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Simple NMR problem solving BzNH2 BnBr K3PO4 (2 equiv.) (n-Bu)4NBr (2 equiv.) 2 equiv. benzamide 1 equiv. benzyl bromide MeCN, 50 °C, 50 min Q5) Q6) Label benzyl C and benzoyl C on pd with an arrow clearly pointing to correct C atom. Will the furthest downfield aryl 1H (proton NMR) be from the benzyl or benzoyl group? Will the benzyl or benzoyl C not have a 1H NMR peak? Will the benzyl or benzoyl C be the furthest upfield in a 13C NMR spectrum?

Simple NMR problem solving BzNH2 BnBr K3PO4 (2 equiv.) (n-Bu)4NBr (2 equiv.) 2 equiv. benzamide 1 equiv. benzyl bromide MeCN, 50 °C, 50 min Q5) Q6) Label benzyl C and benzoyl C on pd with an arrow clearly pointing to correct C atom. Will the furthest downfield aryl 1H (proton NMR) be from the benzyl or benzoyl group? Will the benzyl or benzoyl C not have a 1H NMR peak? Will the benzyl or benzoyl C be the furthest upfield in a 13C NMR spectrum?

Organic Chemistry
Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter20: Carboxylic Acids And Nitriles
Section20.SE: Something Extra
Problem 20VC: Electrostatic potential maps of anisole and thioanisole are shown. Which do you think is the...
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Simple NMR problem solving BzNH2 BnBr K3PO4 (2 equiv.) (n-Bu)4NBr (2 equiv.) 2 equiv. benzamide 1 equiv. benzyl bromide MeCN, 50 °C, 50 min Q5) Q6) Label benzyl C and benzoyl C on pd with an arrow clearly pointing to correct C atom. Will the furthest downfield aryl 1H (proton NMR) be from the benzyl or benzoyl group? Will the benzyl or benzoyl C not have a 1H NMR peak? Will the benzyl or benzoyl C be the furthest upfield in a 13C NMR spectrum?
Transcribed Image Text:Simple NMR problem solving BzNH2 BnBr K3PO4 (2 equiv.) (n-Bu)4NBr (2 equiv.) 2 equiv. benzamide 1 equiv. benzyl bromide MeCN, 50 °C, 50 min Q5) Q6) Label benzyl C and benzoyl C on pd with an arrow clearly pointing to correct C atom. Will the furthest downfield aryl 1H (proton NMR) be from the benzyl or benzoyl group? Will the benzyl or benzoyl C not have a 1H NMR peak? Will the benzyl or benzoyl C be the furthest upfield in a 13C NMR spectrum?
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