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 freePredict the site(s) of electrophilic attack on these compounds.
(a)
(b)
Predict the major products of treating the following compounds with hot, concentrated potassium permanganate, followed by acidification with dilute HCl.
(a) isopropylbenzene
(b) p-xylene
(c) tetralin
Propose products (if any) and mechanisms for the following AICI3-catalyzed reactions:
⦁ chlorocyclohexane with benzene
⦁ methyl chloride with anisole
⦁ 3-chloro-2,2-dimethylbutane with isopropylbenzene
What products would you expect from the following Suzuki coupling reactions?
In Chapter 14, we saw that Agent Orange contains (2,4,5-trichlorophenoxy) acetic acid, called 2,4,5-T. This compound is synthesized by the partial reaction of 1,2,4,5-tetrachlorobenzene with sodium hydroxide, followed by a reaction with sodium chloroacetate, ClCH2CO2Na.
(a) Draw the structures of these compounds, and write equations for these reactions.
(b) One of the impurities in the Agent Orange used in Vietnam was 2,3,7,8-tetrachlorodibenzodioxin (2,3,7,8-TCDD), often incorrectly called “dioxin.” Propose a mechanism to show how 2,3,7,8-TCDD is formed in the synthesis of 2,4,5-T.
(c) Show how the TCDD contamination might be eliminated, both after the first step and on completion of the synthesis
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