Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 15: Q31. (page 570)

Question: Rank the following radicals in order of increasing stability.

Short Answer

Expert verified

Answer

The rank of the given radicals in the increasing order of stability is as follows:

Step by step solution

01

Stability

The stability of the carbon radical is explained by allylic, 3020,and 10 alkyl carbon radicals.A dot on the carbon represents a carbon radical.

02

Rank of increasing stability

Structure A is stable due to the presence of an allylic carbon radical. Structure B is stable due to the presence of a 30carbon radical, and structure C is stable due to the presence of a 20carbon radical.

The allylic carbon radical is stabilized by resonance

Resonance structure

The30 carbon radical is more stable than 20 carbon radical because it is stabilized through the electronic effects of other groups attached. In this case, hyperconjugation occurs.

That’s why structure B is more stable than structure C.

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

Question: What is the major monobromination product formed by heating each alkane with Br2 ?

Question: (a)Draw the structure of polystyrene, the chapter-opening molecule, which is formed by polymerizing the monomer styrene, C6H5CH=CH2. (b) What monomer is used to form poly(vinyl acetate), a polymer used in paints and adhesives?

Question: The triphenylmethyl radical is an unusual persistent radical present in solution in equilibrium with its dimer. For 70 years the dimer was thought to be hexaphenylethane, but in 1970, NMR data showed it to be A.

a. Why is the triphenylmethyl radical more stable than most other radicals?

b. Use curved arrow notation to show how two triphenylmethyl radicals dimerize to form A.

c. Propose a reason for the formation of A rather than hexaphenylethane.d. How could 1 H and 13C NMR spectroscopy be used to distinguish between hexaphenylethane and A?

Question: Explain why radical bromination of p-xylene forms C rather than D.

Question: Draw resonance structures for each radical.

a.

b.

c.
See all solutions

Recommended explanations on Chemistry Textbooks

Nuclear Chemistry

Read Explanation

Organic Chemistry

Read Explanation

Chemical Reactions

Read Explanation

Making Measurements

Read Explanation

Ionic and Molecular Compounds

Read Explanation

The Earths Atmosphere

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