Organic Chemistry Ch. 14: Infrared Spectroscopy and Mass Spectroscopy Notes

Organic Chemistry Ch. 14: Infrared Spectroscopy and Mass Spectroscopy

Background

  • Electromagnetic Radiation: Understanding the nature of light and its interaction with matter is crucial in spectroscopy.
  • Infrared Spectroscopy Basics: A significant method for determining molecular structure.
  • Wavenumber vs Frequency: Essential concepts for interpreting spectra.

14.1 Introduction to Spectroscopy / Overview

  • Objective: By the end of this chapter, students should be able to interpret an Infrared spectrum of an organic molecule, including:
    • Identifying the presence of various functional groups.
    • Understanding bonding patterns, such as:
    • Double Carbon-Carbon Bonds.
    • Triple Carbon-Carbon Bonds.
    • Recognizing how structural factors like conjugation affect the spectrum.

Key Concepts in Spectroscopy

  • Spectrum Interaction: Spectroscopy involves the interaction between matter and light or electromagnetic radiation.
  • Spectroscopic Methods: Various techniques are based on the wavelength of light used, including:
    • Nuclear Magnetic Resonance (NMR)
    • Infrared Spectroscopy (IR)
    • UV-Visible Spectroscopy
    • X-Ray Spectroscopy
  • Properties of Light Waves: Important properties include:
    • Wavelength
    • Frequency

14.1 Introduction to Spectroscopy / Light

  • Electromagnetic Spectrum: The complete range of frequencies of light.
    • Wavelength Illustrations: A scale of wavelengths from 10^3 m to 10^{-12} m, including the following regions:
      • Longer Wavelengths: Radio Waves, Microwaves, Infrared
      • Visible Light: Part of the spectrum that is perceived by human eyes.
      • Shorter Wavelengths: Ultraviolet, X-Rays (both Hard and Soft), Gamma Rays
  • Examples of Sources for Different Light Types:
    • AM and FM radio for radio waves.
    • Microwave ovens for microwaves.
    • Light bulbs emitting visible light.
    • X-ray machines for X-rays.

Wavelength and Frequency

  • Frequency: Expressed in waves per second (Hz), covering values from 10^6 to 10^{20} Hz.
  • Energy of a Photon: Ranges from low energy for longer wavelengths to high energy for short wavelengths, measured in electron volts (eV).

14.1 Introduction to Spectroscopy / Classification

  • Electromagnetic Spectrum Regions: Different regions correspond to varying molecular structural information:
    • Type of Spectroscopy | Region of Electromagnetic Spectrum | Information Obtained
    • NMR Spectroscopy | Radio Waves | Arrangement of Carbon and Hydrogen atoms
    • IR Spectroscopy | Infrared | Presence of functional groups
    • UV-Vis Spectroscopy | Visible and Ultraviolet | Conjugated π systems present in the compound

14.2 IR Spectroscopy / Functional Groups

  • Functionality of IR Spectrophotometer:
    • An IR spectrophotometer exposes a sample to all frequencies of IR light; the absorbed frequencies provide insight into the types of bonds and functional groups present.
    • Common methods of sample preparation include:
    • Depositing samples on a sodium chloride (NaCl) plate.
    • Dissolving compounds in solvents.
    • Embedding in potassium bromide (KBr) pellets.

14.2 IR Spectroscopy / Absorption Bands

  • Absorption Spectrum:
    • An IR spectrum plots % transmittance against frequency.
    • Peaks in the spectrum are referred to as absorption bands, which indicate specific bond characteristics.

14.2 IR Spectroscopy / Wavenumbers

  • Definition of Wavenumbers:
    • Wavenumbers are units of frequency in IR spectroscopy, traditionally expressed in cm^{-1}.
    • Typical ranges from 400 to 4000 cm^{-1}.

14.2 IR Spectroscopy / Peak Characteristics

  • Characteristics of a Peak in IR Spectrum:
    • Each signal (or peak) has three critical characteristics:
    1. Wavenumber: Indicates the frequency of the vibrating bond.
    2. Intensity: Relates to the amount of light absorbed, corresponding to the concentration of bonds present.
    3. Shape: Refers to the contour of the peak, which can suggest specific electronic environments or chemical shifts.