(a)
Interpretation: The explanation for the conversion of A to B is to be stated.
Concept introduction:
(b)
Interpretation: The two products formed by dienyne metathesis of C are to be drawn.
Concept introduction: Alkene metathesis generally known as olefin metathesis occurs in the presence of Grubbs catalyst. The ring-closing metathesis (RCM) by Grubbs catalyst occurs, when the starting material is diene. This reaction is facilitated under the high-dilution condition as it favors intramolecular metathesis instead of intermolecular metathesis.
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Organic Chemistry
- Consider the tetracyclic compound with rings labeled A–D. (a) Which ring is the most reactive in electrophilic aromatic substitution? (b) Which ring is the least reactive in electrophilic aromatic substitution?arrow_forward(a) Which compounds (B–F) are identical to A? (b) Which compounds (B–F) represent an isomer of A?arrow_forward(a) Draw two different halo ketones that can form A by an intramolecular alkylation reaction. (b) How can A be synthesized by an acetoacetic ester synthesis? of Aarrow_forward
- (a) Add curved arrows for each step to show how A is converted to the epoxy ketone C. (b) Classify the conversion of A to C as a substitution, elimination, or addition. (c) Draw one additional resonance structure for B.arrow_forwardFor alkenes A, B, C, and D: (a) Rank A—D in order of increasing heat ofhydrogenation; (b) rank A—D in order of increasing rate of reaction withH2, Pd-C; (c) draw the products formed when each alkene is treated withozone, followed by Zn, H2O.arrow_forward(a) Label the carbon–carbon double bond in A as E or Z. (b) Draw the products (including stereoisomers) formed when A is treated with H2O in the presence of H2SO4.arrow_forward
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- A is a toxin produced by the poisonous seaweed Chlorodesmis fastigiata. (a) Draw a stereoisomer of A that has all Zdouble bonds.arrow_forwardThe cis ketone A is isomerized to a trans ketone B with aqueous NaOH. A similar isomerization does not occur with ketone C. (a) Draw the structure of B using a chair cyclohexane. (b) Label the substituents in C as cis or trans, and explain the difference in reactivity.arrow_forwardThe bicyclic heterocycles quinoline and indole undergo electrophilic aromatic substitution to give the products shown. (a) Explain why electrophilic substitution occurs on the ring without the N atom for quinoline, but occurs on the ring with the N atom in indole. (b) Explain why electrophilic substitution occurs more readily at C8 than C7 in quinoline. (c) Explain whyelectrophilic substitution occurs more readily at C3 rather than C2 of indole.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning