2,4-Dichlorobenzoic acid

2,4-Dichlorobenzoic acid
Names
	Preferred IUPAC name 2,4-Dichlorobenzoic acid
Identifiers
CAS Number	50-84-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:30748;
ChEMBL	ChEMBL1492029;
ChemSpider	5583;
ECHA InfoCard	100.000.062
EC Number	200-067-8;
Gmelin Reference	562565
KEGG	C06670;
PubChem CID	5787;
UNII	0SR0320D45;
CompTox Dashboard (EPA)	DTXSID0024977 ;
	InChI InChI=1S/C7H4Cl2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3H,(H,10,11) Key: ATCRIUVQKHMXSH-UHFFFAOYSA-N;
	SMILES C1=CC(=C(C=C1Cl)Cl)C(=O)O;
Properties
Chemical formula	C7H4Cl2O2
Molar mass	191.01 g·mol−1
Appearance	white solid
Melting point	164 °C (327 °F; 437 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319, H335
Precautionary statements	P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

2,4-Dichlorobenzoic acid is an organic compound with the formula C₆H₃Cl₂CO₂H. It is one of more important of several isomers of dichlorobenzoic acid. It can be prepared by oxidation of 2,4-dichlorotoluene.^[2] The coenzyme A thioester of 2,4-dichlorobenzoic acid is the substrate for 2,4-dichlorobenzoyl reductase.

Applications

2,4-Dichlorobenzoic acid has a role to play in the production of the following agents: Lobenzarit,^[3] Furosemide,^[4] Mepacrine (page 572),^[5] M-12325.^[6] TO-115 [82050-51-9]

References

↑ "2,4-Dichlorobenzoic acid". pubchem.ncbi.nlm.nih.gov.
↑ Takao Maki, Kazuo Takeda "Benzoic Acid and Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi:10.1002/14356007.a03_555.
↑ Denny, W. A., Atwell, G. J., Baguley, B. C. (November 1983). "Potential antitumor agents. Part 38. 3-Substituted 5-carboxamido derivatives of amsacrine". Journal of Medicinal Chemistry. 26 (11): 1619–1625. doi:10.1021/jm00365a013.
↑ Sturm, K., Siedel, W., Weyer, R., Ruschig, H. (January 1966). "Zur Chemie des Furosemids, I. Synthesen von 5‐Sulfamoyl‐anthranilsäure‐Derivaten". Chemische Berichte. 99 (1): 328–344. doi:10.1002/cber.19660990150. ISSN 0009-2940. Retrieved 28 August 2026.
↑ Vardanyan, R. S., Hruby, V. J. (2006). Synthesis of essential drugs. Elsevier. ISBN 9780444521668.
↑ Castañer, J., Hopkins, S. J. (1983). "M-12,325". Drugs of the Future. 8 (3): 206. doi:10.1358/dof.1983.008.03.63669. ISSN 0377-8282. Retrieved 28 August 2026.

[1] "2,4-Dichlorobenzoic acid". pubchem.ncbi.nlm.nih.gov.

[Ullmann-2] Takao Maki, Kazuo Takeda "Benzoic Acid and Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi:10.1002/14356007.a03_555.

[3] Denny, W. A., Atwell, G. J., Baguley, B. C. (November 1983). "Potential antitumor agents. Part 38. 3-Substituted 5-carboxamido derivatives of amsacrine". Journal of Medicinal Chemistry. 26 (11): 1619–1625. doi:10.1021/jm00365a013.

[4] Sturm, K., Siedel, W., Weyer, R., Ruschig, H. (January 1966). "Zur Chemie des Furosemids, I. Synthesen von 5‐Sulfamoyl‐anthranilsäure‐Derivaten". Chemische Berichte. 99 (1): 328–344. doi:10.1002/cber.19660990150. ISSN 0009-2940. Retrieved 28 August 2026.

[5] Vardanyan, R. S., Hruby, V. J. (2006). Synthesis of essential drugs. Elsevier. ISBN 9780444521668.

[6] Castañer, J., Hopkins, S. J. (1983). "M-12,325". Drugs of the Future. 8 (3): 206. doi:10.1358/dof.1983.008.03.63669. ISSN 0377-8282. Retrieved 28 August 2026.

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