Give the structures and IUPAC names of monohydric phenols of molecular formula, C₇H₈O.
The molecular formula C₇H₈O corresponds to methylphenols (cresols), which are monohydric phenols derived from phenol by replacing one hydrogen atom of the benzene ring with a methyl group (—CH₃).
There are three isomers possible based on the position of the methyl group relative to the —OH group:
1. Ortho-isomer (o-Cresol)
- IUPAC Name: 2-Methylphenol
- Structure: Benzene ring with —OH at position 1 and —CH₃ at position 2.
2. Meta-isomer (m-Cresol)
- IUPAC Name: 3-Methylphenol
- Structure: Benzene ring with —OH at position 1 and —CH₃ at position 3.
3. Para-isomer (p-Cresol)
- IUPAC Name: 4-Methylphenol
- Structure: Benzene ring with —OH at position 1 and —CH₃ at position 4.
Explanation
The question asks for monohydric phenols with formula C₇H₈O. Monohydric means one —OH group attached to the benzene ring. The formula indicates a phenol (C₆H₅OH) with one additional methyl group (CH₃), giving methylphenols commonly known as cresols. The textbook context explicitly lists all three isomers: o-Cresol (2-Methylphenol), m-Cresol (3-Methylphenol), and p-Cresol (4-Methylphenol). The ortho, meta, and para positions correspond to 1,2-; 1,3-; and 1,4-disubstituted benzene respectively.
Solution Steps
Step 1: Identify that C₇H₈O represents a phenol with one methyl substituent (methylphenol/cresol).
Step 2: Determine the three possible positional isomers based on ortho (1,2), meta (1,3), and para (1,4) arrangements.
Step 3: Write the IUPAC names: 2-Methylphenol, 3-Methylphenol, and 4-Methylphenol.
Step 4: Draw structures showing —OH at position 1 and —CH₃ at positions 2, 3, and 4 respectively.