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Organic Experiments_v3.pdf - Microsoft Edge online.ksu.edu/COMS/player/content/_

ID: 932045 • Letter: O

Question

Organic Experiments_v3.pdf - Microsoft Edge online.ksu.edu/COMS/player/content/_16794/content/Modules/Organic%20Experiments-v3.pdf 0 HO ethyl benzoate 0 NaHSO4 0 Mechanism of the alkaline ester synthesis. Note that this is NOT an equilibrium reaction. Prelab . Describe the setup of the equipment * Describe the mechanism of the reaction explaining the scheme above. Name the compounds and intermediates (1) to (4). (for instance: (1) ester...) Why is this reaction NOT an equilibrium reaction? Assuming that you added exactly 5.0 ml of (1) (d=1.05 g mL-1), how many mols were converted during the reaction. What is the maximal yield of benzoic acid that could be performed if we assume 100% yield * · t O Ask me anything 5:51 PM 12/14/2015

Explanation / Answer

Answer – We are given the mechanism of the alkaline ester synthesis means this is the ester hydrolysis reaction. In that ester gets reacted with water in basic medium this is HO- and form the carboxylic acid and alcohol.

First there is given ethyl benzoate reacts with hydroxide ion and form the compound 2 and it is very difficult to name this compound, but if we consider there is not –O- and there is –OH, so the name for compound second is ethoxy(phenyl)methanediol. Then there formed benzoic acid and ethaoxide ion.

This hydrolysis of ester is carried out the in the basic medium and there is form the buffer basic solution, so no longer change in pH if we added acid or base, so there is hydroxide ion used for the neutralization and the relative concentration of hydroxide is not changing and it there is not forming ethanol form from the ethoxide by taking H from the eater and form the hydroxide ion again, so there is avoided these step and there is not form alcohol and that affect there is not reversible reaction in basic medium, but it is reversible in the acidic medium.

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