Chapter 16: 16-7P (page 812)
Classify the following compounds as aromatic, antiaromatic, or nonaromatic
(a)
(b)
(c)
(d)
Short Answer
(a)
(b)
(c)
(d)
Chapter 16: 16-7P (page 812)
Classify the following compounds as aromatic, antiaromatic, or nonaromatic
(a)
(b)
(c)
(d)
(a)
(b)
(c)
(d)
All the tools & learning materials you need for study success - in one app.
Get started for freeCiprofloxacin is a member of the fluoroquinolone class of antibiotics.
(a) Which of its rings are aromatic?
(b) Which nitrogen atoms are basic?
(c) Which protons would you expect to appear between d 6 and d 8 in the proton NMR spectrum?
The proton NMR spectrum of 2-pyridone gives the chemical shifts shown.
(a) Is 2-pyridone aromatic?
(b) Use resonance forms to explain your answer to (a). Also explain why the protons at d 7.31 and d 7.26 are more deshielded than the other two (d 6.15 and d 6.57).
(c) Thymine is one of the heterocyclic bases found in DNA. Do you expect thymine to be aromatic? Explain.
(d) The structure of 5-fluorouracil is shown in the box at the side of the page. Is 5-fluorouracil aromatic? Explain.
One of the following compounds is much more stable than the other two. Classify each as aromatic, antiaromatic, or nonaromatic
(a)Methyl heptalene
(b) Methyl azulene
(c) Methyl pentalene
The polarization of a carbonyl group can be represented by a pair of resonance structures
Cyclopropenone and cycloheptatrienone are more stable than anticipated. Cyclopentadienone, however, is relatively unstable and rapidly undergoes a Diels–Alder dimerization. Explain.
Cyclopropenone CycloheptatrienoneCyclopentadienone
Does the MO energy diagram of cyclooctatetraene appear to be a particularly stable or unstable configuration? Explain
What do you think about this solution?
We value your feedback to improve our textbook solutions.