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Tribenuron methyl

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Name

Tribenuron methyl

EINECS 401-190-1
CAS No. 101200-48-0 Density 1.425 g/cm3
PSA 149.06000 LogP 1.98160
Solubility 28mg/L(pH=4)、50mg/L(pH=5)、280mg/L(pH=6) in water Melting Point 141 ºC
Formula C15H17N5O6S Boiling Point 376.6oC
Molecular Weight 395.396 Flash Point 181.6oC
Transport Information N/A Appearance Colorless crystals
Safety 22-24-37 Risk Codes 43
Molecular Structure Molecular Structure of 101200-48-0 (Tribenuron methyl) Hazard Symbols IrritantXi
Synonyms

Tribenuron methyl ester;DPX-L 5300;HCHA 92HE;Camer (pesticide);Benzoic acid,2-[[[[(4-methoxy-6-methyl-1,3,5- triazin-2-yl)methylamino]carbonyl]amino]- sulfonyl]-,methyl ester;Methyl 2-((((N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)methylamino)carbonyl)amino)sulfonyl)benzoate;Cameo (pesticide);HCHA 92 HE;Express (pesticide);Sulfmethmeton-methyl;L 5300;Cameo;EPA Pesticide Chemical Code 128887;Express 75 DF;Pointer;Express;methyl 2-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-methyl-carbamoyl]sulfamoyl]benzoate;Tribenuron methyl 98%TC;Tribenuron methyl ester 95%TC;Tribenuron-methyl 97%TC,75%WDG;sell Tribenuron-methyl;Benzoic acid, 2-(((((4-methoxy-6-methyl-1,3,5-triazin-2-yl)methylamino)carbonyl)amino)sulfonyl)-, methyl ester;

Article Data 10

Tribenuron methyl Synthetic route

101200-48-0

tribenuron methyl

101200-48-0

2-[4-methoxy-6-methyl-1,3,5-triazin-2-yl(methyl)carbamoylsulfamoyl]benzoic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 1h; Hydrolysis;

Tribenuron methyl Specification

The IUPAC name of Tribenuron methyl is methyl 2-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-methylcarbamoyl]sulfamoyl]benzoate. With the CAS registry number 101200-48-0, it is also named as Sulfmethmeton-methyl. The product's categories are Herbicide; Alpha Sort; Herbicides; Pesticides & Metabolites; Q-ZAlphabetic; TP - TZPesticides & Metabolites; Urea Structure. It is colorless crystals which the solubility is as follows: acetone 43.8mg / L, acetonitrile 54.2mg / L, carbon tetrachloride 3.12mg / L, ethyl acetate 17.5mg / L, hexane 0.028mg / L, water 28mg/L(pH=4)、50mg/L(pH=5)、280mg/L(pH=6). What's more, this chemical is a sulfonylurea derivative. Hydrolysis occurs rapidly at pH <7 or >12. Additionally, it should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.47; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 0.07; (4)ACD/LogD (pH 7.4):; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 5.95; (8)ACD/KOC (pH 7.4): 1.57; (9)#H bond acceptors: 11; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.582; (13)Molar Refractivity: 92.68 cm3; (14)Molar Volume: 277.3 cm3; (15)Polarizability: 36.74×10-24 cm3; (16)Surface Tension: 63.9 dyne/cm; (17)Rotatable Bond Count: 6; (18)Tautomer Count: 2; (19)Exact Mass: 395.089954; (20)MonoIsotopic Mass: 395.089954; (21)Topological Polar Surface Area: 149; (22)Heavy Atom Count: 27; (23)Complexity: 639.

Preparation of Tribenuron methyl: It can be obtained by the reaction of o-methyl formate phenylsulfonyl isocyanate and 2-methylamino-4-tetramethoxy-6-methyl triazine.

Uses of Tribenuron methyl: It is sulfonylurea herbicide which is used to control chickweed, shepherd's purse, silene conoidea, cleavers, cardamine, quinoa, amaranth and other annual broadleaf weeds in wheat field.

When you are using this chemical, please be cautious about it as the following:
It may cause sensitization by skin contact, so people should not breathe dust and avoid contact with skin. If you want to contact this product, you must wear suitable gloves.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(OC)c1ccccc1S(=O)(=O)NC(=O)N(c2nc(nc(OC)n2)C)C
2. InChI:InChI=1/C15H17N5O6S/c1-9-16-13(18-14(17-9)26-4)20(2)15(22)19-27(23,24)11-8-6-5-7-10(11)12(21)25-3/h5-8H,1-4H3,(H,19,22)

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
quail LD50 oral > 2250mg/kg (2250mg/kg)   Pesticide Manual. Vol. 9, Pg. 840, 1991.
rabbit LD50 skin > 2gm/kg (2000mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C132, 1991.
rat LD50 oral > 5gm/kg (5000mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C132, 1991.

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