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spectroscopy

Organic ChemistrySpectroscopyIR and NMRStructure determination

Summary

Spectroscopy is the use of how molecules absorb electromagnetic radiation at specific energies to work out their structure. The MCAT's main types are IR (functional groups), ¹H NMR (hydrogen environments) and UV-vis (conjugation). Photon energy rises with frequency: E = hf.

Detail

Meaning: Spectroscopy measures which photon energies a molecule absorbs. Each technique matches a different transition: IR excites bond vibrations, NMR flips nuclear spins in a magnetic field, and UV-vis excites electrons. Mass spectrometry is usually grouped with these but measures the mass-to-charge ratio of ions, not absorbed light.

Equation: E = hf = hc/λ, where E is photon energy (J), h is Planck's constant (6.63 × 10⁻³⁴ J·s), f is frequency (Hz), c is the speed of light (3.00 × 10⁸ m/s) and λ is wavelength (m).

On the MCAT: A passage gives a spectrum or peak list and asks you to pick the structure. In IR, a broad O–H band near 3300 cm⁻¹ suggests an alcohol, and a strong C=O peak near 1700 cm⁻¹ suggests a carbonyl. In ¹H NMR, the number of signals equals the number of distinct hydrogen environments, integration gives relative hydrogen counts, and splitting follows n + 1 for n neighboring hydrogens. In UV-vis, more extended conjugation shifts λmax to longer wavelength.

Common confusion: IR is plotted in wavenumber (cm⁻¹), which is proportional to energy, so a larger wavenumber means higher energy and shorter wavelength. Also, IR mainly reveals functional groups, while NMR shows how the carbon-hydrogen framework is connected.

Sources

  • Organic Chemistry (Clayden, Greeves, Warren)
  • Organic Chemistry (Wade)
  • Spectrometric Identification of Organic Compounds (Silverstein)

Written for the MCAT and checked before it was published. For study reference only. Spotted an error? Let us know.