Concept explainers
Interpretation:
Concept introduction:
The number of signals in
For each set of chemically equivalent protons, there will be one signal. For example, the
Different compounds give a different number of signals corresponding to the number of chemically non-equivalent proton it has and thus can be distinguished from one another.
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Essential Organic Chemistry, Global Edition
- Compound A has molecular formula C7H7X. Its ¹H-NMR spectrum shows a singlet at 2.26 ppm and two doublets, one at 6.95 ppm and one at 7.28 ppm. The singlet has an integral of three and the doublets each have an integral of two. Its 13C- NMR shows five signals. The mass spectrum of A shows a peak at m/z 170 and another peak at m/z = 172; the relative height of the two peaks is 1:1 respectively. - Identify what atom X is, explaining your reasoning - Identify Compound A, explaining your reasoning Compound A is treated with a mixture of nitric and sulfuric acids to generate Compound B. The ¹H-NMR spectrum of B shows two singlets, one at 2.52 pm and one at 8.13 ppm. The 13C-NMR spectrum of B shows five signals. The mass spectrum of B shows a peak at m/z = 260 and another peak at m/z = 262; the relative height of the two peaks is 1:1 respectively. - Identify compound B, explaining your reasoning Compound B is treated with sodium ethoxide to generate compound C. The ¹H-NMR spectrum of C shows…arrow_forwardWhen compound A (C5H12O) is treated with HBr, it forms compound B (C5H11Br). The 1 H NMR spectrum of compound A has a 1H singlet, a 3H doublet, a 6H doublet, and two 1H multiplets. The 1 H NMR spectrum of compound B has a 6H singlet, a 3H triplet, and a 2H quartet. Identify compounds A and B.arrow_forwardAssign a structure based on the following formula and 'H NMR. C4H100 |3H ЗН 2H 1H 1H PPMarrow_forward
- What is the structure of the compound with the formula C10H14 and it shows 1H-NMR spectrum: 1.2 ppm (9H singlet) 7.10 ppm (5H multiplet)arrow_forwardHow many 1H NMR signals does each dimethylcyclopropane show?arrow_forwardWhat is the structure of the compound with the formula C4H10O, if it shows 1H-NMR spectrum: 1.20 ppm (6H doublet) 3.30 ppm (3H singlet) 3.55 (1H septet)arrow_forward
- An unknown compound has a molecular formula of C5H7N. Its IR spectrum shows a signal at 3070, 2250, and 1690 cm-1. It’s 1H NMR and 13C NMR spectra are shown below. Draw the structure of this unknown compound.arrow_forwardIn 1H and 13C NMR spectra, how many signals does the unsaturated ketone (CH3)2CHCH2C (O)CH=CH2 have? Choices: 6H-6C, 5H-6C, 5H-7C, 6H-7Carrow_forwardHow many peaks would each compound show in their 13C NMR spectrum? a) eucalyptol b) linaloolarrow_forward
- Identify the following compounds from its molecular formula and its IR and 1H NMR spectra:arrow_forwardIdentify each compound from its molecular formula and its 1H NMR spectrum: C9H12arrow_forwardA compound has the 'H NMR spectrum shown below. Identify the compound. 3H singlet 3H triplet 2H quartet 11 10 9 8 3 1 O CH3CH2CO2CH3 CH3CH2OCH2CH3 None of these compounds is consistent with the spectrum shown below. O CH3CH2CO2CH2CH3 CH3CO2CH2CH3 5.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning