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(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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Chapter 26 Solutions
ORGANIC CHEMISTRY
- Dienynes undergo metathesis to afford fused bicyclic ring systems. (a) Explain how A is converted to B. (b) Keeping this reaction in mind, draw the two products formed by dienyne metathesis of C. OSIEt, OSEt, metathesis OSIET,arrow_forward(a) Are compounds B–D identical to or an isomer of A? (b) Give the IUPAC name for A.arrow_forwardAcyclovir is an effective antiviral agent used to treat the herpes simplexvirus. (a) Draw the enol form of acyclovir, and explain why it is aromatic.(b) Why is acyclovir typically drawn in its keto form, despite the fact thatits enol is aromatic?arrow_forward
- Problem 5.27 (a) Label the four stereogenic centers in sorbitol as R or S. (b) How are sorbitol and A related? (c) How are sorbitol and B related? HO H HO H но н но н Н Он Н ОН HO HO но но но н он Н ОН B H OH HO H HO H HO H sorbitol Aarrow_forwardWhat is the major alkene formed when A is treated with POCl3 andpyridine? Explain why the major product is different in these reactions.arrow_forwardConsider carbonyl compounds A–E drawn below. (a) Rank A–E in order of increasing stability. (b) Rank A–E in order of increasing amount of hydrate formed when treated with aqueous acid. (c) Which compound is most reactive in nucleophilic addition?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_forwardExplain the stereochemistry between Molecule A and Barrow_forward5) Draw the enols available to compounds A-D. Explain why A is 100% enolized but B, C, and D are 100% ketone. B Darrow_forward
- A compound of cycloalkene can be prepared through dehydration of 2-methylcyclohexanol. a) Outline stepwise mechanism of the reactions b) Determine the major and minor products formed.arrow_forwardDraw the structure and include stereochemistryarrow_forward2. (a) Ozonolysis of compound A, CH12 gave two products B and C. Further analysis of these two compounds of B and C, showed positive results with 2,4-dinitrophenylhydrazine. Compound B reacts with Tollens' reagent while compound C does not indicate any positive result to the same reagent. However, both B and C gave same positive results with iodoform test.arrow_forward
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