Semicarbazide ( 1 mole ) is added to a mixture of cyclohexanone ( 1 mole) and benzaldehyde ( 1 mole). If the product is isolated immediately, it consists almost entirely of the semicarbazone of cyclohexanone; if the product is isolated after several hours, it consists almost entirely of the semicarbazone of benzaldehyde. How do you account for these observations?

Short Answer

Expert verified
In short, the observed product differences are due to the reaction kinetics. The reaction between semicarbazide and cyclohexanone (a ketone) is faster than the one with benzaldehyde (an aldehyde), leading to the formation of semicarbazone of cyclohexanone when the product is isolated immediately. As the slower reaction with benzaldehyde continues over time, and cyclohexanone is fully consumed, the semicarbazone of benzaldehyde becomes the predominant product when the mixture is isolated after several hours.

Step by step solution

01

Write down the reactions

First, write down the reactions that take place between semicarbazide and cyclohexanone as well as between semicarbazide and benzaldehyde, forming their corresponding semicarbazones. Reaction 1: Semicarbazide + Cyclohexanone → Semicarbazone of Cyclohexanone Reaction 2: Semicarbazide + Benzaldehyde → Semicarbazone of Benzaldehyde
02

Investigate reaction kinetics

Now, we will investigate the reaction kinetics of the two reactions. Reaction kinetics tells us how fast a reaction proceeds. It is known that the reaction between semicarbazide and ketones (such as cyclohexanone) is generally faster than the reaction between semicarbazide and aldehydes (such as benzaldehyde).
03

Explain the observations

With the understanding of reaction kinetics from Step 2, we can explain the given observations. The reaction between semicarbazide and cyclohexanone proceeds faster than the one between semicarbazide and benzaldehyde. Therefore, when the product is isolated immediately, most of the semicarbazide has reacted with cyclohexanone, forming the semicarbazone of cyclohexanone. Over time, as the reaction between semicarbazide and benzaldehyde continues, the semicarbazone of benzaldehyde will start forming, even though it happens at a slower rate. After several hours, there are no more cyclohexanone molecules left for semicarbazide as it has fully reacted, and hence semicarbazide can only react with benzaldehyde. Thus, the product isolated after several hours consists almost entirely of the semicarbazone of benzaldehyde.
04

Conclusion

In conclusion, the observed differences in the products isolated at different times can be accounted for by the reaction kinetics of the reactions between semicarbazide and cyclohexanone (a ketone) and semicarbazide and benzaldehyde (an aldehyde). The reaction with the ketone is faster, leading to the formation of semicarbazone of cyclohexanone when the product is isolated immediately. The reaction with the aldehyde is slower but continues to occur over time, leading to the formation of semicarbazone of benzaldehyde when the product is isolated after several hours.

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

See all solutions

Recommended explanations on Chemistry Textbooks

View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free