Tricamba

Tricamba
Names
Preferred IUPAC name
2,3,5-trichloro-6-methoxybenzoic acid
Other names
3,5,6-trichloro-o-anisic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.017.260 Edit this at Wikidata
EC Number
  • 218-985-2
KEGG
UNII
  • 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
  • COc1c(Cl)cc(Cl)c(Cl)c1C(=O)O
Properties
C8H5Cl3O3
Molar mass 255.48 g·mol−1
Appearance White crystalline solid[1]
Slightly soluble[1]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Moderate toxicity, respiratory, eye and skin irritation[2]
GHS labelling:[1]
GHS07: Exclamation mark
Warning
H302, H315, H319, H335
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):
  • 970 mg/kg (oral, rat)[1]
  • 1000 mg/kg (dermal, rat)[2]
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).

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

  1. ^ a b c d e f 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.
  2. ^ a b c 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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