlap. Like proton chemical shifts, carbon-13 chemical shifts are affected by hybridization and magnetic anisotropy. However, the effect of electronegative substituents on carbon-13 chemical shifts is stronger than on proton chemical shifts because carbon-13 nuclei are directly attached to the electronegative substituents. In contrast, protons are separated from electron-withdrawing substituents by two bonds.

In the carbon-13 chemical shift scale, saturated carbons appear upfield near the TMS signal at zero ppm (0‑50 ppm), followed by alkynes and those attached to electronegative substituents (50‑100 ppm). Unsaturated and aromatic carbons appear further downfield (100‑150 ppm), followed by highly deshielded carbonyl carbons (150-220 ppm).