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?
Chemistry for Today: General, Organic, and Biochemistry
9th Edition
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Chapter14: Aldehydes And Ketones
Section: Chapter Questions
Problem 14.36E: Not all aldehyde give a positve Bendicts test. Which of the follwing aldehydes do? a. d. b. e. c.
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
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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