Problem: Which compound matches the IR spectrum? a) 1-hexen-3-ol b) 1-methylcyclopentene c) 3-hexanol d) 1.5-hoxadiene e) cylohexane f) trans-4-octene g) dipropyl ether Which compound matches the IR spectrum? a) cyclohexane b) dipropyl ether c) 1-hexen-3-ol d) 1.5-hoxadiene e) 3-hexanol f) trans-4-octene g) 1-methylcyclopentene Which compound matches the IR spectrum? a) dipropyl ether b) cyclohexane c) 1.5-hexadiene d) trans-4-octene e) 3-hexanol f) 1-hexen-3-ol g) 1-methylcyclopentene

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FREE Expert Solution

Recall IR spectra range for functional groups:

1. Ether (C-O-C): 1000-1300 cm^-1
2. Ketone (-C=O): ~1700 cm^-1
3. Alcohol (-OH): ~3200-3600 cm^-1
4. Carboxylic acid (C=O stretch): 2500-3000 cm^-1 (broad)
5. Amine (N-H): 3500-3300 cm^-1 (m)
   • 1°→ two N-H stretch
   • 2°→one  N-H stretch
   • 3°→ none
6. Alkene
   • C=C: ~ 1630-1680 cm^-1
   • C- H: 3000-3100 cm^-1
7. Alkyl:
   • C-H: 2800-2900 cm^-1
   • C-C: 1480-1500 cm^-1