Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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**Transcription of Educational Content:**

**Using infrared spectroscopy, how can salicylic acid be differentiated from acetylsalicylic acid (aspirin)?**

1. Acetylsalicylic acid and salicylic acid cannot be differentiated via IR spectroscopy as they have all the same stretches present.

2. Acetylsalicylic acid will have two carbonyl (C=O) stretches at approximately 1700 cm⁻¹. It will possess one C=O stretch at about 1680 cm⁻¹ for the carboxyl group which is present in both and one unique carbonyl stretch at 1725 cm⁻¹ for the ester functional group.

3. Salicylic acid will have a unique aliphatic sp³-hybridized C-H at approximately 3150-3050 cm⁻¹.

4. Salicylic acid will have two carbonyl (C=O) stretches at approximately 1700 cm⁻¹. It will possess one C=O stretch at about 1680 cm⁻¹ for the carboxyl group which is present in both and one unique carbonyl stretch at 1725 cm⁻¹ for the ester functional group.
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Transcribed Image Text:**Transcription of Educational Content:** **Using infrared spectroscopy, how can salicylic acid be differentiated from acetylsalicylic acid (aspirin)?** 1. Acetylsalicylic acid and salicylic acid cannot be differentiated via IR spectroscopy as they have all the same stretches present. 2. Acetylsalicylic acid will have two carbonyl (C=O) stretches at approximately 1700 cm⁻¹. It will possess one C=O stretch at about 1680 cm⁻¹ for the carboxyl group which is present in both and one unique carbonyl stretch at 1725 cm⁻¹ for the ester functional group. 3. Salicylic acid will have a unique aliphatic sp³-hybridized C-H at approximately 3150-3050 cm⁻¹. 4. Salicylic acid will have two carbonyl (C=O) stretches at approximately 1700 cm⁻¹. It will possess one C=O stretch at about 1680 cm⁻¹ for the carboxyl group which is present in both and one unique carbonyl stretch at 1725 cm⁻¹ for the ester functional group.
In this experiment, we rely upon Infrared (IR) Spectroscopy to confirm that the expected reaction had occurred. Give the two uses of IR in organic chemistry.

1) Comparing known to unknown samples (peak by peak match) [fingerprint]

2) Determine the melting point of a solid compound.

3) Determine the presence or absence of functional groups or bonds in a molecule.

4) Isolate particular functional groups for independent characterization.

5) Determine the completion of a reaction by comparison of band intensities.
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Transcribed Image Text:In this experiment, we rely upon Infrared (IR) Spectroscopy to confirm that the expected reaction had occurred. Give the two uses of IR in organic chemistry. 1) Comparing known to unknown samples (peak by peak match) [fingerprint] 2) Determine the melting point of a solid compound. 3) Determine the presence or absence of functional groups or bonds in a molecule. 4) Isolate particular functional groups for independent characterization. 5) Determine the completion of a reaction by comparison of band intensities.
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