How Do IR Spectra Differ Between 4-Methylcyclohexene and 4-Methylcyclohexanol?

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The infrared spectra of 4-methylcyclohexene and 4-methylcyclohexanol differ significantly due to the presence of functional groups. 4-Methylcyclohexanol exhibits a strong hydroxyl group peak around 3200-3500 cm-1, while 4-methylcyclohexene displays a C=C peak characteristic of alkenes. The C-H out-of-plane bending vibrations in 4-methylcyclohexene provide structural insights into its geometry and substitution pattern. Understanding these spectral differences is crucial for identifying and characterizing organic compounds. Overall, the IR spectra serve as a valuable tool for distinguishing between these two compounds based on their functional groups.
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1. Compare and interpret the infared spectra of 4-methylcyclohexene and 4-methylcyclohexanol.

2. Identify the C-H out-of-plane bending vibrations in the infared spectrum of 4-methylcyclohexene. What structural information can be obtained from these bands?
 
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4-methylcyclohexanol contains a hydroxy group. If you are doing anything with IR, the big broak hydroxy group peak around 3200-3500 1/cm is something you should know by heart.

4-methylcyclohexene, being an alkene, would contain a C=C peak which wouldn't be found in the alcohol.

Just consult the IR section of your organic chem textbook for where the out-of-plane bending vibrations are, I don't remember anymore.
 

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