2-Chloro-m-cresol

2-Chloro-m-cresol
Names
	Preferred IUPAC name 2-Chloro-3-methylphenol
	Other names 2-Chloro-hydroxytoluene; 2-Chloro-m-cresol
Identifiers
CAS Number	608-26-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	14162 ;
PubChem CID	14852;
UNII	XZT2VD3JL6 ;
CompTox Dashboard (EPA)	DTXSID90209641 ;
	InChI InChI=1S/C7H7ClO/c1-5-3-2-4-6(9)7(5)8/h2-4,9H,1H3 Key: HKHXLHGVIHQKMK-UHFFFAOYSA-N ; InChI=1/C7H7ClO/c1-5-3-2-4-6(9)7(5)8/h2-4,9H,1H3 Key: HKHXLHGVIHQKMK-UHFFFAOYAK;
	SMILES Clc1c(cccc1O)C;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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]

Related compounds

4-chloro-3-methylphenol (PCMC) - similar structure
4-chloro-3,5-dimethylphenol (PCMX) - similar structure

References

↑ 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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[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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