Tembotrione [iso] Chemical Properties

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)

pka

3.17±0.50(Predicted)

form 

Solid

color 

White to light yellow

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)

Safety Information

Hazard Codes 

Xn,N

Risk Statements 

43-50/53

Safety Statements 

36/37-60-61

RIDADR 

UN 3077 9 / PGIII

WGK Germany 

3

Storage Class

13 - Non Combustible Solids

Hazard Classifications

Aquatic Acute 1
Aquatic Chronic 1
Repr. 2
Skin Sens. 1
STOT RE 2

Hazardous Substances Data

335104-84-2(Hazardous Substances Data)

Tembotrione [iso] Usage And Synthesis

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.

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.

Tembotrione [iso](335104-84-2)Related Product Information

• Chlorosulfonyl isocyanate
• ATRAZINE SOLUTION 100UG/ML IN T-BUTYLMETHYL ETHER 1ML