Advices For Studying Organic Chemistry

(Wang) #1

HOW TO APPROACH THE ANALYSIS OF A SPECTRUM


1. Is a carbonyl group present?

The C=O group gives rise to a strong absorption in the region 1820-1660 cm–1
(5.5-6.1 μ). The peak is often the strongest in the spectrum and of medium width.
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2. If C=O is present, check the following types (if absent, go to 3).

ACIDS is OH also present?


  • broad absorption near 3400-2400 cm–1 (usually overlaps C–H)


AMIDES is NH also present?


  • medium absorption near 3500 cm–1 (2.85 μ)
    Sometimes a double peak, with equivalent halves.


ESTERS is C–O also present?


  • strong intensity absorptions near 1300-1000 cm–1 (7.7-10 μ)


ANHYDRIDES have two C=O absorptions near 1810 and 1760 cm–1 (5.5 and 5.7 μ)

ALDEHYDES is aldehyde CH present?


  • two weak absorptions near 2850 and 2750 cm–1 (3.50 and 3.65 μ) on the right-hand
    side of CH absorptions


KETONES The above 5 choices have been eliminated

3. If C=O is absent

ALCOHOLS Check for OH

PHENOLS – broad absorption near 3400-2400 cm–1 (2.8-3.0 μ)


  • confirm this by finding C–O near 1300-1000 cm–1 (7.7-10 μ)


AMINES Check for NH
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