Tricamba

Tricamba
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 ;
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:
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. It was introduced in the early 1960s.

Chemical properties

Tricamba is achiral, 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.

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.

Tradenames

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

References

1 2 3 4 5 6 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.
1 2 3 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] 1 2 3 4 5 6 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] 1 2 3 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.