3. A student synthesized Compound 1 (following). To purity the compound, he extracted it into aqueous base and then acidified the solution to protonate the acid so that he could extract it back into ether. When he evaporated the ether, he found that the product had been converted entirely into Compound 2. 1 CH2CO2H 2 OH (a) What is the functional group that forms the ring Compound 1? In Compound 2 ? (b) How many carbon atoms are there in Compound 1? In Compound 2 ? Where did the other carbon atoms go? (c) When did the reaction occur: When the student added the base, or when he added the acid? (d) Propose a mechanism for the conversion of Compound I to Compound 2.

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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3. A student synthesized Compound 1 (following). To purity the compound, he extracted it into aqueous
base and then acidified the solution to protonate the acid so that he could extract it back into ether. When
he evaporated the ether, he found that the product had been converted entirely into Compound 2.
1
CH2CO2H
2
OH
(a) What is the functional group that forms the ring Compound 1? In Compound 2 ?
(b) How many carbon atoms are there in Compound 1? In Compound 2 ? Where did the other carbon atoms
go?
(c) When did the reaction occur: When the student added the base, or when he added the acid?
(d) Propose a mechanism for the conversion of Compound I to Compound 2.
Transcribed Image Text:3. A student synthesized Compound 1 (following). To purity the compound, he extracted it into aqueous base and then acidified the solution to protonate the acid so that he could extract it back into ether. When he evaporated the ether, he found that the product had been converted entirely into Compound 2. 1 CH2CO2H 2 OH (a) What is the functional group that forms the ring Compound 1? In Compound 2 ? (b) How many carbon atoms are there in Compound 1? In Compound 2 ? Where did the other carbon atoms go? (c) When did the reaction occur: When the student added the base, or when he added the acid? (d) Propose a mechanism for the conversion of Compound I to Compound 2.
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