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CHM2120 3X Organic chemistry II Spectroscopy Infrared spectroscopy 1

CHM2120 - Spectroscopy - IR (2)

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CHM2120 3XOrganic chemistry II

SpectroscopyInfrared spectroscopy11What is in that white powder?2Elemental analysisUsed to find the empirical formulaMass spectroscopyUsed to identify the molecular weightDegrees of unsaturationIdentify number of double bonds , triple bonds, and ringsInfrared spectroscopy (IR)Used to identify functional groups (alcohols, alkenes, ketones, etc.)Nuclear magnetic resonance (NMR) spectroscopy Analysis results in precise determination of molecular structure

*Apply these in order when given an unknown compoundDegrees of unsaturation3DU = (2C + 2 + N H X) / 2Ignore O and S

Infrared spectroscopy4

Each type of bond (C-H, C-O, C=C, etc.) vibrates at a specific frequency ( = c / )

Infrared spectroscopy5

In IR spec, we like to report in wavenumbers (cm-1)Wavenumber = 1 / 6Infrared spectroscopyKey Absorptions (cm-1)

Functional groupBondWavenumberPeak shapealkyl, sp3C H2850 2960m, sharpalkene, sp2C=C H just >3000m, sharpC=C1640 - 1680m, sharpAlcoholRO H 3200 3650s, broad Carboxylic acidR(C=O)O-H2500 3300s, broad AmineR2N-H3300 3500 s, broad CarbonylR2C=O1650 1780 s, sharpNitrileRCN2220 2260 v, sharpAlkynylCC-H~3300m, sharpCC2100 - 2260v, sharpIn IR spec, we like to report in wavenumbers (cm-1)Wavenumber = 1 / 7Infrared spectroscopy

8Identify the key absorptions

9Identify the key absorptions

10Identify the key absorptions

11Identify the key absorptions

12Identify the key absorptions

13Identify the key absorptions

14Identify the key absorptions

15Practice problem

Desired reactionDid we make the product we wanted? What happened?

IR of product