Chapter 17: Q43P (page 895)
Predict the major product at the end of each sequence.
(a)
(b)
Short Answer
(a) 3-chlorobenzenesulfonic acid
(b) 4-chlorobenzenesulfonic acid
Chapter 17: Q43P (page 895)
Predict the major product at the end of each sequence.
(a)
(b)
(a) 3-chlorobenzenesulfonic acid
(b) 4-chlorobenzenesulfonic acid
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Get started for freeWhat products would you expect from the following coupling reactions?
(a)
(b)
(c)
(d)
(e)
What products would you expect from the following reactions?
Show how you would synthesize the following compounds, using the indicated starting materials.
(a) 3-phenylbutan-1-ol from styrene
The antioxidants BHA and BHT are commonly used as food preservatives. Show how BHA and BHT can be made from phenol and hydroquinone.
Phenolphthalein, a common nonprescription laxative, is also an acid-base indicator that is colorless in acid and red in base. Phenolphthalein is synthesized by the acid-catalyzed reaction of phthalic anhydride with 2 equivalents of phenol.
(a) Propose a mechanism for the synthesis of phenolphthalein.
(b) Propose a mechanism for the conversion of phenolphthalein to its red dianion in the base.
(c) Use resonance structures to show that the two phenolic oxygen atoms are equivalent (each with half a negative charge) in the red phenolphthalein dianion.
Phthalic anhydride Phenolphthalein red dianion
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