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Spectra • • • • • All electromagnetic radiation travels in waves at the same velocity, commonly known as the speed of light. In a vacuum this value is known to be 2.998 x 108 meters per second. Electromagnetic radiation differs in wavelength (l) and frequency (n). The product of the wavelength and frequency is equal to the speed of light. C = nl.. The energy of a wave is proportional to its frequency: E = hn, where h = Planck's constant or 6.626 x 10-34 J s. Spectra and Organic Molecules • When light strikes an organic molecule, some of its energy is absorbed. • Molecules are affected in various ways depending on the energy of the light. • If the light has a wavelength in the range from about 400 to 700 nm, it falls in the visible region. • When light of a particular wavelength is absorbed, the compound is seen as having a color. This is especially true of organic dyes, Absorption Spectra • If electromagnetic radiation with wavelengths outside of the visible region is absorbed, the results cannot be observed directly. •H owever the absorption can be detected using a spectrophotometer. Absorption Spectra and Molecular Characteristics • Many of the functional groups that are found in organic molecules absorb infrared at characteristic frequencies. • This energy that is absorbed is converted to various kinds of molecular vibrations including the rhythmic stretching of chemical bonds, • Each type of chemical bond has a characteristic absorbance in the infrared region. Absorption depends on the Molecular Environment • The exact frequency of absorption depends on the specific environment of the bond. • Some kinds of bonds appear in more than one in of compound. Absorption peaks depends on functional groups •For example, the absorption frequencies for a hydroxyl group, -OH, appear in approximately the same location whether it was in an alcohol or a carboxylic acid, but obviously it would not appear in a alkanone or ester. Both acids and alkanones show a strong absorption frequency for the carbonyl group C=O. Typical Infrared Absorption frequencies Class of compound Frequency of absorption in cm-1 Intensity of the absorption OH Alcohols, phenols 3500-4650 OH Carboxylic Acids 2500-3000 OH Hydrogen bonded alcohols and phenols 3200-3400 Variable, sharp Variable, broad Strong, broad C-O 1080-1300 Strong 1690-1750 Strong C-H Alcohols, ethers, esters, and carboxylic acids Alkanones, alkanals, esters, and carboxylic acids Alkanes 2850-2950 Strong N-H amines 3300-3500 Medium Functional group C=O Typical Infrared Spectra -- Cyclohexanol Typical Infrared Spectra -- 1 Octanol Typical Infrared Spectra -- 2 bromobutanoic acid Typical Infrared Spectra -- 2 hydroxybenzaldehyde Typical Infrared Spectra -- 2 aminomethylbenzene 1 Propanol 1 propanol 2 Butanol 2 butanol Ethyl Methanoate Benzaldehyde 3 Pentanone Acetophenone