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  1. Practice problems
  2. Orgo 1
  3. Infrared evidence
  4. Predict a diagnostic region

Organic Chemistry 1 · Infrared evidence

Predict a diagnostic region

Predict the product · Foundation

Conditions: Consider a neat liquid sample of the drawn compound; band descriptions are qualitative teaching predictions.

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The question

Which feature is expected for the drawn molecule in addition to its C–H absorptions?

Reveal the answer and explanation

Answer and explanation

  1. Correct answer A broad O–H stretching envelope.

    The molecule has an alcohol O–H bond; intermolecular hydrogen bonding broadens its stretch.

  2. Not this one A strong carbonyl stretch.

    There is no C=O bond in this molecular structure.

  3. Not this one A sharp nitrile stretch.

    There is no C≡N group or nitrogen atom in this structure.

Worked solution

Ethanol has an oxygen bonded to carbon and hydrogen. In a neat sample its molecules hydrogen-bond, creating a distribution of O–H environments and a broad stretching envelope. Neither carbonyl nor nitrile absorption is predicted because those bonds are absent.

What you'll practice

Relate an explicit O–H bond to hydrogen-bonded IR absorption.

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Tags

  • #IR
  • #Alcohols
  • #IntermolecularForces

More Infrared evidence problems

  • Classify a drawn oxygen compound
  • Explain a weak triple-bond band
  • Interpret overlapping O–H evidence
  • Diagnose a changing band shape
  • Estimate an isotope shift
  • Assign a triple-bond region
  • Plan a connectivity test
  • Compare two carbonyl environments

Keep practicing

  • Infrared evidence: practice problems
  • Free lesson: Infrared evidence
  • All practice problems

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