Textbook Question
Draw the product of ring-closing metathesis for each of the following compounds:
a.
1
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Ch. 11 - Organometallic Compounds
Bruice8th EditionOrganic ChemistryISBN: 9780135213711
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Table of contents
- Ch. 1 - Remembering General Chemistry: Electronic Structure and Bonding (Part 1)31
- Ch. 1 - Remembering General Chemistry: Electronic Structure and Bonding (Part 2)65
- Ch. 2 - Acids and Bases: Central to Understanding Organic Chemistry84
- Ch. 3 - An Introduction to Organic Compounds:Nomenclature, Physical Properties, and Structure183
- Ch. 4 - Isomers: The Arrangement of Atoms in Space121
- Ch. 5 - Alkenes: Structure, Nomenclature, and an Introduction to Reactivity • Thermodynamics and Kinetics83
- Ch. 6 - The Reactions of Alkenes • The Stereochemistry of Addition Reactions175
- Ch. 7 - The Reactions of Alkynes • An Introduction to Multistep Synthesis119
- Ch. 8 - Delocalized Electrons: Their Effect on Stability, pKa, and the Products of a Reaction • Aromaticity and Electronic Effects: An Introduction to the Reactions of Benzene148
- Ch. 9 - Substitution and Elimination Reactions of Alkyl Halides212
- Ch. 10 - Reactions of Alcohols, Ethers, Epoxides, Amines, and Sulfur-Containing Compounds131
- Ch. 11 - Organometallic Compounds60
- Ch. 12 - Radicals90
- Ch. 13 - Mass Spectrometry; Infrared Spectroscopy; UV/Vis Spectroscopy62
- Ch. 14 - NMR Spectroscopy95
- Ch. 15 - Reactions of Carboxylic Acids and Carboxylic Acid Derivatives123
- Ch. 16 - Reactions of Aldehydes and Ketones • More Reactions of Carboxylic Acid Derivatives141
- Ch. 17 - Reactions at the Alpha-Carbon101
- Ch. 18 - Reactions of Benzene and Substituted Benzenes144
- Ch. 19 - More About Amines • Reactions of Heterocyclic Compounds49
- Ch. 20 - The Organic Chemistry of Carbohydrates80
- Ch. 21 - Amino Acids, Peptides, and Proteins57
- Ch. 22 - Catalysis in Organic Reactions and in Enzymatic Reactions35
- Ch. 23 - The Organic Chemistry of the Coenzymes—Compounds Derived from Vitamins1
- Ch. 28 - Pericyclic Reactions58
Chapter 12, Problem 22b
What products are obtained from metathesis of each of the following alkenes?
b. 
Verified step by step guidance1
Identify the structure of the given alkene. Metathesis reactions involve the exchange of alkylidene groups between alkenes, so understanding the starting material is crucial.
Write the general reaction for alkene metathesis. In this reaction, two alkenes exchange their alkylidene groups to form new alkenes. Represent the starting alkene as R1-CH=CH-R2.
Break the double bond in the alkene and consider the possible recombination of the fragments. For example, R1-CH= and =CH-R2 can recombine to form new alkenes.
Determine the possible products by pairing the fragments in all possible combinations. For example, R1-CH=CH-R1 and R2-CH=CH-R2 could be potential products.
Verify the stability of the products and ensure that the reaction follows the principles of metathesis. Consider factors such as steric hindrance and the formation of stable alkenes.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Alkene Metathesis
Alkene metathesis is a chemical reaction that involves the exchange of alkyl groups between alkenes, resulting in the formation of new alkenes. This reaction is typically catalyzed by transition metal complexes, such as those containing molybdenum or tungsten. The process is valuable in organic synthesis for creating complex molecules and can lead to a variety of products depending on the starting alkenes.
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Alkene Metathesis Concept 1
Catalysts in Metathesis
Catalysts play a crucial role in alkene metathesis by lowering the activation energy required for the reaction to occur. Common catalysts include Grubbs and Schrock catalysts, which facilitate the breaking and forming of carbon-carbon double bonds. The choice of catalyst can influence the selectivity and efficiency of the reaction, affecting the types of products formed.
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Product Distribution
The distribution of products in alkene metathesis depends on the structure of the starting alkenes and the reaction conditions. Factors such as sterics, electronic effects, and the presence of substituents can influence which alkenes are formed. Understanding the mechanism of metathesis helps predict the major and minor products, which is essential for effective synthetic planning.
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Guided course
11:07Bridged-Products
Related Practice
Textbook Question
What compound undergoes metathesis to form each of the following compounds?
a.
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Textbook Question
What reactants are needed to synthesize each of the following compounds using a Heck reaction?
a.
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Textbook Question
What new products are obtained from metathesis of the following alkyne?
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Textbook Question
Show how the Suzuki and/or Heck reactions can be used to prepare the following compounds:
a.
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Textbook Question
What products are obtained from metathesis of each of the following alkenes?
a. CH3CH2CH=CH2
1
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