Cyclohexanone reacts with hydroxylamine hydrochloride (NH2OH HCl) to give the oxime product, which upon reaction with sulfuric acid gives the 7-member cyclic amide called caprolactam as the major product. a. Draw both of these reactions. b. Draw mechanisms that account for the formation of the oxime and the cyclic amide. For full credit, you must use the curved arrow notation to show all bond making and bond breaking. You must also show all reactive intermediates.
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- a. Predict the structure of the hydrolysis product(s), including all organic compound(s) formed. b. Propose a plausible mechanism for the hydrolysis of enamine (Show enamine hydrolysis mechanism only), show all steps.a. What reagent(s) are needed to synthesize the enamine below. Also, draw the resonance structure(s) for the enamine. b. Predict the product of the reaction between the enamine from part a and ethyl iodide. Also explain why it forms, including any selectivities. Hint: Consider the type of reaction alkyl halides take part in and the resonance structure(s) in part a. Etla) How you prepare (drawing below) using appropriate carboxylic acid and amines ? b) convert c) Write the product and give the mechanism of this reaction
- Draw the structure of the product obtained when this amine is treated with excess iodomethane and then heated with Ag0 (Hoffman elimination) ball & stick labels • Consider EZ stereochemistry of alkenes. • Draw only the elimination product, do not the leaving group. • In cases where there is more than one answer, just draw one. ChemDoodlea. Write the mechanism for the following reactions:1. the acid-catalyzed hydrolysis of an imine to a carbonyl compound and a primary amine2. the acid-catalyzed hydrolysis of an enamine to a carbonyl compound and a secondary amine b. How do the two mechanisms differ?Synthesize Chloramphenicol from Toluene or Benzaldehyde. Draw and explain step by step please.(p.s: if you can, can you write what the reagents does?) (Drug Chemistry)
- 3. Show the mechanism for the following addition/substitution. cat. H2SO4 MeNH2 remove H₂O H H Why doesn't a primary amine need to add a second nucleophile? (i.e. why does it make an imine instead of an aminal?)4. Propose a synthesis scheme for the amine shown below using the starting material indicated. No mechanisms (electron flow arrows, etc.) are needed! (More than one reaction will be needed to make this amine.) Make: From: NH, and other reagents/reactants6. Draw out the mechanism of the final step(s) of each reaction scheme (i.e., mechanism that starts at the indicated intermediate (A-C) and ends in the final product N-benzyl-3- phenylpropanamide). Use curved arrows to indicate the flow of electrons. Be sure to show any intermediates that are formed along the way. Show any by-products besides the ones provided. Scheme 1: Acid Chloride Route O: -R ö: Many steps -CO2 -co -HCI
- Topic #2: Arrange the following in order of decreasing reactivity to nucleophilic acyl substitution:ester, amide, acid anhydride.Explain your logic. You should include :1) the order in decreasing reactivity2) Discussion of these factors as they pertain to the above compounds: carbonyl carbon delta +, resonance, steric effects, and leaving groupGive the reaction mechanism for ETHYNE and bromine solution. Draw and explain the steps of the reaction mechanism.. If you were to try to do an EAS bromination reaction directly on aniline you would get a variety of products including ones in which two or more bromine atoms were incorporated onto the ring instead of only one. Why does this happen with aniline but not with acetanilide?