
Interpretation:
The observation that a compound having a cyclobutane ring fused to a five membered ring is heated, [1Z,3Z]-1,3-cycloheptadiene is formed while a compound having a cyclobutane ring fused to an eight membered ring is heated, [1E,3Z]-1,3-cyclodecadiene is formed is to be explained. Further why opening of the eight membered ring occurs at low temperature is to be explained.
Concept introduction:
An electrocyclic reaction involves the cyclization of a conjugated acyclic system. These reactions are reversible and are highly stereospecific.
In elecrocyclic reactions involving even number of electron pairs, a thermal reaction occurs in conrotatory manner and a photochemical reaction occurs in disrotatory manner.
In elecrocyclic reactions involving odd number of electron pairs, a thermal reaction occurs in disrotatory manner and a photochemical reaction occurs in conrotatory manner.

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Chapter 30 Solutions
Organic Chemistry
- 3) Draw a detailed mechanism and predict the product of the reaction shown? 1) EtMgBr 2) H3O+arrow_forwardHow to draw the mechanism for this reaction?arrow_forward> H₂C=C-CH2-CH3 B. H₂O Pt C. + H2 + H₂O H D. 16. Give the IUPAC name for each of the following: B. Cl Cl c. Cl Cl 17. Draw the line-angle formula for each of the following compounds: 1. phenol 2. 1,3-dichlorobenzene 3. 4-ethyltoluene < Previous Submit Assignment Next ▸arrow_forward
- Consider the following nucleophilic substitution reaction. The compound listed above the arrow is the solvent for the reaction. If nothing is listed over the arrow, then the nucleophile is also the solvent for the reaction. Part 1 of 2 Br CH,CN + I¯ What is the correct mechanism for the reaction? Select the single best answer. @SN2 ○ SN 1 Part: 1/2 Part 2 of 2 Draw the products for the reaction. Include both the major organic product and the inorganic product. If more than one stereoisomer is possible, draw only one stereoisomer. Include stereochemistry where relevant. Click and drag to start drawing a structure. X હૈarrow_forward20.33 Think-Pair-Share (a) Rank the following dienes and dienophiles in order of increasing reactivity in the Diels-Alder reaction. (i) CO₂Et (ii) COEt || CO₂Et MeO MeO (b) Draw the product that results from the most reactive diene and most reactive dienophile shown in part (a). (c) Draw a depiction of the orbital overlap involved in the pericyclic reaction that oc- curs between the diene and dienophile in part (b). (d) Is the major product formed in part (b) the endo or exo configuration? Explain your reasoning.arrow_forward20.40 The following compound undergoes an intramolecular Diels-Alder reaction to give a tricyclic product. Propose a structural formula for the product. CN heat An intramolecular Diels-Alder adductarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

