Organic Chemistry - With Access (Looseleaf) (Custom)
4th Edition
ISBN: 9781259726224
Author: SMITH
Publisher: MCG
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Chapter 26, Problem 26.5P
Interpretation Introduction
Interpretation: The product of the given reaction is to be drawn.
Concept introduction: One of the best examples of coupling reaction is Suzuki reaction. It involves the formation of
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One step in the synthesis of the nonsteroidal anti-inflammatory drug rofecoxib (trade name Vioxx) involves Suzuki coupling of A and B. What product is formed in this reaction?
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(a) Draw a stepwise mechanism for the conversion of A to B. (b) What product would be formed if C was exposed to similar reaction conditions?
Chapter 26 Solutions
Organic Chemistry - With Access (Looseleaf) (Custom)
Ch. 26 - Prob. 26.1PCh. 26 - Prob. 26.2PCh. 26 - Synthesize each product from the given starting...Ch. 26 - Prob. 26.4PCh. 26 - Prob. 26.5PCh. 26 - Prob. 26.6PCh. 26 - Prob. 26.7PCh. 26 - Problem 26.8
What starting materials are needed to...Ch. 26 - Prob. 26.9PCh. 26 - Prob. 26.10P
Ch. 26 - Problem 26.11
What product is formed when each...Ch. 26 - Prob. 26.12PCh. 26 - Problem 26.13
Draw the products formed when each...Ch. 26 - Problem 26.14
What products are formed when ...Ch. 26 - Prob. 26.15PCh. 26 -
What product is formed by ring-closing metathesis...Ch. 26 - Problem 26.17
What starting material is needed to...Ch. 26 - 26.18 In addition to organic halides, alkyl...Ch. 26 - 26.19 What product is formed by ring-closing...Ch. 26 - Draw the products formed in each reaction.Ch. 26 - Prob. 26.21PCh. 26 - 26.22 How can you convert ethynylcyclohexane to...Ch. 26 - 26.23 What compound is needed to convert styrene...Ch. 26 - 26.24 What steps are needed to convert to octane...Ch. 26 - Draw the products including stereoisomers formed...Ch. 26 - 26.28 Treatment of cyclohexene with and forms...Ch. 26 - Prob. 26.27PCh. 26 - 26.30 What starting material is needed to prepare...Ch. 26 - Prob. 26.29PCh. 26 - Prob. 26.30PCh. 26 - Prob. 26.31PCh. 26 - Draw the products formed in each reaction. a. f....Ch. 26 - Prob. 26.33PCh. 26 - Draw a stepwise mechanism for the following...Ch. 26 - Sulfur ylides, like the phosphorus ylides of...Ch. 26 - Although diazomethane is often not a useful...Ch. 26 - Prob. 26.37PCh. 26 - Prob. 26.38PCh. 26 - Prob. 26.39PCh. 26 - Prob. 26.40PCh. 26 - 26.43 Devise a synthesis of each compound using a...Ch. 26 - Devise a synthesis of each compound from...Ch. 26 - Devise a synthesis of each compound from benzene....Ch. 26 - Devise a synthesis of each substituted...Ch. 26 - Biaryls, compounds containing two aromatic rings...Ch. 26 - Prob. 26.46PCh. 26 - 26.49 Draw the product formed from the...Ch. 26 - Prob. 26.48PCh. 26 - Devise a synthesis of each of the following...Ch. 26 - Prob. 26.50PCh. 26 - 26.53 The following conversion, carried out in the...Ch. 26 - Prob. 26.52PCh. 26 - 26.55 Dimethyl cyclopropanes can be prepared by...Ch. 26 - Prob. 26.54P
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- Identify A in the following reaction scheme, and draw a stepwise mechanism for the conversion of A to the furan B.arrow_forwardDraw a stepwise mechanism for the attached reaction, which involves two Friedel–Crafts reactions. B was an intermediate in the synthesis of the antidepressant sertralinearrow_forwardOne step in the synthesis of the antihistamine fexofenadine involves acid-catalyzed hydration of the triple bond in A. Draw a stepwise mechanism for this reaction and explain why only ketone B is formed.arrow_forward
- Draw a stepwise mechanism for the following reaction that forms ether D. D can be converted to the antidepressant fluoxetine (trade name Prozac) in a single step.arrow_forwardWhat product is formed when a solution of A and B is treated with mild base? This reaction is the rst step in the synthesis of rosuvastatin (sold as a calcium salt under the trade name Crestor), a drug used to treat patients with high cholesterol.arrow_forwardDraw a stepwise mechanism for the following reaction, one step in the synthesis of the cholesterol-lowering drug pitavastatin, marketed in Japan as a calcium salt under the name Livalo.arrow_forward
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