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63. Select the molecule most closely consistent with the following 13C NMR spectrum.

63. Select the molecule most closely consistent with the following 13C NMR spectrum.

Chemistry
Chemistry
10th Edition
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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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19 of 21 63. Select the molecule most closely consistent with the following 13C NMR spectrum. 38.6,t 24.3,t Br Br HO, HO. HO Br Br. A В 178.6, S to 64. An unknown organic compound, insoluble in water yet soluble in a dilute aqueous solution of sodium bicarbonate, yielded a 'H spectrum containing a multiplet at 1.8 ppm, a triplet at 2.1 ppm, a triplet at 2.3 ppm, several overlapping signals at 7.2 ppm, and a singlet at 12 ppm. Using all of this data, determine the most likely structure of the unknown organic compound. to om OH ОН A 65. Predict the major product for the following organic transformation: HCI H20 ОН ОН CI A
Transcribed Image Text:19 of 21 63. Select the molecule most closely consistent with the following 13C NMR spectrum. 38.6,t 24.3,t Br Br HO, HO. HO Br Br. A В 178.6, S to 64. An unknown organic compound, insoluble in water yet soluble in a dilute aqueous solution of sodium bicarbonate, yielded a 'H spectrum containing a multiplet at 1.8 ppm, a triplet at 2.1 ppm, a triplet at 2.3 ppm, several overlapping signals at 7.2 ppm, and a singlet at 12 ppm. Using all of this data, determine the most likely structure of the unknown organic compound. to om OH ОН A 65. Predict the major product for the following organic transformation: HCI H20 ОН ОН CI A
18 of 21 60. Select the compound that is not an intermediate in the following organic transformation. ОН НО НО НО ОН ОН ОН А 61. When treated with 0.01 M HCI, molecule _will be protonated to the greatest extent while molecule will be protonated to the least extent. NH2 II IV || O=N* а. 1, I b. III, I C. III, II d. III, IV 62. Identify the mechanistic step in a Claisen condensation with the largest equilibrium constant value. a. initial proton transfer by ethoxide to yield the enolate ion b. nucleophilic attack of the enolate ion on the ester electrophile c. reformation of the carbonyl to promote heterolysis of the alkoxide leaving group d. proton transfer of the alkoxide on the newly formed beta keto ester substrate
Transcribed Image Text:18 of 21 60. Select the compound that is not an intermediate in the following organic transformation. ОН НО НО НО ОН ОН ОН А 61. When treated with 0.01 M HCI, molecule _will be protonated to the greatest extent while molecule will be protonated to the least extent. NH2 II IV || O=N* а. 1, I b. III, I C. III, II d. III, IV 62. Identify the mechanistic step in a Claisen condensation with the largest equilibrium constant value. a. initial proton transfer by ethoxide to yield the enolate ion b. nucleophilic attack of the enolate ion on the ester electrophile c. reformation of the carbonyl to promote heterolysis of the alkoxide leaving group d. proton transfer of the alkoxide on the newly formed beta keto ester substrate
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