Chapter 17: Q27P (page 882)
What products would you expect from the following reactions?
Chapter 17: Q27P (page 882)
What products would you expect from the following reactions?
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Get started for freePhenol reacts with three equivalents of bromine in CCl4 (in the dark) to give a product of formula C6H3OBr3. When this product is added to bromine water, a yellow solid of molecular formula C6H2OBr4precipitates out of the solution. The IR spectrum of the yellow precipitate shows a strong absorption (much like that of a quinone) around 1680cm-1. Propose structures for the two products.
Propose a mechanism for the bromination of ethyl benzene shown above.
The bombardier beetle defends itself by spraying a hot quinone solution from its abdomen (see photo). This solution is formed by the enzyme-catalyzed oxidation of hydroquinone by hydrogen peroxide. Write a balanced equation for this oxidation.
The antioxidants BHA and BHT are commonly used as food preservatives. Show how BHA and BHT can be made from phenol and hydroquinone.
Predict the major products when the following compounds are irradiated by light and treated with (1) 1 equivalent of Br2 and (2) excess Br2.
(a) isopropylbenzene
(b) tetralin
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