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Sulfometuron-methyl

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Name

Sulfometuron-methyl

EINECS 277-780-6
CAS No. 74222-97-2 Density 1.48 g/cm3
PSA 135.73000 LogP 2.93510
Solubility 8mg / L (pH = 5), 70mg / L (pH = 7) in water Melting Point 203-205 °C
Formula C15H16N4O5S Boiling Point 197°C (rough estimate)
Molecular Weight 364.382 Flash Point N/A
Transport Information UN3077 9/PG 3 Appearance white solid
Safety 61 Risk Codes 50
Molecular Structure Molecular Structure of 74222-97-2 (DPX-T5648) Hazard Symbols DangerousN
Synonyms

DPX5648;Oust;SMM;Sulfomethuron-methyl;

Article Data 13

Sulfometuron-methyl Specification

The IUPAC name of Sulfometuron methyl is methyl 2-[(4,6-dimethylpyrimidin-2-yl)carbamoylsulfamoyl]benzoate. With the CAS registry number 74222-97-2, it is also named as Benzoic acid, 2-(((((4,6-dimethyl-2-pyrimidinyl)amino)carbonyl)amino)sulfonyl)-, methyl ester. The product's categories are Herbicide; Alpha Sort; Environmental Standards; Metabolites Pesticides & Metabolites; Pesticides & Metabolites; Q-ZAlphabetic; Urea Structure. It is white solid which the solubility is as follow: acetone 2.4g/kg, acetonitrile 1.5g/kg, ethanol 137mg/kg, ether 32mg/kg, xylene 37mg/kg, water 8mg / L (pH = 5), 70mg / L (pH = 7). Additioanlly, this chemical 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: 2.18; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.5; (4)ACD/LogD (pH 7.4): 0.18; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 7.65; (8)ACD/KOC (pH 7.4): 3.69; (9)#H bond acceptors: 9; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.6; (13)Molar Refractivity: 88.28 cm3; (14)Molar Volume: 257.8 cm3; (15)Polarizability: 34.99×10-24 cm3; (16)Surface Tension: 64.3 dyne/cm; (17)Rotatable Bond Count: 5; (18)Tautomer Count: 13; (19)Exact Mass: 364.08414; (20)MonoIsotopic Mass: 364.08414; (21)Topological Polar Surface Area: 136; (22)Heavy Atom Count: 25; (23)Complexity: 581.

Preparation of Sulfometuron methyl: Stirring 2-amino-4,6-dimethyl-pyrimidine and o-methyl formate benzenesulfonyl isocyanate in the solvent acetonitrile for 16 hours. After filtering, we can get the product. The yield is 91%.

Uses of Sulfometuron methyl: It is a kind of broad-spectrum sulfonylurea herbicide. It is used for the control of annual and perennial grasses, and broad leaved weeds in non-crop land. It also has forestry applications where it is used to control woody tree species. It is applied either pre-emergent or post-emergent . It works by blocking cell division in the active growing regions of stem and root tips (meristematic tissue).

When you are using this chemical, please be cautious about it as the following:
It is very toxic to aquatic organisms. So people should avoid release it to the environment. Refer to special instructions / safety data sheets. 

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(Nc1nc(cc(n1)C)C)NS(=O)(=O)c2ccccc2C(=O)OC
2. InChI:InChI=1/C15H16N4O5S/c1-9-8-10(2)17-14(16-9)18-15(21)19-25(22,23)12-7-5-4-6-11(12)13(20)24-3/h4-8H,1-3H3,(H2,16,17,18,19,21)

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
duck LD50 oral > 5gm/kg (5000mg/kg)   Pesticide Manual. Vol. 9, Pg. 774, 1991.
rabbit LD50 skin > 2gm/kg (2000mg/kg)   E.I. Dupont de Nemours and Company, Technical Sheet. Vol. AG-361,
rat LC50 inhalation > 5gm/m3/4H (5000mg/m3)   E.I. Dupont de Nemours and Company, Technical Sheet. Vol. AG-361,
rat LD50 oral > 5gm/kg (5000mg/kg)   E.I. Dupont de Nemours and Company, Technical Sheet. Vol. AG-361,

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