7. 8. Provide the complete mechanism using Curved Arrow Formalism for the reaction of the molecule shown below treated with Cl₂/FeCl3. Include all pertinent resonance stabilized intermediates. Give the major product formed. NHCH3 Provide the 1H NMR data for the starting material above in Question #7 and for the product generated above in Question #7. Use the format of chemical shift, integration, multiplicity (e.g. 8 1.0, 3H, triplet). Be sure to clearly label all hydrogens and which peak it corresponds to.9. Tell how many signals would be visualized in the 13C NMR spectrum of the product.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.63P
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7.
Provide the complete mechanism using Curved Arrow Formalism for the
reaction of the molecule shown below treated with Cl₂/FeCl3. Include all pertinent
resonance stabilized intermediates. Give the major product formed.
NHCH3
CI
8.
Provide the 1H NMR data for the starting material above in Question #7
and for the product generated above in Question #7. Use the format of chemical
shift, integration, multiplicity (e.g. 8 1.0, 3H, triplet). Be sure to clearly label all
hydrogens and which peak it corresponds to.9. Tell how many signals would be
visualized in the 13C NMR spectrum of the product.
Transcribed Image Text:7. Provide the complete mechanism using Curved Arrow Formalism for the reaction of the molecule shown below treated with Cl₂/FeCl3. Include all pertinent resonance stabilized intermediates. Give the major product formed. NHCH3 CI 8. Provide the 1H NMR data for the starting material above in Question #7 and for the product generated above in Question #7. Use the format of chemical shift, integration, multiplicity (e.g. 8 1.0, 3H, triplet). Be sure to clearly label all hydrogens and which peak it corresponds to.9. Tell how many signals would be visualized in the 13C NMR spectrum of the product.
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