| Identification | Back Directory | [Name]
Tembotrione [iso] | [CAS]
335104-84-2 | [Synonyms]
BAY 747
Tembotrione
Tembotrione [iso]
TEMBOTRIONE(WXC06044)
Tembotrione@100 μg/mL in Acetonitrile
2-{2-CHLORO-4-METHANESULFONYL-3-[(2,2,2-TRIFLUOROETHOXY)METHYL]BENZOYL}CYCLOHEXANE-1,3-DIONE
2-[2-Chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzoyl]-1,3-cyclohexanedione
2-{2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzoyl}cyclohexane-1,3-dione
1,3-Cyclohexanedione, 2-[2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzoyl]- | [Molecular Formula]
C17H16ClF3O6S | [MDL Number]
MFCD11840613 | [MOL File]
335104-84-2.mol | [Molecular Weight]
440.82 |
| Chemical Properties | Back Directory | [Boiling point ]
612.9±55.0 °C(Predicted) | [density ]
1.458±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
3.17±0.50(Predicted) | [color ]
White to light yellow | [Henry's Law Constant]
5.8×109 mol/(m3Pa) at 25℃, HSDB (2015) | [Major Application]
agriculture
environmental | [InChI]
InChI=1S/C17H16ClF3O6S/c1-28(25,26)13-6-5-9(15(18)10(13)7-27-8-17(19,20)21)16(24)14-11(22)3-2-4-12(14)23/h5-6,14H,2-4,7-8H2,1H3 | [InChIKey]
IUQAXCIUEPFPSF-UHFFFAOYSA-N | [SMILES]
C1(=O)CCCC(=O)C1C(=O)C1=CC=C(S(C)(=O)=O)C(COCC(F)(F)F)=C1Cl | [LogP]
0.924 (est) | [EPA Substance Registry System]
Tembotrione (335104-84-2) |
| Hazard Information | Back Directory | [Uses]
Tembotrione is one of the pesticides found in surface waters. It can also be found as pesticide residues in fruits and vegetables. | [Definition]
ChEBI: An aromatic ketone that is 2-benzoylcyclohexane-1,3-dione in which the phenyl group is substituted at positions 2, 3, and 4 by chlorine, (2,2,2-trifluoroethoxy)methyl, and methylsulfonyl groups, respectively. It is a post-emergence herbicide used (particul
rly in conjunction with the herbicide safener cyprosulfamide) for the control of a wide range of broad-leaved and grassy weeds in corn and other crops. | [Mechanism of action]
Broad-spectrum. Inhibits the enzyme 4-hydroxyphenylpyruvate dioxygenase (4-HPPD). | [Synthesis]
A synthetic process of herbicide tembotrione. The synthetic process comprises the following steps:
step 1) adding methyl 2-chloro-3-methyl-4-methylsulfonylbenzoate, a solvent,a catalyst and hydrobromic acid at the first, then dropwise adding hydrogen peroxide, washing with water, concentrating and recrystallizing after reaction to obtain bromine methyl 2-chloro-3-bromomethyl-4-methylsulfonylbenzoate;
step 2) enabling the bromide, an alkali 1, the catalyst, the solvent and 2,2,2-trifluoroethanol to react, filtering, washing with water and concentrating after reaction; adding an alkali 2 and water to react, acidifying, filtering, washing and drying to obtain an etherate 2-chloro-3-(2,2,2-trifluoroethoxy)methyl-4-methanesulfonylbenzoic acid;
step 3) removing the solvent after reacting the etherate, the catalyst, thionyl chloride and the solvent; adding 1,3-cyclohexanedione and the solvent, dropwise adding triethylamine; adding acetone cyanohydrin after reaction, washing with water, layering, removing the solvent from an oil layer, adding the solvent for recrystallization, filtering and drying to obtain a beige solid, namely tembotrione.
 | [Pesticide Type]
Herbicide |
|
|