2,4,6-trichlorobenzoic acid

Smith and Fitzpatrick [252] have also described a thin layer method for the detection in water and soil of herbicide residues, including Atrazine, Barban, Diuron, Linuron, Monuron, Simazine, Trifluralin, Bromoxynil, Dalapon, Dicamba, MCPB, Mecoprop, Dicloram, 2,4-D, 2,4-DB, Dichloroprop, 2,4,5-T, and 2,3,6-trichlorobenzoic acid. 

Benzoic acid, a common food preservative, may be a suitable substrate to achieve biostimulation. It is a relatively inexpensive, harmless aromatic compound that has been previously used in analogue enrichment1 schemes to enhance biodegradation of the aromatic herbicide, 2,3,6-trichlorobenzoic acid (2,3,6-TBA) [336]. Benzoate ion is also an intermediate in the toluene pathway and it can induce related enzymes involved in the degradation of toluene and m-and p-xylenes [336]. In addition, the anionic nature of benzoic acid would minimize its retardation and facilitate its distribution when injected into an... 

Benzoic acid, see Anthracene, Biphenyl, 2-Bromobenzoic acid, 2-Bromobenzoic acid, 4-Bromobenzoic acid, 2-Chlorobenzoic acid, 3-Chlorobenzoic acid, 3,5-Dichlorobenzoic acid, Di-n-butyl phthalate, Dicamba, Ethylbenzene, Fluoranthene, 3-Iodobenzoic acid. Naphthalene, Styrene, Permethrin, Toluene, 2,3,6-Trichlorobenzoic acid, oXylene, ro-Xylene, p-Xylene... 

Photolytic. Plimmer (1970) postulated that the irradiation of 2,3,6-trichlorobenzoic acid in methanol will undergo dechlorination forming 2,3-, 2,6-, and 3,6-dichlorobenzoic acids. Continued irradiation may yield 2- and 3-chlorobenzoic acids which may ultimately form benzoic acid (Plimmer, 1970). 

Table 5 is a more comprehensive compilation of the DMN content of some herbicides formulated as the dimethylamine salts (53). Five out of six formulations of 2,4-D contained DMN at levels of between 60 and 370 Pg/l. All four formulations of MCPA contained DMN at levels of between 250 and 650 yg/1. DMN levels of between 187,000 and 640,00 yg/1 were found in formulations of 2,3, 6-trichlorobenzoic acid which had been stored in metal cans to which sodium nitrite had been added. Table 5 represents a comparative study between an EPA laboratory and Thermo Electron. The decrease of the DMN level for any one compound reflects the success of the manufacturers in decreasing the DMN contamination (60). 

There is little published information of interest to carbohydrate chemists concerning the benzoic acid herbicides. The predominant member, 2,3,6-trichlorobenzoic acid, inhibited uptake and utilization109 of acetate-14C. It shows some auxin-like properties, whereas 2,3,5-triiodobenzoic acid appears to block the transport of natural and synthetic auxins, and has often been termed an antiauxin. The triiodo compound inhibited oxygen (86% at... 

Many synthetic auxins have been produced, including 2,4-dichIoro-phenoxyacetic acid or 2,4-D naphthalene-l-acetic acid and 2,3,6-trichlorobenzoic acid, among others. Used as a herbicide. 2.4-D is described in Herbicides. 

The first material seriously considered as a candidate ripener for increasing sugar yields was the dimethylamine salt of 2,3,6-trichlorobenzoic acid. However, because of a number of technical, environmental, and legal proglems, this material did not prove successful commercially. Nevertheless, it served as a standard for comparison in screening tests aimed at finding better sugarcane ripeners. 

The benzoic acid derivatives, such as 2,3,6-trichlorobenzoic acid, behave like the chlorophenoxy compounds. In general, they are slightly soluble in water but tend to leach readily into the soil. In areas of light rainfall some of these compounds may persist for five or more seasons others are lost in one season. There is evidence that some of the loss may be caused by volatilization. 

Trichlorobenzoic acid Tetrabutylammonium bromide r rf-Butylacetyl chloride Tetrabutylammonium chloride Tetrabutylammonium fluoride Tetrabutylammonium hydrogen sulfate Tetrabutylammonium iodide Tetra- -butylammonium perchlorate Tetra- -butylammonium succinimide p-r rf-Butylcatechol Thexylborane-A,A-diethylaniline... 

Trysben. Because of the early positive results mentioned above with Pesco 1815, Trysben (the dimethylamine salt of 2,3,6-trichlorobenzoic acid) was studied extensively in the early stages of the work in Hawaii. 

Fenacf 2.3.6- TBAf 2.3.5.6- TBA Amibenf 2.3.6- trichlorophenylacetic acid 2.3.6- trichlorobenzoic acid 2.3.6.6- tetrachlorobenzoic acid 3,amino-2,6-dichlorobenzoic acid... 

Of the many compounds investigatea only the 2,3,6-trichlorobenzoic acid and two substituted dichlorobenzoic acids have gained commercial interest. 

Trichlorobenzoic acid (TBA, 1) was introduced in the United States in 1956 under the trade mark Trysben . 

Other important members of synthetic auxins include 2,3,6-trichlOrobenzoic acid and 2-methoxy-3,6-dichlorobenzoic acid in the benzoic acid group and a-naphthoxyacetic acid and 4-amino-3,5,6-trichloropicolinic acid in the naphthoxy acid group. 

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