Introduction to Spectroscopy

What is Spectroscopy?

⚗️ Spectroscopy is a technique used for structural elucidation of molecules. It is based on the interaction of atoms or molecules with electromagnetic radiation.

Key Principles:

  • Different molecules absorb specific wavelengths of electromagnetic radiation
  • Absorption causes transitions between energy states
  • The absorption pattern provides a “fingerprint” of the molecule
  • Different techniques probe different molecular properties

UV-Visible

Electronic transitions

200-800 nm

IR Spectroscopy

Vibrational transitions

4000-625 cm⁻¹

NMR Spectroscopy

Nuclear spin transitions

Radio frequency

Mass Spectrometry

Mass-to-charge ratio

Molecular mass determination

Learning Strategy:

Focus on understanding what each technique reveals about molecular structure and how they complement each other in structural elucidation.

Index of Hydrogen Deficiency (IHD)

Calculating Degrees of Unsaturation

🧮 The IHD indicates the total number of rings and π-bonds in a molecule.

IHD = (2C + 2 + N – H – X) / 2

Where: C = # of Carbons, N = # of Nitrogens, H = # of Hydrogens, X = # of Halogens

IHD Calculator

IHD will be calculated here
Calculation steps will appear here

Example: Ethene (C₂H₄)

IHD = (2×2 + 2 – 4 – 0)/2 = (4 + 2 – 4)/2 = 2/2 = 1

This confirms one double bond in ethene.

Example: Benzene (C₆H₆)

IHD = (2×6 + 2 – 6 – 0)/2 = (12 + 2 – 6)/2 = 8/2 = 4

This indicates one ring and three double bonds in benzene.

IR Spectroscopy

Functional Group Identification

📊 IR spectroscopy identifies functional groups through their characteristic absorption frequencies.

Functional Group Wavenumber (cm⁻¹) Intensity
O-H (alcohols/phenols) 3200-3500 Broad, strong
N-H 3300-3500 Medium
≡C-H (alkyne) ~3300 Strong
C-H (alkane) 2850-2960 Medium-strong
C=O (carbonyl) 1630-1780 Very strong
C=C (alkene) 1620-1680 Variable
C-O (alcohol/ether) 1050-1150 Strong

IR Spectrum of Ethanol (C₂H₅OH)

3300 cm⁻¹: Broad O-H stretch (alcohol)
2900 cm⁻¹: C-H stretches
1050-1150 cm⁻¹: C-O stretch

Memorization Tip:

Fingerprint Region: Below 1500 cm⁻¹ – unique to each compound but difficult to interpret.

Functional Group Region: Above 1500 cm⁻¹ – used for identification of functional groups.

UV-Visible Spectroscopy

Electronic Transitions and Color

🎨 UV-Vis spectroscopy studies electronic transitions and predicts color based on absorbed wavelengths.

Violet
400-435 nm
Indigo
435-480 nm
Blue
480-490 nm
Green
490-500 nm
Yellow
500-560 nm
Orange
560-580 nm
Red
580-700 nm

Color Prediction Rule:

The color observed is complementary to the color absorbed.

If a compound absorbs violet light (400-435 nm), it will appear yellow-green.

Example: [Ti(H₂O)₆]³⁺

This complex absorbs yellow and green light (500-560 nm), so it appears violet.

Color Predictor

Predicted color will appear here

NMR Spectroscopy

¹H NMR (Proton NMR)

🔍 ¹H NMR provides information about hydrogen environments in molecules.

Proton NMR of Ethyl Chloride (CH₃-CH₂-Cl)

CH₂ (3.5 ppm)
CH₃ (1.5 ppm)
0 ppm (TMS)
10 ppm

Key NMR Concepts:

  • Chemical Shift (δ): Measured in ppm, indicates electronic environment
  • Integration: Area under peaks shows relative number of protons
  • Spin-Spin Splitting: Follows n+1 rule for adjacent protons
  • TMS Reference: Tetramethylsilane at 0 ppm

Multiplicity Rules (n+1 Rule)

  • 0 neighbors → Singlet (1 peak)
  • 1 neighbor → Doublet (2 peaks)
  • 2 neighbors → Triplet (3 peaks)
  • 3 neighbors → Quartet (4 peaks)

In ethyl chloride: CH₂ has 3 neighbors → Quartet, CH₃ has 2 neighbors → Triplet

¹³C NMR (Carbon NMR)

🔬 ¹³C NMR provides information about carbon environments in molecules.

Predicting Number of ¹³C NMR Peaks

  • Ethanol (CH₃-CH₂-OH): 2 peaks (CH₃ and CH₂)
  • Acetone ((CH₃)₂C=O): 2 peaks (CH₃ and C=O)
  • Benzene (C₆H₆): 1 peak (all carbons equivalent)
  • Butane (CH₃-CH₂-CH₂-CH₃): 2 peaks (CH₃ and CH₂)

Chemical Shift Ranges (¹³C NMR):

  • Carbonyl (C=O): 160-220 ppm
  • Aromatic carbons: 120-140 ppm
  • Alkene carbons: 100-150 ppm
  • C bonded to O: 50-90 ppm
  • Alkyl CH₂, CH₃: 0-50 ppm

Practice Exercises

1. How many peaks would you expect in the ¹H NMR spectrum of benzene?
1 peak
2 peaks
3 peaks
6 peaks
2. Which technique is best for identifying functional groups in organic compounds?
UV-Visible spectroscopy
IR spectroscopy
Mass spectrometry
Atomic emission spectroscopy
3. What does the molecular ion peak represent in mass spectrometry?
The most abundant fragment
The intact molecule with one electron removed
The base peak of the spectrum
The M+1 isotope peak
4. Why are deuterated solvents used in NMR spectroscopy?
To increase solubility of samples
To enhance signal intensity
To avoid interference from solvent protons
To reduce the cost of analysis