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Concept explainers
(a)
Interpretation:
The compound
Concept introduction:
In NMR spectroscopy, every nucleus has a spin. There is an
(b)
Interpretation:
The compound
Concept introduction:
In NMR spectroscopy, every nucleus has a spin. There is an angular momentum related to the spin. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. The chemical shift value depended upon its surrounded protons.
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Chapter 23 Solutions
EBK ORGANIC CHEMISTRY
- What is the structure of an unknown compound with molecular formula C6H15N that gives the following 1H NMR absorptions: 0.9 (singlet, 1 H), 1.10 (triplet, 3 H), 1.15 (singlet, 9 H), and 2.6 (quartet, 2 H) ppm?arrow_forwardWhat compound(s) exhibits only two signals( a triplet & a quintet) in the 1H NMR spectrum? O BrCH2CH2CH2-O-CHCHCH₂Br BrCH2CH2CH2-O-CH2CH2CH2Br CICH2CH2CH2-O-CH2CH2CH2Br BrCH2CHCHCH₂Br BrCH2CH₂Br CH3CCCH3arrow_forwardCompound X (molecular formula C10H120) was treated with NH2NH2, ¯OH to yield compound Y (molecular formula C10H14). Match the 1H NMR spectra of X and Y to the corresponding structures of X and Y. Compound NH2NH2 Compound 'H NMR of X 6 H OH Y 1 H 5H 8. 6. 4 ppm or H NMR of Y 6 H 2H 5H 1 H multiplet multiplet 8. 6. 4. 3. 1 nnm 2. 2. 3, O:arrow_forward
- When heated with chromic acid, compound A forms benzoic acid. Identify compound A from its 1H NMR spectrum.arrow_forwardCompound A shows a molecular peak of 56 in Mass Spectrum. When compound A is treated with HBr and peroxides, it produces compound B, which shows twin molecular peaks with weights 136 and 138 in 1:1 ratio. The 'H NMR spectra of both compounds shown below. Identify the structures of A and B in the respective boxes. 2H Compound A 'H NMR of Compound A (integration is listed next to peaks) لد HBr peroxides 2H PPM 'H NMR of Compound B (integration is listed next to peaks, expansions in above) М 1H Compound B PPM 6H 6Harrow_forwardThe 1H-NMR spectrum of Compound C shows five signals – δ 2.38 (1H, dt), 2.72 (1H, dt), 5.34 (1H, t), 5.49 (2H, ddd), 6.27 (2H, dd) ppm. Its 13C-NMR spectrum has four signals – δ 26, 58, 127, 129 ppm. In the compound’s mass spectrum, the M+1 peak appears at m/z = 115. An M+2 peak, whose intensity is roughly one-third that of the M+1 peak, also appears. Suggest a structure for this compound.arrow_forward
- An unknown compound reacts with ethyl chloride and aluminum trichloride to form a compound that has the following 1H NMR spectrum. What is the structure of the compound?arrow_forward1. Identify the compound (C4H₂O₂) that gives the following ¹H NMR spectrum. 3H 2H PPM 3Harrow_forwardThe structure of an ester could either be A or B: CH3 O O CH3 T || -C-OCH3 CH3-C CH3-C-O-C-CH3 CH3 CH3 A B Its ¹H NMR spectrum consists of two peaks at 80.9 and 83.6 (relative areas 3:1). Which compound is it? Describe the spectrum that would be expected if it had been the other ester.arrow_forward
- What compound is indicated by this 1H NMR spectrum?arrow_forwardAn unknown compound A has the molecular formula C4H8O2. Based on the following 1H NMR spectrum, what is the structure of compound A?arrow_forward10. An organic compound (MF; C3H100) exhibited the following 'H NMR special data: 62.5 (3H, s), 3.8 (314, s), 6.8 (2H, d, J 8 Hz), 7.2 (2H, d, J 8 Hz) ppm.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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