Bensulfuron methyl

The IUPAC name of Bensulfuron methyl is methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoylmethyl]benzoate. With the CAS registry number 83055-99-6, it is also named as Methyl bensulfuron. The product's categories are Metabolites Analytical Standards; PAHs Pesticides & Metabolites; A-BAnalytical Standards; Chemical Class; BA - BHEnvironmental Standards; Alphabetic; Herbicides; Pesticides & Metabolites; Urea Structure. It is white odourless solid which has the solubility as follows: dichloromethane 11720mg / L, acetonitrile 5380mg / L, xylene 280mg / L, ethyl acetate 1660mg / L, acetone 1380mg / L, methanol 990mg / L, hexane 3.1mg / L, water 1200mg / L. When heated to decomposition it emits toxic vapors of NO_x and SO_x. Additioanlly, the storage environment should be ventilate, low-temperature and dry.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.38; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 0.6; (4)ACD/LogD (pH 7.4): 0.39; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 7.75; (8)ACD/KOC (pH 7.4): 4.75; (9)#H bond acceptors: 11; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 6; (12)Index of Refraction: 1.59; (13)Molar Refractivity: 96.4 cm³; (14)Molar Volume: 285.4 cm³; (15)Polarizability: 38.21×10^-24 cm³; (16)Surface Tension: 61.9 dyne/cm; (17)Rotatable Bond Count: 8; (18)Tautomer Count: 5; (19)Exact Mass: 410.08962; (20)MonoIsotopic Mass: 410.08962; (21)Topological Polar Surface Area: 154; (22)Heavy Atom Count: 28; (23)Complexity: 627.

Preparation of Bensulfuron methyl: The o-methyl formate benzyl sulfonyl isocyanate in xylene solution and 2-amino-4,6-dimethoxy pyrimidine reacts for 8 ~ 10h under stirring at room temperature. Steaming out of xylene, washing with chlorobutane and drying, then we can get the product.

Uses of Bensulfuron methyl: It is used as paddy field herbicide. It is also used as intermediate to produce other herbicides, such as bensulfuron, nicosulfuron, cyclosulfamuron, ethoxysulfuron, rimsulfuron, amidosulfuron, flazasulfuron, halosulfuron-methyl, azimsulfuron, pyrazosulfuron-ethyl(NC-311). In addition, this chemical can react with 4-amino-butyric acid and formaldehyde to get 2-[5-(3-carboxy-propyl)-3-(4,6-dimethoxy-pyrimidin-2-yl)-2-oxo-[1,3,5]triazinane-1-sulfonylmethyl]-benzoic acid methyl ester. This reaction which has two steps needs reagent N-methylmorpholine and solvent H₂O, dioxane and toluene. The reaction time is 30 min. The yield is 58.4%.

When you are using this chemical, please be cautious about it as the following:
It not only may cause sensitization by skin contact, but also is toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. So people should keep it out of the reach of children and avoid contact with skin. If you want to contact this product, you must wear suitable gloves. Avoid release 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(OC)cc(OC)n1)NS(=O)(=O)Cc2ccccc2C(=O)OC
2. InChI:InChI=1/C16H18N4O7S/c1-25-12-8-13(26-2)18-15(17-12)19-16(22)20-28(23,24)9-10-6-4-5-7-11(10)14(21)27-3/h4-8H,9H2,1-3H3,(H2,17,18,19,20,22)

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
duck	LD50	oral	> 2510mg/kg (2510mg/kg)		Pesticide Manual. Vol. 9, Pg. 62, 1991.
mouse	LD50	oral	> 10985mg/kg (10985mg/kg)		Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 16, Pg. 343, 1991.
rabbit	LD50	skin	> 2gm/kg (2000mg/kg)		Farm Chemicals Handbook. Vol. -, Pg. C185, 1991.
rat	LC50	inhalation	> 5gm/m3 (5000mg/m3)		Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 16, Pg. 343, 1991.
rat	LD	intraperitoneal	> 10gm/kg (10000mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: ATAXIA	National Technical Information Service. Vol. OTS0543802,
rat	LD50	oral	> 5gm/kg (5000mg/kg)		Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 16, Pg. 343, 1991.
rat	LD50	skin	> 2gm/kg (2000mg/kg)		Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 16, Pg. 343, 1991.