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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鈥檚 why structure B is more stable than structure C.

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Most popular questions from this chapter

Question: Which C-H bond is most readily cleaved in linoleic acid? Draw all possible resonance structures for the resulting radical. Draw all the hydroperoxides formed by the reaction of this resonance stabilized radical with O2.

Question: Which C-H bond in each compound most readily broken during radical halogenation?

a.

b.

c.

Consider the following Bromination:

(a) Calculate 螖H掳 for this reaction by using the bond dissociation energies in Table 6.2.

(b) Draw out a stepwise mechanism for the reaction, including the initiation, propagation, and termination steps.

(c) Calculate 螖H掳 for each propagation step.

(d) Draw an energy diagram for the propagation steps.

(e) Draw the structure of the transition state of each propagation step

Question: What products are formed from monochlorination of (R)-2-bromobutane at C1 and C4? Assign R and S designations to each stereogenic center.

Question: Draw all constitutional isomers formed when X is treated with NBS + hv.
See all solutions

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