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Chapter 15: PROBLEM 15.11 (page 766)

Question: Predict the product(s) of light-initiated reaction with NBS in CCl4 for the following starting materials.

  1. cyclohexene
  2. 3,4-dimethylhex-3-ene

Short Answer

Expert verified

Answer

c.

Step by step solution

01

Bromination using NBS

For allylic bromination, a convenient bromine source is N-bromosuccinimide (NBS), a derivative of succinimide.

NBS is denser than carbon tetrachloride and is not very soluble in it.

02

Product from ethylbenzene

c. When ethylbenzene undergoes a light-initiated reaction with NBS in CCl4 , it forms the below product.

Ethylbenzene undergoes a light-initiated reaction with NBS inCCl4

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Most popular questions from this chapter

In Solved Problem 15-2, we simply predicted that the products would have a 1, 2-or 1, 4-relationship of the proper substitutents. Draw the charge-separated resonance forms of the reactants to support these predictions.

Treatment of an alkyl halide with AgNO3 in alcohol often promotes ionization.

Ag+ + R-Cl → AgCl + R+

When 4-chloro-2-methylhex-2-ene reacts with AgNO3 in ethanol, two isomeric ethers are formed. Suggest structures, and propose a mechanism for their formation.

Predict the major product for each proposed Diels-Alder reaction. Include stereochemistry where appropriate.

a)

b)

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Phenolphthalein is an acid-base indicator that is colorless below pH 8 and red above pH 8. Explain briefly why the first structure is colorless and the second structure is colored.
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