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Chapter 15: Q1. (page 570)

Question: Classify each radical as Primary , secondary or tertiary carbon radicals .

Short Answer

Expert verified

Answer

a. 20carbon radical

b. 3ocarbon radical

c. 20carbon radical

d. localid="1648713761224" 10carbon radical

Step by step solution

01

Classification of radicals

Radicals or free radicals are molecules with one unpaired electron.

  • 10Carbon radical: The carbon radical is bonded to one carbon atom and two hydrogen atoms.
  • 20Carbon radical: The carbon radical is bonded to two carbon atoms and one hydrogen atom.
  • 30Carbon radical: The carbon radical is bonded to three carbon atoms.
02

Explanation for a and b

a.

Radical a

This is a 20radical as the carbon radical is bonded to two carbon atoms and one hydrogen atom.

b.

Radical b

03

 Step 3: Explanation for c and d

c.

Radical c

This is a 20radical as the carbon radical is bonded to two carbon atoms and one hydrogen atom.

d.

Radical d

This is a 10radical as the carbon radical is bonded to one carbon atom and two hydrogen atoms.

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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?
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