Tricamba

Tricamba
	source ↗
Names
	Preferred IUPAC name 2,3,5-trichloro-6-methoxybenzoic acid
	Other names 3,5,6-trichloro-o-anisic acid
Identifiers
CAS Number	2307-49-5 Y;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:82184;
ChEMBL	ChEMBL2260705;
ChemSpider	15943;
ECHA InfoCard	100.017.260
EC Number	218-985-2;
KEGG	C19057;
PubChem CID	16824;
UNII	TK58UR1S48;
CompTox Dashboard (EPA)	DTXSID2042486 ;
	InChI InChI=1S/C8H5Cl3O3/c1-14-7-4(10)2-3(9)6(11)5(7)8(12)13/h2H,1H3,(H,12,13) Key: WCLDITPGPXSPGV-UHFFFAOYSA-N;
	SMILES COc1c(Cl)cc(Cl)c(Cl)c1C(=O)O;
Properties
Chemical formula	C8H5Cl3O3
Molar mass	255.48 g·mol−1
Appearance	White crystalline solid
Solubility in water	Slightly soluble
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Moderate toxicity, respiratory, eye and skin irritation
	GHS labelling:[1]
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
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	970 mg/kg (oral, rat); 1000 mg/kg (dermal, rat);
Related compounds
Related compounds	Dicamba
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Tricamba is an obsolete benzoic acid herbicide once used to control annual and perennial weeds, similar to dicamba. It is selective, systemic, and absorbed through leaves.² It was introduced in the early 1960s.¹

Chemical properties

Tricamba is achiral,³ and while only slightly soluble in water, is soluble in most organic solvents, and forms water-soluble alkali metal salts. It is stable to oxidation and hydrolisis under conventional conditions.¹

Safety

Tricamba is of low toxicity to mammals and birds. Its LD₅₀ ranges from 283 to 951 mg/kg depending on species. It is of low dietary toxicity, and is unlikely to be hazardous in normal agricultural usage. Tricamba is significantly more toxic than dicamba.¹

Tradenames

It has been sold under the tradename "Banvel T".⁴

References

Edson, E. F.; Sanderson, D. M. (1 January 1965). "Toxicity of the herbicides, 2-methoxy-3,6-dichlorobenzoic acid (dicamba) and 2-methoxy-3,5,6-trichlorobenzoic acid (tricamba)". Food and Cosmetics Toxicology. 3: 299–304. doi:10.1016/S0015-6264(65)80088-8. PMID 5861114.
Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242 Link: http://sitem.herts.ac.uk/aeru/ppdb/en/Reports/3614.htm
"GSRS". gsrs.ncats.nih.gov.
"Document Display (PURL) | NSCEP | US EPA". nepis.epa.gov.

Links

Tricamba in the Pesticide Properties DataBase (PPDB)
Tricamba, EPA

[bobby-1] Edson, E. F.; Sanderson, D. M. (1 January 1965). "Toxicity of the herbicides, 2-methoxy-3,6-dichlorobenzoic acid (dicamba) and 2-methoxy-3,5,6-trichlorobenzoic acid (tricamba)". Food and Cosmetics Toxicology. 3: 299–304. doi:10.1016/S0015-6264(65)80088-8. PMID 5861114.

[database-2] Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242 Link: http://sitem.herts.ac.uk/aeru/ppdb/en/Reports/3614.htm

[3] "GSRS". gsrs.ncats.nih.gov.

[4] "Document Display (PURL) | NSCEP | US EPA". nepis.epa.gov.

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