62476-59-9 Usage
Description
5-(2-Chloro-4-(trifluoro-methyl)phenoxy)-2-nitro-benzoic acid sodium salt is a chemical compound with the molecular formula C14H6ClF3NO5S. It is a white powder with a melting point of 255-257°F (124-125°C). 5-(2-Chloro-4-(trifluoro-methyl)phenoxy)-2-nitro-benzoic acid sodium salt is known for its herbicidal properties and is used in the agricultural industry for controlling weeds and grasses.
Uses
Used in Agricultural Applications:
5-(2-Chloro-4-(trifluoro-methyl)phenoxy)-2-nitro-benzoic acid sodium salt is used as a nonselective herbicide for preand post-emergent control of annual broadleaf weeds and grasses in agricultural crops. It is effective in penetrating the plant cytoplasm, causing the formation of peroxides and free electrons (requires light), which ultimately leads to the destruction of the cell membrane. This prevents translocation to other regions of the plant, effectively controlling weed growth.
Used in Soybean Crops:
A significant portion of the agricultural consumption of 5-(2-Chloro-4-(trifluoro-methyl)phenoxy)-2-nitro-benzoic acid sodium salt, estimated at 200,000 pounds, is applied to soybean crops. It helps in controlling weeds and grasses, ensuring better growth and yield of the soybean plants.
Used in Other Agricultural Crops:
In addition to soybean crops, 5-(2-Chloro-4-(trifluoro-methyl)phenoxy)-2-nitro-benzoic acid sodium salt is also used on agricultural crops such as peanuts, rice, peas, and strawberries. It provides effective weed control, leading to improved crop quality and yield.
Used in Residential Applications:
5-(2-Chloro-4-(trifluoro-methyl)phenoxy)-2-nitro-benzoic acid sodium salt is registered for residential use, primarily for spot treatment with ready-to-use formulations. However, its application in residential settings is minor compared to agricultural use, as it is a nonselective herbicide that kills both weeds and grasses.
Formulation Types:
5-(2-Chloro-4-(trifluoro-methyl)phenoxy)-2-nitro-benzoic acid sodium salt can be used alone or formulated with similar herbicides. Various formulation types include liquid, ready-to-use, and soluble concentrates, which cater to different application methods and requirements.
Application Methods:
Agricultural crop applications of 5-(2-Chloro-4-(trifluoro-methyl)phenoxy)-2-nitro-benzoic acid sodium salt are conducted by aircraft and by broadcast and band treatment using ground equipment. A trigger spray bottle for spot treatment is used by both agricultural and residential applicators.
Environmental Considerations:
In the environment, 5-(2-Chloro-4-(trifluoro-methyl)phenoxy)-2-nitro-benzoic acid sodium salt degrades to acifluorfen (or acifluorfen acid), which is also a degradation product of lactofen, another herbicide used on agricultural crops and in forestry. The US Environmental Protection Agency (EPA) has conducted an assessment to determine the eligibility of pesticide products containing this active ingredient for reregistration, with certain stipulations and additional label requirements to limit the potential for drift.
Regulatory Status:
Sodium acifluorfen, the active ingredient in 5-(2-Chloro-4-(trifluoro-methyl)phenoxy)-2-nitro-benzoic acid sodium salt, was first registered in the United States in 1980 as the herbicide Blazer by the Rohm and Haas Company. In 1987, the BASF Corporation purchased the registration and supporting data. Under the Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA) Section 3, all new pesticides used in the United States must be registered by the Administrator of the US EPA. There are 12 registrations for sodium acifluorfen.
Air & Water Reactions
Water soluble.
Environmental Fate
Acifluorfen inhibits the enzyme protoporphyrinogen oxidase,
which catalyzes the dehydrogenation of protoporphyrinogen
IX to protoporphyrin IX. In the presence of light, accumulated
protoporphyrin can generate highly reactive oxygen species and
induce membrane lipid peroxidation. The peroxidation of the
lipid can result in a chain reaction and cause fragmentation and
destruction of the lipid. The consequence of lipid peroxidation
for a cell is loss of the membrane function. The primary target
organs for sodium acifluorfen are the liver and kidneys.
However, there are limited data that suggest cells can synthesize
cytochrome P450 for detoxification of sodium acifluorfen.
Further study is needed to confirm this.
Toxicity evaluation
Sodium acifluorfen is directly released into the environment as
a pre/postemergent herbicide. In the environment, sodium
acifluorfen dissociates to acifluorfen. Sodium acifluorfen has
an estimated Henry’s law constant of 6.03 × 10-11 atmm3
mol-1 derived from a vapor pressure of 1.33 ×105mm
Hg. Sodium acifluorfen has a water solubility of 62.07 g
100 ml1 (at 20°C) and an octanol/water partition coefficient
of 1.55. Additionally, sodium acifluorfen has a pKa of 3.86,
indicating it will exist in the anion form at pH values
from 5 to 9. Acifluorfen has an estimated vapor pressure of
1.5×10-8mm Hg, Koc values from 44 to 684, and an estimated
pKa of 2.07.
The pKa of sodium acifluorfen indicates the compound
will exist in an anion form in the environment. Compared
to their neutral counterparts, anion forms do not strongly
adsorb to soils containing organic carbon and clay. Anions
do not volatilize, therefore it is highly unlikely that acifluorfen
will volatilize from dry or moist soil conditions.
Additionally, volatilization of sodium acifluorfen from water
surfaces is also highly unlikely. The estimated vapor pressure
of acifluorfen indicates that it will exist in both the vapor
and particulate phases in the ambient air. Based on the Koc
value range of 44–684, acifluorfen has a very high to low
mobility in soil. Adsorption and desorption are strongly
correlated to site-specific soil parameters such as pH and
mineral content.
Check Digit Verification of cas no
The CAS Registry Mumber 62476-59-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,2,4,7 and 6 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 62476-59:
(7*6)+(6*2)+(5*4)+(4*7)+(3*6)+(2*5)+(1*9)=139
139 % 10 = 9
So 62476-59-9 is a valid CAS Registry Number.
InChI:InChI=1/C14H7ClF3NO5.Na/c15-10-5-7(14(16,17)18)1-4-12(10)24-8-2-3-11(19(22)23)9(6-8)13(20)21;/h1-6H,(H,20,21);/q;+1
