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Chem 353-17 - Generic IR Spectrum%T H B A C 4000 3500 3000...

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O R G A N I C C H E M I S T R Y L A B O R A T O R Y N O T E B O O K IR Interpretation Chart “Generic” IR Spectrum O-H N-H stretch C-H stretch %T 4000 3500 3000 Phenols 3500 Broad & often “monstrous” No peaks in this area means no aromatic! No peaks in this area means no alkene! In “all” IR spectra 2720 is key peak Weak to none if symmetrical Depends on size of ring 1730 aliphatic 1703 conjugated 3550–2500 3500–3150 3300 3300–3000 3300–3100 3300–3000 2960–2850 2820 & 2720 2260–2190 2250 aliph. 1735 aliph. 1720 arom. 1730–1705 2230 arom. 2140–2100 1785 4-ring 1750 5-ring 1715 6-ring 3500–3290 1° 3400–3340 2° 3600–3200 ~1715 cm -1 ~1710 1685 conjugated 1680 conjugated Aromatic amides 1675 1° Aromatic 1690 Tri- & tetra- substituted ~1670 Move and vary in intensity; H’ overtones 2000–1650 Aromatic nitro Both strong Scissor bend Umbrella bend t-butyl ~1365 1270–1200 aryl & vinyl ethers 1285 acids Tertiary Secondary Primary 600–500 C-Br ~500 C-I 1690 1° 1680 2° 1650 3° 1685 1675 1658 ~1653 ~1645 1600, 1580, 1500, 1450 1550–1490 1355–1315 1490–1440 1470–1430 & 1380–1370 1390–1375 & 1370–1360 1150–1060 alkyl ethers and esters 1150 3° 1100 2° 1050 1° 1400–1000 C-F 800–600 C-Cl 2500 2000 1500 1000 500 cm -1 A A B C D E F B C D E F G H H’ I J K C H C H O C O H C H N H O R H R C C R H R R C H H N C C H C O R H C O C R’ R C N R C C R H C ring O C R O R H C R O C C N C O C 2 peaks 1 peak med. to weak 2 peaks 1 peak med. to weak C O (F) cont’d above F G H H’ H I I J K nitro C C O C O C X C C & C H bend C C R R O C C C R O C R O H O C R N R R O H R R H C C R H R H C C H H R R C C H H R H N O O C H R H R C H R H H C CH 3 C O ethers esters CH 3 C O alcohols C X C C O Bronson 4175-9 F10
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Acid Approximate pK a Values for Some Organic Acids
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