How many signals are expected in the decoupled ¹³C NMR spectrum of 1-bromo-2-iodobenzene? Br

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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**Title: Understanding the Carbon-13 NMR Spectrum of 1-Bromo-2-iodobenzene**

**Introduction:**

In this exercise, we explore the expected number of signals in the decoupled \(^{13}C\) NMR spectrum of 1-bromo-2-iodobenzene.

**Chemical Structure:**

The molecule in question is 1-bromo-2-iodobenzene, an aromatic compound with a benzene ring substituted with a bromine (Br) and an iodine (I) atom in ortho positions.

**NMR Analysis:**

- **Carbon Environment:** \(^{13}C\) NMR spectroscopy is sensitive to the environment of carbon atoms. Each distinct carbon environment in a molecule gives rise to a unique signal in the NMR spectrum.

- **Symmetry Consideration:** In 1-bromo-2-iodobenzene, the presence of bromine and iodine at adjacent positions breaks the symmetry of the benzene ring. Therefore, each carbon atom will manifest a different chemical environment.

- **Signal Calculation:** Following the decoupled \(^{13}C\) NMR technique and considering the lack of full symmetry due to the substituents, the benzene ring should exhibit six unique carbon environments, leading to six distinct signals in the \(^{13}C\) NMR spectrum.

**Conclusion:**

When studying the \(^{13}C\) NMR spectrum of 1-bromo-2-iodobenzene, expect six separate signals due to the unique environments of the carbon atoms influenced by the bromo and iodo substituents.
Transcribed Image Text:**Title: Understanding the Carbon-13 NMR Spectrum of 1-Bromo-2-iodobenzene** **Introduction:** In this exercise, we explore the expected number of signals in the decoupled \(^{13}C\) NMR spectrum of 1-bromo-2-iodobenzene. **Chemical Structure:** The molecule in question is 1-bromo-2-iodobenzene, an aromatic compound with a benzene ring substituted with a bromine (Br) and an iodine (I) atom in ortho positions. **NMR Analysis:** - **Carbon Environment:** \(^{13}C\) NMR spectroscopy is sensitive to the environment of carbon atoms. Each distinct carbon environment in a molecule gives rise to a unique signal in the NMR spectrum. - **Symmetry Consideration:** In 1-bromo-2-iodobenzene, the presence of bromine and iodine at adjacent positions breaks the symmetry of the benzene ring. Therefore, each carbon atom will manifest a different chemical environment. - **Signal Calculation:** Following the decoupled \(^{13}C\) NMR technique and considering the lack of full symmetry due to the substituents, the benzene ring should exhibit six unique carbon environments, leading to six distinct signals in the \(^{13}C\) NMR spectrum. **Conclusion:** When studying the \(^{13}C\) NMR spectrum of 1-bromo-2-iodobenzene, expect six separate signals due to the unique environments of the carbon atoms influenced by the bromo and iodo substituents.
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