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The carbon adjacent to a nitrile group (CN) can be deprotonated using LDA and alkylated with an alkyl halide, analogous to the alkylation of ketones. Use this knowledge and apply it to design a synthetic plan that would suite the transformation shown below. Me Br Me Me 1) Mg 2) NaCN 3) MeBr 4) H3O*, heat 5) EtOH, H2SO4 (catalytic) 1) NaCN 2) MeMgBr 3) H3O+ 4) EtOH, H2SO4 (catalytic) 1) NaCN 2) LDA 3) MeBr 4) LİAIH4 5) H3O*, heat 6) EtOH, H2SO4 (catalytic) 1) NaCN 2) LDA 3) MeBr 4) H3O†, heat 5) EtOH, H2SO4 (catalytic) none of the other answer choices are correct

The carbon adjacent to a nitrile group (CN) can be deprotonated using LDA and alkylated with an alkyl halide, analogous to the alkylation of ketones. Use this knowledge and apply it to design a synthetic plan that would suite the transformation shown below. Me Br Me Me 1) Mg 2) NaCN 3) MeBr 4) H3O*, heat 5) EtOH, H2SO4 (catalytic) 1) NaCN 2) MeMgBr 3) H3O+ 4) EtOH, H2SO4 (catalytic) 1) NaCN 2) LDA 3) MeBr 4) LİAIH4 5) H3O*, heat 6) EtOH, H2SO4 (catalytic) 1) NaCN 2) LDA 3) MeBr 4) H3O†, heat 5) EtOH, H2SO4 (catalytic) none of the other answer choices are correct

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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The carbon adjacent to a nitrile group (CN) can be deprotonated using LDA and alkylated with an alkyl halide, analogous to the alkylation of ketones. Use this knowledge and apply it to design a synthetic plan that would suite the transformation shown below. Ме Br OEt Me Ме O 1) Mg 2) NaCN 3) MeBr 4) H30+, heat 5) E1OH, H2SO4 (catalytic) O 1) NaCN 2) MeMgBr 3) H3O+ 4) EtOH, H2SO4 (catalytic) O 1) NaCN 2) LDA 3) MeBr 4) LİAIH4 5) H3O*, heat 6) E1OH, H2S04 (catalytic) O 1) NACN 2) LDA 3) MeBr 4) H3O*, heat 5) E1OH, H2SO4 (catalytic) none of the other answer choices are correct
Transcribed Image Text:The carbon adjacent to a nitrile group (CN) can be deprotonated using LDA and alkylated with an alkyl halide, analogous to the alkylation of ketones. Use this knowledge and apply it to design a synthetic plan that would suite the transformation shown below. Ме Br OEt Me Ме O 1) Mg 2) NaCN 3) MeBr 4) H30+, heat 5) E1OH, H2SO4 (catalytic) O 1) NaCN 2) MeMgBr 3) H3O+ 4) EtOH, H2SO4 (catalytic) O 1) NaCN 2) LDA 3) MeBr 4) LİAIH4 5) H3O*, heat 6) E1OH, H2S04 (catalytic) O 1) NACN 2) LDA 3) MeBr 4) H3O*, heat 5) E1OH, H2SO4 (catalytic) none of the other answer choices are correct
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