2-Chloro-m-cresol is a chlorinated cresol. The compound is difficult to synthesise as chlorination of m-cresol yields the para-product (4-chloro-3-methylphenol). Historically synthesis has been achieved via a para-selective nitration, followed by conversion to a diazonium compound and a Sandmeyer reaction to insert the chlorine into the 2-position.[1]
Names | |
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Preferred IUPAC name
2-Chloro-3-methylphenol | |
Other names
2-Chloro-hydroxytoluene; 2-Chloro-m-cresol
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C7H7ClO | |
Molar mass | 142.5829 |
Density | 1.228 g/cm3 |
Hazards | |
Flash point | 78.1 °C (172.6 °F; 351.2 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Related compounds
edit- 4-Chloro-3-methylphenol (PCMC) - similar structure
- 4-Chloro-3,5-dimethylphenol (PCMX) - similar structure
References
edit- ^ Huston, Ralph C.; Chen, Philip S. (October 1933). "The Chloro Derivatives of m-Cresol". Journal of the American Chemical Society. 55 (10): 4214–4218. doi:10.1021/ja01337a056.