3-Chlorobenzoic acid

3-Chlorobenzoic acid
Names
	Preferred IUPAC name 3-Chlorobenzoic acid
	Other names m-Chlorobenzoic acid; meta-Chlorobenzoic acid; 3BZ
Identifiers
CAS Number	535-80-8 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	907218
ChEBI	CHEBI:49410;
ChEMBL	ChEMBL20563 ;
ChemSpider	434 ;
ECHA InfoCard	100.007.837
EC Number	208-618-4;
Gmelin Reference	3664
PubChem CID	447;
UNII	02UOJ7064K;
CompTox Dashboard (EPA)	DTXSID9024770 ;
	InChI InChI=1S/C7H5ClO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,(H,9,10) Key: LULAYUGMBFYYEX-UHFFFAOYSA-N ;
	SMILES C1=CC(=CC(=C1)Cl)C(=O)O;
Properties
Chemical formula	C7H5ClO2
Molar mass	156.57 g·mol−1
Appearance	white solid
Density	1.517 g/cm3
Melting point	154 °C (309 °F; 427 K)
Boiling point	275 °C (527 °F; 548 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Flash point	150 °C (302 °F; 423 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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3-Chlorobenzoic acid is an organic compound with the molecular formula ClC₆H₄CO₂H. It is a white solid that is soluble in some organic solvents and in aqueous base.^[1]

Synthesis and occurrence

3-Chlorobenzoic acid is prepared by oxidation of 3-chlorotoluene.

It is a metabolic byproduct of the drug bupropion.^[2]

References

^ Takao Maki; Kazuo Takeda (2002). "Benzoic Acid and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a03_555. ISBN 3527306730..
^ National Center for Biotechnology Information. "3-chlorobenzoic acid". PubChem. Retrieved 27 October 2018.

[1] Takao Maki; Kazuo Takeda (2002). "Benzoic Acid and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a03_555. ISBN 3527306730..

[2] National Center for Biotechnology Information. "3-chlorobenzoic acid". PubChem. Retrieved 27 October 2018.

[1]