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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 100g/L SC;Mesotrione 480g/l sc
CBNumber:
CB3462579
Molecular Formula:
C14H13NO7S
Molecular Weight:
339.32
MDL Number:
MFCD04112617
MOL File:
104206-82-8.mol
Last updated:2024-10-30 20:13:01

Mesotrione Properties

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)
form Solid
pka pKa (20°): 3.12
color White to off-white
BRN 8999656
InChIKey KPUREKXXPHOJQT-UHFFFAOYSA-N
LogP -0.700 (est)
CAS DataBase Reference 104206-82-8(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 48TR68G21T
Pesticides Freedom of Information Act (FOIA) Mesotrione
EPA Substance Registry System Mesotrione (104206-82-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS08,GHS09
Signal word  Warning
Hazard statements  H361d-H373-H410
Precautionary statements  P202-P260-P273-P280-P308+P313-P391
Hazard Codes  N
Risk Statements  50/53
Safety Statements  60-61
RIDADR  UN 3077
WGK Germany  2
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

Mesotrione price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 33855 Mesotrione PESTANAL?, analytical standard 104206-82-8 100mg $98.8 2024-03-01 Buy
TRC M225765 Mesotrione 104206-82-8 1g $215 2021-12-16 Buy
Medical Isotopes, Inc. 59649 Mesotrione 104206-82-8 250mg $610 2021-12-16 Buy
American Custom Chemicals Corporation PST0000234 MESOTRIONE 95.00% 104206-82-8 5G $909.56 2021-12-16 Buy
Medical Isotopes, Inc. 59649 Mesotrione 104206-82-8 10g $1375 2021-12-16 Buy
Product number Packaging Price Buy
33855 100mg $98.8 Buy
M225765 1g $215 Buy
59649 250mg $610 Buy
PST0000234 5G $909.56 Buy
59649 10g $1375 Buy

Mesotrione Chemical Properties,Uses,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

Herbicide.

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.

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

Global( 271)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12837 58
Qingdao Trust Agri Chemical Co.,Ltd
+8613573296305 aroma@qdtrustagri.com China 301 58
Nantong Guangyuan Chemicl Co,Ltd
+undefined17712220823 admin@guyunchem.com China 615 58
Frapp's ChemicalNFTZ Co., Ltd.
+86 (576) 8169-6106 sales@frappschem.com China 880 50
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21639 55
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679 +8618949832763 info@tnjchem.com China 2986 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3619 58
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29886 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com China 2930 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28172 58

View Lastest Price from Mesotrione manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Mesotrione pictures 2024-10-30 Mesotrione
104206-82-8
US $123.00-52.00 / mg 99.39% 10g TargetMol Chemicals Inc.
Mesotrione pictures 2024-10-17 Mesotrione
104206-82-8
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Weibang Biotechnology Co., Ltd
MESOTRIONE  pictures 2024-08-27 MESOTRIONE
104206-82-8
US $0.00 / KG 100KG 98 200TONS qingdao trust agri chemical co.,ltd
  • Mesotrione pictures
  • Mesotrione
    104206-82-8
  • US $123.00-52.00 / mg
  • 99.39%
  • TargetMol Chemicals Inc.
  • Mesotrione pictures
  • Mesotrione
    104206-82-8
  • US $0.00-0.00 / KG
  • 99%
  • Hebei Weibang Biotechnology Co., Ltd
  • MESOTRIONE  pictures
  • MESOTRIONE
    104206-82-8
  • US $0.00 / KG
  • 98
  • qingdao trust agri chemical co.,ltd
MESOTRIONE MESOTRION, PESTANAL 1,3-Cyclohexanedione, 2-4-(methylsulfonyl)-2-nitrobenzoyl- mesotrione (bsi, pa iso) (4-(METHYLSULFONYL)-2-NITROBENZOYL)-1,3-CYCLOHEXANEDIONE mesotrione 2-[4-(methylsulfonyl)-2-nitrobenzoyl]-1,3-cyclohexanedione Messotrione 2-[4-(Methylsulfonyl)-2-nitrobenzoyl]cyclohexane-1,3-dione Mesotrione 480g/l sc Mesotrione 100g/L SC Mesotrione 0.1 Mesotrione Solution, 1000ppm Mesotrione@100 μg/mL in Acetonitrile Mesotrione Standard Mesotrione Solution in Methanol, 100μg/mL 2-(4-methanesulfonyl-2-nitrobenzoyl)cyclohexane -1,3-dione TIANFU-CHEM -Mesotrione 2-(4-MESYL-2-NITROBENZOYL)-1,3-CYCLOHEXANEDIONE MESOTRION Weedicide Mesotrione C14914000 Mesotrione Mesotrione 10.0 μg/ml Acetonitrile Mesotrione in Acetonitrile 104206-82-8 C14H13NO7S