ORGANIC CHEMISTRY-MOLYMOD PACKAGE
5th Edition
ISBN: 9781260227307
Author: SMITH
Publisher: MCG
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Question
Chapter 26, Problem 26.54P
Interpretation Introduction
Interpretation: The stepwise mechanism for the conversion of
Concept introduction: Suzuki reaction is a type of substitution reaction. It involves the palladium coupling between organic halide with organoborane in the presence of base. It is a stereospecific reaction.
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Suzuki coupling of aryl iodide A and vinylborane B affords compound C,which is converted to D in the presence of aqueous acid. Identifycompounds C and D and draw a stepwise mechanism for the conversionof C to D.
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Hydrogenation of alkene A with D2 in the presence of Pd-C affords a single product B. Keeping this result in mind, what compound is formed whenA is treated with each reagent: (a) mCPBA; (b) Br2, H2O followed by base? Explain these results.
Chapter 26 Solutions
ORGANIC CHEMISTRY-MOLYMOD PACKAGE
Ch. 26 - Prob. 26.1PCh. 26 - Prob. 26.2PCh. 26 - Prob. 26.3PCh. 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 - Problem 26.10
What reagents are needed to convert...
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 - Problem 26.15
Draw the product formed from...Ch. 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 - 26.20 Draw the products formed in each...Ch. 26 - What organic halide is needed to convert lithium...Ch. 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 - Prob. 26.25PCh. 26 - Prob. 26.26PCh. 26 - 26.27 Draw the products (including stereoisomers)...Ch. 26 - 26.28 Treatment of cyclohexene with and forms...Ch. 26 - Prob. 26.29PCh. 26 - 26.30 What starting material is needed to prepare...Ch. 26 - Prob. 26.31PCh. 26 - Prob. 26.32PCh. 26 - When certain cycloalkenes are used in metathesis...Ch. 26 - 26.34 Draw the products formed in each reaction.
...Ch. 26 - Prob. 26.35PCh. 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. 26.39PCh. 26 - Prob. 26.40PCh. 26 - Prob. 26.41PCh. 26 - Prob. 26.42PCh. 26 - 26.43 Devise a synthesis of each compound using a...Ch. 26 - 26.44 Devise a synthesis of each compound from...Ch. 26 - 26.45 Devise a synthesis of each compound from...Ch. 26 - 26.46 Devise a synthesis of each substituted...Ch. 26 - Biaryls, compounds containing two aromatic rings...Ch. 26 - Prob. 26.48PCh. 26 - 26.49 Draw the product formed from the...Ch. 26 - Prob. 26.50PCh. 26 - 26.51 Devise a synthesis of each of the following...Ch. 26 - Prob. 26.52PCh. 26 - 26.53 The following conversion, carried out in the...Ch. 26 - Prob. 26.54PCh. 26 - 26.55 Dimethyl cyclopropanes can be prepared by...Ch. 26 - Prob. 26.56P
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- Choose among the synthetic steps provided in order to propose a reasonable stepwise preparation of the following compound C starting from benzene. Draw the stepwise synthetic schemes (with reagents and product(s) of each step).arrow_forwardWhat is the major alkene formed when A is treated with POCl3 andpyridine? Explain why the major product is different in these reactions.arrow_forwardHydrogenation of alkene A with D2 in the presence of Pd-C affords asingle product B. Keeping this result in mind, what compound is formedwhen A is treated with each reagent: (a) mCPBA; (b) Br2, H2O followedby base? Explain these results.arrow_forward
- Identify the reagents a-c in the following scheme:arrow_forwardIdentify the missing reagents a-f in the following scheme:arrow_forwardSulfur ylides, like the phosphorus ylides of Chapter 21, are useful intermediates in organic synthesis. Methyl trans-chrysanthemate, an intermediate in the synthesis of the insecticide pyrethrin I (Section 26.4), can be prepared from diene A and a sulfur ylide. Draw a stepwise mechanism for this reaction.arrow_forward
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