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Ketone A can be converted to alkene B in a one-step reaction via route I. It can also be converted to alkenes B and C via nucleophilic addition with a Grignard reagent followed by dehydration reaction with sulfuric acid in route II. CH, Route Ketone, A Alkene, B 1. CH,MgBr, H,O 2 H,S0, heat Route I| Alkenes, B and C a) Provide a suitable reagent for the conversion of ketone A to alkene B in route I above. b) Suggest the structure of the intermediate in route Il and write a mechanism for the reaction of ketone A with the Grignard reaction. c) Draw the structure of alkene C and identify which alkene is the major product in route II. d) If you were assigned to synthesize alkene B from ketone A, which route would you use for the synthesis? Provide reasons for your choice of synthesis.

Ketone A can be converted to alkene B in a one-step reaction via route I. It can also be converted to alkenes B and C via nucleophilic addition with a Grignard reagent followed by dehydration reaction with sulfuric acid in route II. CH, Route Ketone, A Alkene, B 1. CH,MgBr, H,O 2 H,S0, heat Route I| Alkenes, B and C a) Provide a suitable reagent for the conversion of ketone A to alkene B in route I above. b) Suggest the structure of the intermediate in route Il and write a mechanism for the reaction of ketone A with the Grignard reaction. c) Draw the structure of alkene C and identify which alkene is the major product in route II. d) If you were assigned to synthesize alkene B from ketone A, which route would you use for the synthesis? Provide reasons for your choice of synthesis.

General Chemistry - Standalone book (MindTap Course List)
General Chemistry - Standalone book (MindTap Course List)
11th Edition
ISBN:9781305580343
Author:Steven D. Gammon, Ebbing, Darrell Ebbing, Steven D., Darrell; Gammon, Darrell Ebbing; Steven D. Gammon, Darrell D.; Gammon, Ebbing; Steven D. Gammon; Darrell
Publisher:Steven D. Gammon, Ebbing, Darrell Ebbing, Steven D., Darrell; Gammon, Darrell Ebbing; Steven D. Gammon, Darrell D.; Gammon, Ebbing; Steven D. Gammon; Darrell
Chapter23: Organic Chemistry
Section23.2: Alkanes And Cycloalkanes
Problem 23.2CC
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Exercise: Ketone A can be converted to alkene B in a one-step reaction via route I. It can also be converted to alkenes B and C via nucleophilic addition with a Grignard reagent followed by dehydration reaction with sulfuric acid in route II. CH2 Route I Ketone, A Alkene, B 1. CH,MgBr, H,O 2 H,SO, heat Route II Alkenes, B and C a) Provide a suitable reagent for the conversion of ketone A to alkene B in route I above. b) Suggest the structure of the intermediate in route Il and write a mechanism for the reaction of ketone A with the Grignard reaction. c) Draw the structure of alkene C and identify which alkene is the major product in route II. d) If you were assigned to synthesize alkene B from ketone A, which route would you use for the synthesis? Provide reasons for your choice of synthesis.
Transcribed Image Text:Exercise: Ketone A can be converted to alkene B in a one-step reaction via route I. It can also be converted to alkenes B and C via nucleophilic addition with a Grignard reagent followed by dehydration reaction with sulfuric acid in route II. CH2 Route I Ketone, A Alkene, B 1. CH,MgBr, H,O 2 H,SO, heat Route II Alkenes, B and C a) Provide a suitable reagent for the conversion of ketone A to alkene B in route I above. b) Suggest the structure of the intermediate in route Il and write a mechanism for the reaction of ketone A with the Grignard reaction. c) Draw the structure of alkene C and identify which alkene is the major product in route II. d) If you were assigned to synthesize alkene B from ketone A, which route would you use for the synthesis? Provide reasons for your choice of synthesis.
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