Using infrared spectroscopy, how can salicylic acid be differentiated from acetylsalicylic acid (aspirin)? O 1) Acetylsalicylic acid and salicylic acid cannot be differentiated via IR spectroscopy as they have all the same stretches present. Acetylsalicylic acid will have two carbonyl (C-O) stretches at approximately O 2) 1700 cm1. It will possess one C=O stretch at about 1680 cm1 for the carboxyl group which is present in both and one unique carbonyl stretch at 1725 cm 1 for the ester function. group. 3) Salicylic acid will have a unique aliphatic sp3-hybridized C-H at approximately 3150-3050 cm 1. Salicylic acid will have two carbonyl (C-O) stretches at approximately 1700 4) cm. It will possess one C=O stretch at about 1680 cm for the carboxyl group which is present in both and one unique carbonyl stretch at 1725 cm for the ester functional group.

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
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.25P
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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.
Acetylsalicylic acid will have two carbonyl (C=O) stretches at approximately
2)
1700 cm1. It will possess one C=O stretch at about 1680 cm1 for the
carboxyl group which is present in both and one unique carbonyl stretch at
1725 cm 1
for the ester functional group.
31 Salicylic acid will have a unique aliphatic sp3-hybridized C-H at approximately
3150-3050 cm 1.
Salicylic acid will have two carbonyl (C=O) stretches at approximately 1700
4)
cm. It will possess one C=O stretch at about 1680 cm1 for the carboxyl
group which is present in both and one unique carbonyl stretch at 1725 cm
for the ester functional group.
Transcribed Image Text: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. Acetylsalicylic acid will have two carbonyl (C=O) stretches at approximately 2) 1700 cm1. It will possess one C=O stretch at about 1680 cm1 for the carboxyl group which is present in both and one unique carbonyl stretch at 1725 cm 1 for the ester functional group. 31 Salicylic acid will have a unique aliphatic sp3-hybridized C-H at approximately 3150-3050 cm 1. Salicylic acid will have two carbonyl (C=O) stretches at approximately 1700 4) cm. It will possess one C=O stretch at about 1680 cm1 for the carboxyl group which is present in both and one unique carbonyl stretch at 1725 cm 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 march) [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
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 march) [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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