Tembotrione

Description

Tembotrione · CAS 263401-02-1 · C17H16ClF3O6S. UNII WA5UZ202KS. Melting Point: 123 °C; Melting Point: MP: 117 °C; Density: 1.56 at 20 °C.

Identification

CAS Registry Number	263401-02-1
PubChem CID	11556911
Molecular formula	C17H16ClF3O6S
IUPAC name	2-[2-chloro-4-methylsulfonyl-3-(2,2,2-trifluoroethoxymethyl)benzoyl]cyclohexane-1,3-dione
UNII (FDA)	WA5UZ202KS

Computed Descriptors

Molecular Weight	440.8
XLogP3	2.2
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	6
Exact Mass	440.0308216
Monoisotopic Mass	440.0308216
Topological Polar Surface Area	103
Heavy Atom Count	28
Formal Charge	0

Physical & Chemical Properties

Melting Point	123 °C
Melting Point	MP: 117 °C
Density	1.56 at 20 °C
Vapor Pressure	1.1X10-5 mPa (20 °C) /SRC: 8.3X10-11mm Hg at 20 °C/
LogP	log Kow = -1.37 (pH 9.0, 23 °C); -1.09 (pH 7, 24 °C); 2.16 (pH 2.0, 23 °C)
pH	pH 3.63 at 24 °C
Dissociation Constants	pKa = 3.2

Physical description & handling notes

• Beige powder
• In DMSO and methylene chloride >600, acetone 300-600, ethyl acetate 180.2, toluene 75.7, hexane 47.6, ethanol 8.2 (all in mg/L, 20 °C)
• In water, 0.22 (pH 4), 28.3 (pH 7) (both in g/L, 20 °C)
• 185.1 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID5047037]
• 188.5 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID5047037]
• 189.3 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID5047037]

GHS Hazard Classification

Reported hazard statements	H317, H373, H400, H410, H361 (19%)

Documented Uses

• Herbicides (benzoylcyclohexanedione herbicides)
• Applied post-emergence to control a wide range of dicotyledonous and moncotyledonous weed species in maize
• Mesotrione is prepared by reaction of 3-methylmercaptonitrobenzene with acetyl chloride in the presence of aluminum trichloride yielding the corresponding ketone, which is oxidized with sodium oxychloride giving the corresponding 4-methylsulfonyl compound, which in turn is condensed with cyclohexane-1,3-dione to give the corresponding enol ester. The latter is rearranged to the desired product with potassium cyanide in the presence of triethylamine. ... Tembotrione can be synthesized according to the ... procedure
• In a series of metabolism studies, [phenyl-U-14C]-AE 0172747 (/tembotrione/ Batch # Z 31053-4; radiochemical purity 99.5%) or [cyclohexyl-UL-14C]-AE 0172747 (/tembotrione/ Batch #s BECH 1517 or BECH 1523; radiochemical purity >98%) in PEG 200 was administered by oral gavage to groups of four Wistar rats/sex/dose at doses of 5 or 1000 mg/kg. The concentration time-courses of radioactivity in blood and plasma were calculated, the concentrations of radioactivity in tissues and excreta were determined, and metabolites

Synonyms

Tembotrione; 335104-84-2; DTXSID5047037; 2-[2-chloro-4-methylsulfonyl-3-(2,2,2-trifluoroethoxymethyl)benzoyl]cyclohexane-1,3-dione; WA5UZ202KS; 2-[2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzoyl]-1,3-cyclohexanedione; AE-0172747; DTXCID3027037; CHEBI:132273; 2-(2-CHLORO-4-MESYL-3-((2,2,2-TRIFLUOROETHOXY)METHYL)BENZOYL)CYCLOHEXANE-1,3-DIONE; 2-{2-Chloro-4-mesyl-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-trifluoroethoxymethyl)benzoyl)cyclohexane-1,3-dione; RefChem:187796; 608-879-8; Tembotrione [ISO]

Frequently Asked Questions

What are the CAS number and molecular formula of Tembotrione?

CAS 263401-02-1; molecular formula C17H16ClF3O6S; molecular weight — g/mol.

What other names is Tembotrione known by?

Tembotrione, 335104-84-2, DTXSID5047037, 2-[2-chloro-4-methylsulfonyl-3-(2,2,2-trifluoroethoxymethyl)benzoyl]cyclohexane-1,3-dione, WA5UZ202KS, 2-[2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzoyl]-1,3-cyclohexanedione.

Is Tembotrione classified as hazardous?

Hazard statements reported: H317, H373, H400, H410, H361.

What are the key physical properties of Tembotrione?

Melting Point: 123 °C; Melting Point: MP: 117 °C; Density: 1.56 at 20 °C; Vapor Pressure: 1.1X10-5 mPa (20 °C) /SRC: 8.3X10-11mm Hg at 20 °C/.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.