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A chemist was trying to synthesize compound C over the course of two steps, but after the first step they realized that they had two different products (A and B). Looking at the IR, they saw that A and B both had peaks that corresponded to a ketone and an ester (i.e. A has a ketone and an ester, and B has a ketone and an ester). Provide the structures for A and B. OEt NaOEt EtO A B They realized that even though they had a mixture of A and B, in their next step both A and B would both be transformed into C. Provide the structure for C, along with a mechanism showing either A or B being transformed into C. C is the major carbon containing molecule, not a byproduct. A Mechanism = H3O+, H₂O, A B C

A chemist was trying to synthesize compound C over the course of two steps, but after the first step they realized that they had two different products (A and B). Looking at the IR, they saw that A and B both had peaks that corresponded to a ketone and an ester (i.e. A has a ketone and an ester, and B has a ketone and an ester). Provide the structures for A and B. OEt NaOEt EtO A B They realized that even though they had a mixture of A and B, in their next step both A and B would both be transformed into C. Provide the structure for C, along with a mechanism showing either A or B being transformed into C. C is the major carbon containing molecule, not a byproduct. A Mechanism = H3O+, H₂O, A B C

Organic Chemistry
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.38P
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A chemist was trying to synthesize compound C over the course of two steps, but after the first step they realized that they had two different products (A and B). Looking at the IR, they saw that A and B both had peaks that corresponded to a ketone and an ester (i.e. A has a ketone and an ester, and B has a ketone and an ester). Provide the structures for A and B. OEt NaOEt EtO A B They realized that even though they had a mixture of A and B, in their next step both A and B would both be transformed into C. Provide the structure for C, along with a mechanism showing either A or B being transformed into C. C is the major carbon containing molecule, not a byproduct. A Mechanism = H3O+, H₂O, A B C
Transcribed Image Text:A chemist was trying to synthesize compound C over the course of two steps, but after the first step they realized that they had two different products (A and B). Looking at the IR, they saw that A and B both had peaks that corresponded to a ketone and an ester (i.e. A has a ketone and an ester, and B has a ketone and an ester). Provide the structures for A and B. OEt NaOEt EtO A B They realized that even though they had a mixture of A and B, in their next step both A and B would both be transformed into C. Provide the structure for C, along with a mechanism showing either A or B being transformed into C. C is the major carbon containing molecule, not a byproduct. A Mechanism = H3O+, H₂O, A B C
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