D Question 11 Identify all amines below that cannot be made via an azide synthesis (reaction with NaN3 followed by reduction by LAH). NH2 NH2 (a) (b) (c) -NH2 (d) -NH, (e) (f) NH2 (a) (b) (c) O (d) (e) (f) Question 12 What is an appropriate stepwise synthesis to carry out the conversion shown? "NH2 ; HNO3/H2SO4; Fe/HCl; NANO2/HCI/< 5°C; CUCN; Zn(Hg)/HCl; LIAIH4; 8. H3O* CH;CH,CI / AICI3' CH3CH2CI/AICI3; HNO3/H2SO4; Na2Cr207/H2SO4/H20; Fe/HCl; NANO2/HCl/< 5°C; CUCN HBr/heat; NaNO2/HCI/< 5°C; H2SO4; KMNO4/NaOH/H2O; H30" HNO3/H2SO4; Br2/FeBr3; Fe/HCl; NaNO2/HCI/< 5°C; CH3OH/heat ; Br2/AIBr3; Fe/HCI; NaNO2/HCI/< 5°c; CUCN; Zn(Hg)/HCI; LIAIH4; H30* CH;CH,CI / AICI3

D Question 11 Identify all amines below that cannot be made via an azide synthesis (reaction with NaN3 followed by reduction by LAH). NH2 NH2 (a) (b) (c) -NH2 (d) -NH, (e) (f) NH2 (a) (b) (c) O (d) (e) (f) Question 12 What is an appropriate stepwise synthesis to carry out the conversion shown? "NH2 ; HNO3/H2SO4; Fe/HCl; NANO2/HCI/< 5°C; CUCN; Zn(Hg)/HCl; LIAIH4; 8. H3O* CH;CH,CI / AICI3' CH3CH2CI/AICI3; HNO3/H2SO4; Na2Cr207/H2SO4/H20; Fe/HCl; NANO2/HCl/< 5°C; CUCN HBr/heat; NaNO2/HCI/< 5°C; H2SO4; KMNO4/NaOH/H2O; H30" HNO3/H2SO4; Br2/FeBr3; Fe/HCl; NaNO2/HCI/< 5°C; CH3OH/heat ; Br2/AIBr3; Fe/HCI; NaNO2/HCI/< 5°c; CUCN; Zn(Hg)/HCI; LIAIH4; H30* CH;CH,CI / AICI3

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

Chapter19: Enolate Anions And Enamines

Section: Chapter Questions

Problem 19.48P

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