Mesotrione
Description Chemical and Physical Properties Mechanism of Action Preparation Consumption Precautionary Statements- Product Name
- Mesotrione
- CAS No.
- 104206-82-8
- Chemical Name
- Mesotrione
- Synonyms
- MESOTRION;2-(4-MESYL-2-NITROBENZOYL)-1,3-CYCLOHEXANEDIONE;Weedicide Mesotrione;MESOTRIONE;Messotrione;Mesotrione 0.1;MESOTRION, PESTANAL;Mesotrione Standard;Mesotrione 480g/l sc;Mesotrione 100g/L SC
- CBNumber
- CB3462579
- Molecular Formula
- C14H13NO7S
- Formula Weight
- 339.32
- MOL File
- 104206-82-8.mol
Mesotrione Property
- Melting point:
- 165°
- Boiling point:
- 643.3±55.0 °C(Predicted)
- Density
- 1.474±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly, Heated)
- pka
- pKa (20°): 3.12
- BRN
- 8999656
- InChIKey
- KPUREKXXPHOJQT-UHFFFAOYSA-N
- LogP
- -0.700 (est)
- CAS DataBase Reference
- 104206-82-8(CAS DataBase Reference)
- EPA Substance Registry System
- Mesotrione (104206-82-8)
Safety
- Hazard Codes
- N
- Risk Statements
- 50/53
- Safety Statements
- 60-61
- RIDADR
- UN 3077
- WGK Germany
- 2
- Hazardous Substances Data
- 104206-82-8(Hazardous Substances Data)
- Toxicity
- LD50 in rats (mg/kg): >5000 orally; >2000 dermally; LC50 in rats (mg/l): >5 by inhalation; LC50 (96 hr) in bluegill sunfish, rainbow trout (mg/l): >120, >120
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H373May cause damage to organs through prolonged or repeated exposure
H410Very toxic to aquatic life with long lasting effects
- Precautionary statements
-
P202Do not handle until all safety precautions have been read and understood.
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P308+P313IF exposed or concerned: Get medical advice/attention.
P391Collect spillage. Hazardous to the aquatic environment
N-Bromosuccinimide Price
- Product number
- 33855
- Product name
- Mesotrione
- Purity
- PESTANAL?, analytical standard
- Packaging
- 100mg
- Price
- $98.8
- Updated
- 2024/03/01
- Product number
- M225765
- Product name
- Mesotrione
- Packaging
- 1g
- Price
- $215
- Updated
- 2021/12/16
- Product number
- 59649
- Product name
- Mesotrione
- Packaging
- 250mg
- Price
- $610
- Updated
- 2021/12/16
- Product number
- PST0000234
- Product name
- MESOTRIONE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $909.56
- Updated
- 2021/12/16
- Product number
- 59649
- Product name
- Mesotrione
- Packaging
- 10g
- Price
- $1375
- Updated
- 2021/12/16
Mesotrione Chemical Properties,Usage,Production
Description
Mesotrione (2-[4-(methylsulfonyl)-2-nitrobenzoyl]-cylohexane-1,3-dione) is a selective herbicide which is also referred to as Callisto and Tenacity (trademarks). It was introduced to the market in 2001 for use in maize plantations as a control measure against grass and broad-leaved weeds. Mesotrione is a triketone herbicide which was formulated after the discovery of the naturally occurring phytotoxin leptospermone secreted by the Callistemon citrinus plant.
Chemical and Physical Properties
Mesotrione is a light yellow opaque solid with a faint pleasant odour. It dissolves at a rate of 2.2 g/l at 200 C in unbuffered water whose pH is 4.8. It also dissolves in n-heptane <0.5, xylene 1.6, toluene 3.1, methanol 4.6, ethyl acetate 18.6, 1,2-dichloroethane 66.3, acetone 93.3, and in acetonitrile 117.0, all in g/l at 200 C.
Mesotrione has a molecular weight of 339.318 g/mol, a monoisotopic mass of 339.041 g/mol and an exact mass of 339.041 g/mol. It has a heavy atom count of 23 and a complexity of 627.
Mechanism of Action
Studies indicate that the toxic influence of the compound can be attributed to high plasma concentration levels of tyrosine which is resultant of inhibition by 4-hydroxyphenylpyruvate dioxygenase (HPPD). HPPD is an essential constituent of the biochemical route that aids the conversion of tyrosine to alpha-tocopherol and plastoquino\ne.
Mesotrione is a highly potent agonist of HPPD against Arabidopsis thaliana, which is indicated by the Ki figure of c 6-18 pM. It is readily absorbed by weed species after foliar application and it is widely distributed to various parts of the plant through basipetal and acropetal movement.
Maize crops are generally tolerant to Mesotrione as a result of selective metabolism by the plant. The compound may take a relatively long time to be absorbed in some weed species hence Mesotrione is applied as a selective herbicide in maize plantations.
The plasma half-life of the compound is approximately 1 hour.
Preparation
Mesotrione is synthesized through the reaction of acetyl chloride with 3-methylmercaptonitrobenzene with aluminum trichloride as the catalyst. The relative ketone is oxidized with sodium oxychloride which results in the 4-methylsulfonyl compound, which is condensed with cyclohexane-1,3-dione to obtain the respective enol ester. The latter is reorganized to the appropriate form of the product with potassium cyanide with triethylamine as the catalyst.
Mesotrione is available as a soluble solid or concentrates, as a pressurized liquid, a ready to use solution, soluble concentrate, emulsifiable concentrate, water dispersible granules and in granular form.
Some of its premix partners may include terbuthylazine, Rimsulfron, Nicosulfron, S-Metolachlor, Glyphosphate and Atrazine.
Consumption
A study indicated that the total usage of the compound in the last 5 years is primarily in corn, which accounts for about 98% of the total acres treated and the total pounds of the applied Mesotrione. Field corn accounts for the highest percentage of the treated crops in regards to the acres treated and the acreage of crops grown at 20.2%.
Precautionary Statements
The applicator should put on protective gear when handling Mesotrione concentrate or contaminated surfaces. It is recommended that one avoids eating, drinking or smoking while handling the product and that one should always wash off any splashes that come into contact with the skin immediately.
During the application process, the sprayer should ensure that the machine is calibrated appropriately, the nozzles are in a matched set and the machine is adjusted to the respective level of the crop. The concentrates should not be left in the sprayer for extended periods of time.
Mesotrione may cause mild or acute eye irritation. However, it is not a dermal irritant.
Uses
Mesotrione is a herbicide that works by inhibiting 4-hydroxyphenylpyruvate dioxygenase (HPPD), a crucial enzyme for the biosynthesis of carotenoid in plants. Mesotrione is also a synthetic analog of l epospermone.
Uses
Herbicide.
Definition
ChEBI: An aromatic ketone that is cyclohexa-1,3-dione in which one of the hydrogens at position 2 is substituted by a 4-(methanesulfonyl)-2-nitrobenzoyl group.
Mesotrione Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Mesotrione manufacturers
- Product
- mesotrione 104206-82-8
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1000kg
- Release date
- 2023-10-18
- Product
- Mesotrione 104206-82-8
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2023-03-20
- Product
- Mesotrione 104206-82-8
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 50000KG/month
- Release date
- 2023-06-20