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 free(a) Explain how pyrrole is isoelectronic with the cyclopentadienyl anion.
(b) Specifically, what is the difference between the cyclopentadienyl anion and pyrrole?
(c) Draw resonance forms to show the charge distribution on the pyrrole structure
When 3-chlorocyclopropene is treated with AgBF4, AgCl precipitates. The organic product can be obtained as a crystalline material, soluble in polar solvents such as nitromethane but insoluble in hexane. When the crystalline material is dissolved in nitromethane containing KCl, the original 3-chlorocyclopropene is regenerated. Determine the structure of the crystalline material, and write equations for its formation and its reaction with chloride ion
(a) Draw the molecular orbitals for the cyclopropenyl case. H H H (Because there are three p orbitals, there must be three MOs: one all-bonding MO and one degenerate pair of MOs.)
(b) Draw an energy diagram for the cyclopropenyl MOs. (The polygon rule is helpful.) Label each MO as bonding, nonbonding, or antibonding, and add the nonbonding line. Notice that it goes through the approximate average of the MOs.
(c) Add electrons to your energy diagram to show the configuration of the cyclopropenyl cation and the cyclopropenyl anion. Which is aromatic and which is antiaromatic?
Question: For each NMR spectrum, propose a structure consistent with the spectrum and the additional information provided.
a. Elemental analysis shows the molecular formula to be C8H7OCl . The IR spectrum shows a moderate absorption at 1602 cm-1 and a strong absorption at 1690 cm-1 .
b.The mass spectrum shows a double molecular ion of ratio 1:1 at m/z 184 and 186.
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
What do you think about this solution?
We value your feedback to improve our textbook solutions.