2-Chloro-m-cresol

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]

2-Chloro-m-cresol
Names
Preferred IUPAC name
2-Chloro-3-methylphenol
Other names
2-Chloro-hydroxytoluene; 2-Chloro-m-cresol
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C7H7ClO/c1-5-3-2-4-6(9)7(5)8/h2-4,9H,1H3 checkY
    Key: HKHXLHGVIHQKMK-UHFFFAOYSA-N checkY
  • InChI=1/C7H7ClO/c1-5-3-2-4-6(9)7(5)8/h2-4,9H,1H3
    Key: HKHXLHGVIHQKMK-UHFFFAOYAK
  • Clc1c(cccc1O)C
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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Infobox references

References
  1. 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.
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