Interpretation:
The mechanism for the nucleophilic acyl substitution to form ethyl benzoate and
Concept introduction:
Nucleophilic acyl substitution reactions are the type of substitution reactions that comprise acyl compounds as the reactants along with nucleophile that attacks on electron deficient atoms in the compounds. The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions.
The energy of the product should be low because low energy of a compound increases the stability of a compound. The stability of a compound is the major factor that is responsible for the formation of a compound. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.
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ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
- Draw the mechanism of the acid catalyzed hydrolysis of the two following compounds. The products should be a carboxylic acid and an amine or alcohol. of ན་ལེན་arrow_forwardHow imines and enamines are converted back to carbonyl compounds by hydrolysis with mild acid ?arrow_forwardThe following molecule undergoes an intramolecular reaction in the presence of pyrrolidinium acetate, the protonated form of pyrrolidine. Draw the product of this reaction, assuming that a dehydration reaction takes place.arrow_forward
- In reactions with an aldehyde or ketone to form an imine or an enamine (Section 16.8)arrow_forward3arrow_forwardFollowing ester (methyl benzoate) was hydrolyzed in presence of an acid catalyst. This reaction produces --- and ---. OCH3 benzoic acid, ethanol benzoic acid, water acetic acid, benzene benzoic acid, methanolarrow_forward
- Show how acid derivatives hydrolyze to carboxylic acids under either acidic or basicconditions. Explain why some acid derivatives (amides, for example) require muchstronger conditions for hydrolysis than other derivatives.arrow_forwardBased on the image attached, it shows methyl salicylate reacts with Ethanamine, and Ether act as a solvent to form N-ethylbenzamide as a product. Explains the mechanism reaction of conversion ester to an amide.arrow_forwardThe conjugate base of diethyl malonate can serve as a nucleophile to attack a wide range of electrophiles. Identify the product that is formed when the conjugate base of diethyl malonate reacts with the following electrophile followed by acid workup when relevant: Modify the provided structures of diethyl malonate and the given electrophile to draw the product formed. Note: the eraser tool can be used to erase bonds, and atoms can be moved by selecting them with the selector tool and then dragging the selected atom(s) to a new position. If you make a mistake, you can use Ctrl-Z or the Undo tool. бль EtO OEt Edit Drawingarrow_forward
- The conjugate base of diethyl malonate can serve as a nucleophile to attack a wide range of electrophiles. Identify the product that is formed when the conjugate base of diethyl malonate reacts with the following electrophile followed by acid workup when relevant: Modify the provided structures of diethyl malonate and the given electrophile to draw the product formed. Note: the eraser tool can be used to erase bonds, and atoms can be moved by selecting them with the selector tool and then dragging the selected atom(s) to a new position. If you make a mistake, you can use Ctrl-Z or the Undo tool. OH -CH₂ CH₂ Edit Drawingarrow_forwardAspirin is an anti-inammatory agent because it inhibits the conversion of arachidonic acid to prostaglandins by the transfer of its acetyl group (CH3CO –) to an OH group at the active site of an enzyme (Section 19.6). This reaction, called transesterication, results in the conversion of one ester to another by a nucleophilic acyl substitution reaction. Draw a stepwise mechanism for the given transesterication.arrow_forwardHydroxylamine, H2NOH, has both an OH functional group and an NH2 functional group, so it can feasibly undergo reaction with a ketone or an aldehyde to produce either an acetal or an imine-like compound called an oxime. (a) Draw each of these mechanisms for the reaction of hydroxylamine with acetone. (b) Which is the major product? Hint: Which step decides the outcome?arrow_forward
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