Match the following 10 compounds with the 10 spectra on the following pages. Label the major diagnostic peaks on each spectrum to receive full credit. 1-butanol HOCH₂CH₂CH₂CH3 acetophenone 요 benzyl alcohol. -CH₂OH ethyl acetate H3C-CO-CH₂CH3 N-methylcyclo- hexylamine. -NHCH3 1-hexene CH2=CHCH,CH,CH, CH3 aniline -NH₂ pentane CH3CH₂CH₂CH₂CH3 9 2-pentanone H3C-C-CH₂CH₂CH3 butyraldehyde H3CH₂CH₂CH H₂C-8.H N-H (1", 2" amines) C=C (alkenes) O-H (alcohols) C-C (aromatics) C-H (alkenes, aromatics) C-C (aromatics) C-H (alkanes) C-N ( aromatic amines) C-H (aldehydes) C-N (aliphatic amines) C=O (see discussion on back) C-O (alcohols, esters) Reference Some IR Stretching Frequencies 3400-3250 cm 3500-3200 cm¹ 3100-3000 cm 3000-2850 cm 2830-2695 cm¹ 1750-1665 cm¹ 1680-1640 cm¹ 1600-1585 cm 1 1500-1400 cm¹ 1335-1250 cm¹ 1250-1020 cm¹ 1300-1050 cm¹
Carbonyl Stretching Frequencies The exact position of the carbonyl band in the 1760-1665 cm¹ range is determined by the constituents neighboring the carbonyl group. Some examples are: range type of carbonyl examples 1750-1735 cm saturated aliphatic esters 요 R-C-R₁ 1740-1720 cm¹ saturated aliphatic alde- 요 hydes R-CH 1730-1715 cm¹ a.ß-unsaturated esters OR 1715 cm¹ saturated aliphatic ketones 요 R-C-R 1710-1665 cm¹ a.ß-unsaturated alde- hydes and ketones 요 okol "R H "R Another way of looking at the correlation between wavenumber and functional group stretch: H (or R) increasing band intensity 4400 2 "R O=U I CH HH (or R) H (or R) 4000 3750 3500 3250 3000 2750 2500 2250 2000 1750 1500 1250 1000 750 O=I SIMI 450 c
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100 TRANSRETTE 10 4000 3000 1000 1110 1000
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