Suggest methods for the synthesis of the compounds shown below, starting from the appropriate proteinogenic amino acid. Give structures for all of the intermediates in your schemes. (a) (b) -CH3 H3C HN CHO Ph
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- Give a suitable chemical reaction to distinguish between a primary and a secondary amine. Suggest one way of Increasing the basicity of an amine and give a specific example of its application.Write a structural formula for the product formed by treatment of the N-terminal amino group with Sanger’s reagent and propose a mechanism for its formation.Protein: SHAYNERSE Predict the products of the following reactions with the protein given, if there is none, write NO RXN. - Biuret reagent - KOH/Pb(CH2COO)2 - Glyoxilic Acid/Conc. H2SO - Hg/HNO3 - HNO3
- (a) Isoleucine has been prepared by the following sequence of reactions. Give the structure of compounds A through D isolated as intermediates in this synthesis.(b) An analogous procedure has been used to prepare phenylalanine. What alkyl halide would you choose as the starting material for this synthesis?Heating toluene in the presence of KMnO4 followed by acification with HCl, converts toluene into benzoic acid. Using this information and any other reactions discussed in this course, show a sequence of reactions showing howing toluene can be converted to p-aminobenzoic acid.Show how Fischer esterification might be used to form the following esters. In each case,suggest a method for driving the reaction to completion.(a) methyl salicylate
- Primary amines can be prepared from amides by Hoffman's reaction. Write a general equation for the reaction and give reagents with reaction conditions for this reaction. What property of amines is responsible for them being basic. Suggest one way of Increasing the basicity of an amine and give a specific example of its application.In the preparation of p-Nitroaniline, there are three synthetic steps in this reaction, the first is acetylation of the amine, second is nitrates and the third is hydrolysis of the amide. Why must acetylation be done first if at all? Use chemical structures to illustrate your point.Indicate the order of basicity of: aniline, 2-propylamine and 1-(2-aminophenyl)ethanone. Explain.
- Outline the steps invloved in the synthesis of 3-chloro-4-fluroacetophenone from 4-aminoacetophenone. provide the bond line structure for the major organic product obtained in each step of the proposed synthesis.The compound acetophenone has a very similar molar mass to that of benzoic acid and benzamide. However, acetophenone has a much lower m.p. (20 °C) than both such that, by contrast, it is a liquid at room temperature. By considering intermolecular forces and comparing functional group structure, account for this big difference in physical properties.Starting with benzene, give a sequence of laboratory reactions which could be used to prepare p-isopropylaniline. If separation of ortho, meta, or para-isomers is required, give evidence that it is feasible.