Question 14 Identify all amines below that cannot be made via an azide synthesis (reaction with NaN3 followed by reduction by LAH). (a) 2 оооооо (a) (b) (c) (d) (e) (f) NH₂ NH₂ "NH₂ NH₂ 으 (f) NH NH₂
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- b) Fill in the boxes to synthesize the following primary amines i) ii) iv) Br ΝΗ 1) 2) 3) aqueous workup 1) KOH 2) 3) H2N-NH2 NH3, HOAc, NaCNBH3 1) NaN3 2) PPh 3, H₂O NH₂ NH₂14. What is the IUPAC name for the following compound? NH- (a) propyl propanamide (b) propyl propanoate (c) N-propylptopanamine. (d) N, N-propylpropanamide (e) N-propxlpropanamideQuestion 14 Identify all amines below that cannot be made via an azide synthesis (reaction with NaN3 followed by reduction by LAH). (a) (d) ооооо (a) (b) (C) (d) (e) (f) NH₂ NH₂ (e) NH₂ NH₂ (c) NH NH₂
- Show what amines and carbonyl compounds combine to give the following derivatives. (a) 0 Ph–CH=N-NH-C–NH, (d) NNH (b) (c) NOH (e) CH3 (f) O₂N NO2 N–NHPhAnswer the following questions based on the information provided. (a) Sildenafil (Viagra) is used to treat erectile dysfunction (impotence; inability to get or keep an erection) in men. Sildenafil (Revatio) is used to improve the ability to exercise in adults with pulmonary arterial hypertension. One of the key step of Sildenafil synthesis is shown below. OEt O OEt O i) Amine HO CHO ii) H20 washing to remove the HCI residue CI N. i) What's the structure of Amine reagent? Amine structure ii) Why does not carboxyl acid react with amine? iii) Draw the mechanism of the reaction.Draw a structural formula for each amine and amine derivative. (a) N,N-Dimethylaniline (b) Triethylamine (c) tert-Butylamine (d) 1,4-Benzenediamine (e) 4-Aminobutanoic acid (f) (R)-2-Butanamine (g) Benzylamine (h) trans-2-Aminocyclohexanol (i) 1-Phenyl-2-propanamine (amphetamine) (j) Lithium diisopropylamide (LDA) (k) Benzyltrimethylammonium hydroxide (Triton B)
- d H Matching- - esters and amides -CH3 `N´ I CH3 CN (A) N-phenylacetamide (B) benzenenitrile (C) methyl benzoate (D) N,N-dimethylbenzamide (E) phenyl acetate (F) N,N-dimethylaniline3. Which of the following amines will not undergo an acyl substitution reaction with methyl acetate (CH3CO2CH3)? A) NH3 B) H₂N C) H₂N D) H3C-N-CH3 CH3 E) All of these will react with methyl acetateShow how you might utilize the reduction of an amide, oxime, or a nitrile to carry out each of the following transformations (a)Benzoic acid to N-ethyl-N-benzylamine (b)1-Bromopentane to hexylamine (c)Propanoic acid to tripropylamine (d)2-Butanone to sec-butylamine
- 3. Ethyl phenylacetate (C,HSCH2CO,CH;CH3) is a naturally occurring ester in honey. What hydrolysis products are formed when this ester is treated with water and sulfuric acid (H2SO4)? 4. How could you prepare the following amides using an acid chloride and an amine or ammonia? (a) CH3CH2CONHCH3 (b) N,N-Diethylbenzamide (c) PropanamideAnswer the following questions based on the information provided. (b) 1. SOCI2 OH 2. NaN3, heat 3. ELOH draw the products after the first and second step after 1st step after 2rd step ii) why does not the reaction afford the amine as final product? Explain it by drawing the mechanism of final step IZa) What are the difficulties with the following reaction to synthesize an amine. + HBr Br + NH3 NH2 b) Show a possible alternatives to this synthesis.