Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 15: Q15-15-26E (page 477)

Phenanthrene has five resonance structures, one of which is shown. Draw the other four.

Short Answer

Expert verified

Five possible resonance structures of phenanthrene

Step by step solution

01

Resonance

The delocalization of electrons in the molecule is called resonance. It can also be said as being the property of a molecule to be written in two forms having the same molecular structure but a different arrangement of atoms. A molecule exhibiting delocalization, cannot be depicted using a single Lewis-dot structure. The various Lewis-dot structures describing the delocalization of electrons in a molecule are contributing structures or canonical forms

02

Resonance structure of Phenanthrene

The resonance structure of phenanthrene can be drawn by alternating the pi bond. Thus, the five resonance structures possible for phenanthrene are as follows:

Five possible resonance structures of phenanthrene

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Start your free trial

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

The following molecular model is that of a carbocation. Draw two resonance structures for the carbocation, indicating the positions of the double bonds.

Draw structures corresponding to the following names:

(a) 3-Methyl-1,2-benzenediamine

(b) 1,3,5-Benzenetriol

(c) 3-Methyl-2-phenylhexane

(d) o-Aminobenzoic acid

(e) m-Bromophenol

(f) 2,4,6-Trinitrophenol (picric acid)

The relative energy levels of the five molecular orbitals of the cyclopentadienyl system are similar to those in benzene. That is, there is a single lowest energy MO, above which the orbitals come in degenerate pairs. Draw a diagram like that in Figure 15-5, and tell which of the five orbitals are occupied in the cation, radical, and anion.

1-Phenyl-2-butene has an ultraviolet absorption λmax=208 nm(ε=8000). On treatment with a small amount of strong acid, isomerization occurs and a new substance with λmax=250 nm(ε=15,8000) is formed. Propose a structure for this isomer, and suggest a mechanism for its formation.

All-cis cyclodecapentaene is a stable molecule that shows a single absorption in its NMR spectrum at 5.67δ. Tell whether it is aromatic, and explain its NMR spectrum.
See all solutions

Recommended explanations on Chemistry Textbooks

Nuclear Chemistry

Read Explanation

Chemical Analysis

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Kinetics

Read Explanation

Chemistry Branches

Read Explanation

Organic Chemistry

Read Explanation
View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free