Interpretation:
A structure for the compound A, C4H8O3, with the following spectral characteristics is to be proposed.
I R: 1710 cm-1, 2500 cm-1, 3100 cm-1.
1.26 δ (Rel.area:3.00), 3.64 δ (Rel.area: 2.00), 4.14 δ (Rel.area: 2.00), 11.12 δ (Rel.area: 1.00).
Concept introduction:
In IR, the carboxyl carbonyl in cyclopentanecarboxylic acid absorbs at 1725 cm-1 while the OH absorption is seen as a characteristic broad band in the range 2500-3300 cm-1.
In 1HNMR, the acidic COOH proton normally absorbs as singlet, broadened in few cases, near 12 δ.
To propose:
A structure for the compound A, C4H8O3, with the following spectral characteristics is to be proposed.
I R: 1710 cm-1, 2500 cm-1, 3100 cm-1.
1HNMR: 1.26 δ (Rel.area: 3.00), 3.64 δ (Rel.area: 2.00), 4.14 δ (Rel.area: 2.00), 11.12 δ (Rel.area: 1.00).

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Chapter 20 Solutions
EP ORGANIC CHEMISTRY,24 MONTH-OWLV2
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

