Emily synthesized acetanilide by stirring aniline and acetic anhydride together in water at 100C. Acetanilide is a solid at room temperature, while everything else is a liquid. Emily noted that while the reaction was running, everything was dissolved and the liquid was a pale orange. Emily allowed the reaction to cool to room temperature and then cooled it in an ice bath. After the slow cooling, a solid appeared. 2. According to PubChem, acetanilide melts at 114°C. Emily measured a melting point of 96 - 104°C for the solid they collected. What can be said about this solid? - Melting point does not indicate whether a sample is pure or not - The experimental range is narrow and close to the literature value, suggesting it is not completely pure - The experimental range is narrow and close to the literature value, suggesting it is completely pure - The experimental range is wide and lower than the literature value, suggesting it is not completely pure

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter18: Functional Derivatives Of Carboxylic Acids
Section: Chapter Questions
Problem 18.59P
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Emily synthesized acetanilide by stirring aniline and acetic anhydride together in water at 100C. Acetanilide is a solid at room temperature, while everything else is a liquid. Emily noted that while the reaction was running, everything was dissolved and the liquid was a pale orange. Emily allowed the reaction to cool to room temperature and then cooled it in an ice bath. After the slow cooling, a solid appeared.

2. According to PubChem, acetanilide melts at 114°C. Emily measured a melting point of 96 - 104°C for the solid they collected. What can be said about this solid?

- Melting point does not indicate whether a sample is pure or not

- The experimental range is narrow and close to the literature value, suggesting it is not completely pure

- The experimental range is narrow and close to the literature value, suggesting it is completely pure

- The experimental range is wide and lower than the literature value, suggesting it is not completely pure

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