Answer the following questions based in the scheme below: Determine the principle involved in the following conversion, either chemoselective, regioselective, or stereoselective. (iv) Write the synthetic steps, and provide all suitable reagents. OH obo H₂N H₂N
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- Draw/outline a reasonable and detailed mechanism for the dehydration of 2-methylcyclohexanol catalyzed by phosphoric acid. Use curved arrows to show the flow of electrons and draw the structures of all intermediates and byproducts formed in the reaction. Predict and rationalize the expected product distribution based on thermodynamic aspectsProvide a mechanism which explains the following conversions. Include all intermediates (where appropriate) and watch your arrows and chargesThe base-promoted rearrangement of an -haloketone to a carboxylic acid, known as the Favorskii rearrangement, is illustrated by the conversion of 2-chlorocyclohexanone to cyclopentanecarboxylic acid. It is proposed that NaOH first converts the a-haloketone to the substituted cyclopropanone shown in brackets and then to the sodium salt of cyclopentanecarboxylic acid. (a) Propose a mechanism for base-promoted conversion of 2-chlorocyclohexanone to the proposed intermediate. (b) Propose a mechanism for base-promoted conversion of the proposed intermediate to sodium cyclopentanecarboxylate.
- The following equation shows the bromination of compound 1. Propose a structure for product D and a curved arrow mechanism that accounts for its formation featuring the initiation, propagation and termination steps. can you also discuss the stereochemical outcome.(19, 8, 3) Specify a synthetic scheme that would produce the compound shown above in the fewest steps possible. Use one of the starting materials shown together with any of the available reagents. Give the number of the starting material followed by the letters of the reagents in the order of their use, for example: 3be.Doxaprost, an orally active bronchodilator patterned after the natural prostaglandins , is synthesized in the following series of reactions starting with ethyl 2-oxocyclopentanecarboxylate. Except for the Nef reaction in Step 8, we have seen examples of all other types of reactions involved in this synthesis. Q. Write equations to show that Step 6 can be brought about using either methanol or diazomethane (CH2N2) as a source of the -CH3 in the methyl ester.
- Doxaprost, an orally active bronchodilator patterned after the natural prostaglandins , is synthesized in the following series of reactions starting with ethyl 2-oxocyclopentanecarboxylate. Except for the Nef reaction in Step 8, we have seen examples of all other types of reactions involved in this synthesis. Q. Propose a set of experimental conditions to bring about the alkylation in Step 1. Account for the regioselectivity of the alkylation (i.e., that it takes place on the carbon between the two carbonyl groups rather than on the other side of the ketone carbonyl).Provide a detailed mechanistic rationale for the observed products of the following reactions. Need answer step by stepProvide a mechanism which explains the following conversions. Include all intermediate structures where appropriate and watch your arrows and charges
- Please show the electron-flow mechanism of the general synthesis of fluorobenzene from aniline, this involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shown.Can you assist with predicting the organic product(s) of the last two reactions and provide stereochemistry, if applicable.The reaction of 1-iodopropane with potassium thiocyanate (KSCN) in certain solvents results in the formation of two isomeric products, propylthiocyanate and propylisothiocyanate (see scheme below), via the SN2 reaction mechanism. Attempts to prepare a similar mixture of these same isomeric products (propylthiocyanate and propylisothiocyanate) starting from 1-propene is illustrated below. Despite the strong acidity of thiocyanic acid (recall pKa = 1.1), this addition reaction does not lead to either of the products indicated. Based on your knowledge of alkene addition reactions, explain this experimental result.