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上海交大基础有机课件.pdf
13. Structure
Determination
The analysis of the outcome of a reaction
requires that we know the full structure of the
products as well as the reactants
th th
In the 19 and early 20 centuries, structures
were determined by synthesis and chemical
degradation that related compounds to each other
Physical methods now permit structures to be
determined directly. We will examine:
– mass spectrometry (MS)
– infrared (IR) spectroscopy
– nuclear magnetic resonance spectroscopy (NMR)
– ultraviolet-visible spectroscopy (VIS)
13.1 Infrared Spectroscopy and the
Electromagnetic Spectrum
Absorption Spectra
Organic compound exposed to electromagnetic
radiation, can absorb energy of only certain
wavelengths (unit of energy)
– Transmits, energy of other wavelengths.
Changing wavelengths to determine which are
absorbed and which are transmitted produces an
absorption spectrum
Energy absorbed is distributed internally in a
distinct and reproducible way (See Figure 12-11)
13.2 Infrared Spectroscopy of
Organic Molecules
IR region lower energy than visible light (below
red – produces heating as with a heat lamp)
-6 -5
2.5 10 m to 2.5 10 m region used by
organic chemists for structural analysis
IR energy in a spectrum is usually measured as
wavenumber (cm-1), the inverse of wavelength and
proportional to frequency
Specific IR absorbed by organic molecule related
to its structure
Infrared Energy Modes
IR energy absorption corresponds to specific
modes, corresponding to combinations of atomic
movements, such as bending and stretching of
bonds between groups of atoms called “normal
modes”
Energy is characteristic of the atoms in the group
and their bonding
Corresponds to vibrations and rotations
Interpreting Infrared Spectra
Most function
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