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Chem/PhysQuestion 8 of 11 in Chem/Phys

MCAT Chem/Phys practice questionIR spectroscopy

An unknown organic compound is analyzed using infrared (IR) spectroscopy, revealing a very strong, broad absorption band centered around 3300 cm⁻¹ and another strong absorption at approximately 1710 cm⁻¹. Based on these characteristic IR signals, what functional group is most likely present in this compound?

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The answer

Correct answer: B. The compound most likely contains a carboxylic acid functional group, exhibiting both O-H and C=O stretches.

Tested concept: IR spectroscopy and functional groups

Explanation

The presence of a very strong, broad absorption band around 3300 cm⁻¹ is characteristic of an O-H stretch, specifically one that is hydrogen-bonded, as found in alcohols or carboxylic acids. The strong absorption at approximately 1710 cm⁻¹ is characteristic of a C=O (carbonyl) stretch. The combination of both a broad O-H stretch and a C=O stretch in these regions is the hallmark of a carboxylic acid functional group. In carboxylic acids, the O-H stretch is particularly broad due to extensive hydrogen bonding, and the C=O stretch is strong.

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