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sllUUlulu.UUMICOUrses/2173lquizzes/6116/takelquestions/72909 Post-lab Quiz: Nitr

ID: 486158 • Letter: S

Question

sllUUlulu.UUMICOUrses/2173lquizzes/6116/takelquestions/72909 Post-lab Quiz: Nitration of Methylbenzoate (handout) Started: Feb 21 at 5:48am Quiz Instructions Please answer these questions AFTER completing the nitration of methyl benzoate experiment. This test has a time limit of 1 hour. This test can only be taken once. Once started, this test must be completed in one sitting. D Question 2 1 pts Recall that in this experiment, you added the acids slowly while stirring the reaction in an ice bath. You never let the temperature of the reaction mixture exceed room temperature as dinitration can occur if the reaction gets hot. Why is heat necessaryto add a second nitro group to the ring? once the first nitro group adds, the ring now bears two deactivating groups the methyl ester group sterically hinders the addition of a second nitro group so the addition of the second nitro group will take less time than it did to add the first nitro group the first nitro group sterically hinders the addition of the second Previous Next

Explanation / Answer

Q2) Durig the nitration reaction , the first nitro group is added relatively easily in the nitration mixture (HNO3 + H2SO4) .Thus doe at low temperature.

However , high temperature is necessary to introduce the second nitro group as the benzene ring already has two deactivating groups, -COOCH3 and -NO2.

option 1 correct

Q3) the IUPAC name of the dinittated product formed is methyl 3,5-dinitrobenzoate.

The first -NO2 group goes meta to -COOCH3 and the second goes meta to both existing deactivating groups.

Q4)

When the product is filtered , the residue is washed with water to remove the water soluble acids preent on it.

option 4 is right.

Q5)After washing water to remove the acids, the precipitate is further washed with ice cold methanol to remove any unreacted methyl benzoate. (Ice cold only to wash away the liquid methyl benzoate sparing the product)

Thus option 5 is correct.