Write the reaction (two-step, in skeletal) of each test amine when tested in the Hinsberg Test.

NOC XT Ph CH₂ Both primary and secondary amines add to a ß-unsaturated aldehydes and ketones to yield ß-amino aldehydes and ketones rather than the alternative imines. Under typical reaction conditions, both direct and conjugate modes of addition occur rapidly. But because the reactions are reversible, they generally proceed with thermodynamic control rather than kinetic control so the more stable conjugate addition product is often obtained to the complete exclusion of the less stable direct addition product. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions H H CH3NH₂ CH3 H-A :A Ph NHCH3 вон CH3 :A H-A 8b

Primary amines can be converted into secondary amines by reaction with haloalkanes. This reaction is difficult to achieve in the lab because of the large number of byproducts. Select the possible products or byproducts of the reaction. H3C-NH2 The products and `Br byproducts are: (1 equiv) (1 equiv) O B D Bre HN CH, O I E A B D F Br H Br O O K E O Br O OG O A J K O O O O O O O O

Don

O Macmillan Learning S Guanidine is a stronger base than the typical amine. The increased basicity can be explained by drawing the resonance structures of the protonated guanidine. The protonated guanidine (A) has been drawn for you. Draw major resonance structures, B and C, and one minor resonance structure, D. Be sure to include the formal charge, lone pairs, and hydrogens on nitrogen for structures B, C, and D. alt A H- HIN Z A HIZ: H H D minor resonance structure B major resonance structure #1 N C major resonance structure #2

Which are viable ways to prepare the amine shown? || H NH + N ZI N NaBH3CN NaBH3CN A. Method I only B. Method II only C. Both methods are viable. D. Neither method is viable.