Organic Chemistry - Access
7th Edition
ISBN: 9780321820020
Author: Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 28, Problem 31P
Interpretation Introduction
Interpretation: The reason for Kinetic stability of Dewar benzene should be given.
Concept introduction:
Isomerization is the process by which one molecule is transformed into another molecule which has exactly the same atoms, but the atoms are rearranged.
Each of two or more compounds with the same formula but a different arrangement of atoms in the molecule and different properties is known as isomers.
If both atomic orbitals of the end groups turn in the same direction in an electrocyclic reaction then it is termed to be conrotatory.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Classify each of the following cycloadditions and explain why orbital symmetry conservation rules allow or forbid each of the following reactions to occur as a concerted process.
In some nucleophilic substitutions under SN1 conditions, complete racemization does not occur and a small excess of one enantiomer is present. For example, treatment of optically pure 1-bromo-1-phenylpropane with water forms 1- phenylpropan-1-ol. (a) Calculate how much of each enantiomer is present using the given optical rotation data. (b) Whichproduct predominates—the product of inversion or the product of retention of conguration? (c) Suggest an explanation for this phenomenon.
Unlike most hydrates, the hydrate of cyclopropanone is stable and can be isolated. Explain why this hydrate is stable.
Chapter 28 Solutions
Organic Chemistry - Access
Ch. 28.1 - Prob. 1PCh. 28.2 - Prob. 2PCh. 28.2 - Prob. 3PCh. 28.2 - Give a molecular orbital description for each of...Ch. 28.3 - Prob. 5PCh. 28.3 - Prob. 6PCh. 28.3 - Prob. 7PCh. 28.3 - Prob. 8PCh. 28.4 - Prob. 9PCh. 28.4 - Prob. 11P
Ch. 28.5 - Prob. 12PCh. 28.5 - a. Draw the product of the following reaction: b....Ch. 28.5 - Prob. 14PCh. 28.5 - Prob. 15PCh. 28.5 - Prob. 17PCh. 28.5 - Prob. 18PCh. 28.6 - Prob. 19PCh. 28.6 - Explain why the hydrogen and the methyl...Ch. 28.6 - Chorismate mutase is an enzyme that promotes a...Ch. 28.7 - Convince yourself that the TE-AC method for...Ch. 28 - Draw the product of each of the following...Ch. 28 - Draw the product of each of the following...Ch. 28 - Prob. 25PCh. 28 - Show how norbornance can be prepared from...Ch. 28 - Prob. 27PCh. 28 - Draw the product of each of the following...Ch. 28 - Prob. 29PCh. 28 - Prob. 30PCh. 28 - Prob. 31PCh. 28 - Prob. 32PCh. 28 - When the following compound is heated, a product...Ch. 28 - Prob. 34PCh. 28 - Prob. 35PCh. 28 - Prob. 36PCh. 28 - Prob. 37PCh. 28 - Prob. 38PCh. 28 - If isomer A is heated to about 100 C, a mixture of...Ch. 28 - Propose a mechanism for the following reaction:Ch. 28 - Prob. 41PCh. 28 - A student found that heating any one of the...Ch. 28 - Prob. 43PCh. 28 - Prob. 44PCh. 28 - Prob. 45P
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Bicyclohexadiene, also known as Dewar benzene, is extremely stable despite the fact that its rearrangement to benzene is energetically favored. Explain why the rearrangement is so slow.arrow_forwardIn some nucleophilic substitutions under SN1 conditions, complete racemization does not occur and a small excess of one enantiomer ispresent. For example, treatment of optically pure 1-bromo-1phenylpropane with water forms 1-phenylpropan-1-ol. (a) Calculate how much of each enantiomer is present using the given optical rotation data. (b) Which product predominates—the product of inversion or the product of retention of configuration? (c) Suggest an explanation for this phenomenon.arrow_forwardWhat is the absolute stereochemistry at the purple carbons?arrow_forward
- Both enantiomers of α-terpineneol may be isolated from various natural sources: the (S) isomer is a constituent of longleaf pine oil, whereas the (R) isomer is present in the petitgrain oil. Change the following depiction of α-terpineneol to represent the structure of (S)-α-terpineneolarrow_forwardDraw chemical structure with appropiate stereochemistry ( cis or trans, E or Z)Name the structuresarrow_forwardIn some nucleophilic substitutions under SN1 conditions, completeracemization does not occur and a small excess of one enantiomer ispresent. For example, treatment of optically pure 1-bromo-1-phenylpropane with water forms 1-phenylpropan-1-ol. (a) Calculate how much of each enantiomer is present using the given optical rotation data.(b) Which product predominates—the product of inversion or the product of retention of configuration? (c) Suggest an explanation for this phenomenon.arrow_forward
- Give the structure of the major diastereoisomer formed in the two reactions below. Explain the stereochemical outcome with the aid of Newman projections/transition state diagrams.arrow_forwardExplain why compound A is much more stable than compound B.arrow_forwardwith the help of symmetry properties of molecular orbitals of cyclohexadiene ,show why its con-rotatory conversion to hexatriene is thermally forbidden processarrow_forward
- Draw the structure of following compound. (2E,4E)-3-methylhexa-2,4-diene in the s-cis conformationarrow_forwardwhat are the products, intermediates, reactants, and reactions (for example, is it a diels-adler cycloaddition)?.arrow_forwardIn some nucleophilic substitutions under SN1 conditions, complete racemization does not occur and a small excess of one enantiomer is present. For example, treatment of optically pure 1-bromo-1-phenylpropane with water forms 1-phenylpropan-1-ol. (a) Calculate how much of each enantiomer is present using the given optical rotation data. (b) Which product predominates—the product of inversion or the product of retention of configuration? (c) Suggest an explanation for this phenomenon.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
EBK A SMALL SCALE APPROACH TO ORGANIC L
Chemistry
ISBN:9781305446021
Author:Lampman
Publisher:CENGAGE LEARNING - CONSIGNMENT