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Compounds X has the formula C7H15CI; Y is C7H15Br. X undergoes base-promoted E2 elimination to give a single alkene product Z. Y likewise reacts under similar conditions to give a single alkene product that is isomeric with Z Catalytic hydrogenation of Z affords 3-ethylpentane. X readily reacts in SN2 fashion with sodium iodide in acetone. Y does not undergo a similar SN2 reaction. Propose structures for X and Y. • Do not use stereobonds in your answer. • In cases where there is more than one possible structure for each molecule, just give one for each. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. 99-85 ChemDoodleⓇ Sn [F

Compounds X has the formula C7H15CI; Y is C7H15Br. X undergoes base-promoted E2 elimination to give a single alkene product Z. Y likewise reacts under similar conditions to give a single alkene product that is isomeric with Z Catalytic hydrogenation of Z affords 3-ethylpentane. X readily reacts in SN2 fashion with sodium iodide in acetone. Y does not undergo a similar SN2 reaction. Propose structures for X and Y. • Do not use stereobonds in your answer. • In cases where there is more than one possible structure for each molecule, just give one for each. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. 99-85 ChemDoodleⓇ Sn [F

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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Compounds X has the formula C7H15CI; Y is C7H15Br. X undergoes base-promoted E2 elimination to give a single alkene product Z. Y likewise reacts under similar conditions to give a single alkene product that is isomeric with Z Catalytic hydrogenation of Z affords 3-ethylpentane. X readily reacts in SN2 fashion with sodium iodide in acetone. Y does not undergo a similar SN2 reaction. Propose structures for X and Y. . Do not use stereobonds in your answer. • In cases where there is more than one possible structure for each molecule, just give one for each. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. 99-85 ChemDoodleⓇ Sn [F
Transcribed Image Text:Compounds X has the formula C7H15CI; Y is C7H15Br. X undergoes base-promoted E2 elimination to give a single alkene product Z. Y likewise reacts under similar conditions to give a single alkene product that is isomeric with Z Catalytic hydrogenation of Z affords 3-ethylpentane. X readily reacts in SN2 fashion with sodium iodide in acetone. Y does not undergo a similar SN2 reaction. Propose structures for X and Y. . Do not use stereobonds in your answer. • In cases where there is more than one possible structure for each molecule, just give one for each. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. 99-85 ChemDoodleⓇ Sn [F
X, a chiral compound, has the formula C7H₁5CI. Y, C7H₁5Br, is achiral. X undergoes base-promoted E2 elimination to give a single alkene product, Z. Under similar conditions Y produces a mixture of two alkenes, one of which is Z. Catalytic hydrogenation of Z affords 2-methylhexane. Propose structures for X and Y. . Do not use stereobonds in your answer. In cases where there is more than one possible structure for each molecule, just give one for each. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. + Submit Answer ChemDoodleⓇ Retry Entire Group ▼ √n [F 1 more group attempt remaining
Transcribed Image Text:X, a chiral compound, has the formula C7H₁5CI. Y, C7H₁5Br, is achiral. X undergoes base-promoted E2 elimination to give a single alkene product, Z. Under similar conditions Y produces a mixture of two alkenes, one of which is Z. Catalytic hydrogenation of Z affords 2-methylhexane. Propose structures for X and Y. . Do not use stereobonds in your answer. In cases where there is more than one possible structure for each molecule, just give one for each. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. + Submit Answer ChemDoodleⓇ Retry Entire Group ▼ √n [F 1 more group attempt remaining
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