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INFRARED SPECTROSCOPY
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Electromagnetic Spectrum
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Bond Stretching
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High Frequency Stretching Low Frequency Bending
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Frequency of Absorption Measured in cm -1 (Wavenumbers)
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High Frequency to Low Frequency
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General Trends: i) Stretching frequencies are higher than corresponding bending frequencies. (It is easier to bend a bond than to stretch or compress it.) ii) Bonds to hydrogen have higher stretching frequencies than those to heavier atoms. iii) Triple bonds have higher stretching frequencies than corresponding double bonds, which in turn have higher frequencies than single bonds. (Except for bonds to hydrogen).
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IR Spectrum of Octane
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Decane
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2,2,4-Trimethylpentane
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Hybridization of Carbon Affects of Absorption
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Hexane and Hexene
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1-Pentene
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1-Dodecene
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2-Methyl-1,3-butadiene (Isoprene)
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Terminal Alkynes are Readily Identifiable with IR
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1-Heptyne
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Aromatics C-H str (sp 2 ) at 3050-3100 cm-1 C-C str (breathing) 1600 & 1500 cm -1
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Toluene
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o-Xylene
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Alcohols O-H str at 3600-3200 cm -1 C-O str at 1050-1150 cm -1
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Cyclohexanol
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O-H Stretch
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2-Methyl-1-butanol
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Benzyl alcohol
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1 o Amines
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2-Methylpentanediamine
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2 o Amine
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Dipropylamine
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Carbonyl Compounds
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Acetone
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Cycloheptanone
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Acetophenone
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Conjugation Lowers of Absorption
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Ketone and Aldehyde
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Octanal
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Carboxylic Acid
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Hexanoic Acid
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Phenyl Acetate, an Ester
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Ethyl Butanoate
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Methyl Benzoate
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Benzoic Anhydride, an Acid Anhydride
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Butanamide, an Amide
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