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

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
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Problem Details

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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