Concept explainers
Use the observed
aromatic. C shows
signals at
extent?
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ORGANIC CHEMISTRY
- All-cis cyclodecapentaene is a stable molecule that shows a single absorption in its1HNMR spectrum at 5.67 δ. Tell whether it is aromatic, and explain its NMR spectrumarrow_forwardExplain why aromatic protons resonate downfield and aliphatic resonate upfield.arrow_forwardBased on the structures given below, which of the following statements is entirely true? N Quinoline NH Isoquinoline Indole Isoindole All four compounds are non-aromatic, with 12 pi-electrons each and are equal in basicity. All four compounds are aromatic, with 10 pi-electrons each and are equal in basicity. Only quinoline and isoquinoline having 10 pi-electrons each are aromatic while indole and isoindole are antiaromatic having 8 pi-electrons each. All four compounds are aromatic, with 10 pi-electrons each, and with quinoline and isoquinoline being stronger bases than indole and isoindole. The nitrogen atoms of quinoline and isoquinoline are sp2 hybridized while the nitrogen atoms of indole and isoindole are sp³ hybridized Previousarrow_forward
- Explain why the carbonyl carbon of an aldehyde or ketone absorbs farther downeld than the carbonyl carbon of an ester in a 13C NMR spectrum.arrow_forwardPropose a structural formula for each compound consistent with its 1H-NMR and 13C-NMR spectra.arrow_forwardWhen compound A (C5H12O) is treated with HBr, it forms compound B (C5H11Br). The 1H NMR spectrum of compound A has a 1H singlet, a 3Hdoublet, a 6H doublet, and two 1H multiplets. The 1H NMR spectrum of compound B has a 6H singlet, a 3H triplet, and a 2H quartet. Identifycompounds A and B.arrow_forward
- Propose a structural formula for each compound consistent with its 1H-NMR and 13C-NMR spectra.arrow_forwardExplain why the carbonyl carbon of an aldehyde or ketone absorbs farther downfield than the carbonyl carbon of an ester in a 13C NMR spectrum.arrow_forwardPropose a structural formula for each compound consistent with its 1H-NMR and 13C-NMR spectra.arrow_forward
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