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Your Location：Home>Product Center >> Pesticide API and intermediates >> Kresoxim-methyl
  • Kresoxim-methyl
Name:Kresoxim-methyl
CAS No:143390-89-0

PRODUCT DESCRIPTION

【Name】
Kresoxim-methyl
【Iupac name】
methyl (2E)-2-methoxyimino-2-[2-[(2-methylphenoxy)methyl]phenyl]acetate
【CAS Registry number】
143390-89-0
【Synonyms】
Bas 490F
Methyl (E)-alpha-(methoxyimino)-2-((2-methylphenoxy)methyl)benzeneacetate
BAS 490 F
Benzeneacetic acid,R-(methoxyimino)-2-[(2- methylphenoxy)methyl]-,methyl ester,(RE)-
Methyl (E)-2-methoxyimino-(2-(o-tolyloxymethyl)Phenyl)Acetate
Kresoxim methyl
【Molecular Formula】
C18H19NO4 (Products with the same molecular formula)
【Molecular Weight】
313.35
【Inchi】
InChI=1/C18H19NO4/c1-13-8-4-7-11-16(13)23-12-14-9-5-6-10-15(14)17(19-22-3)18(20)21-2/h4-11H,12H2,1-3H3/b19-17+
【InChIKey】
ZOTBXTZVPHCKPN-UHFFFAOYSA-N
【Canonical SMILES】
CC1=CC=CC=C1OCC2=CC=CC=C2C(=NOC)C(=O)OC
【Isomers smiles】
CC1=CC=CC=C1OCC2=CC=CC=C2/C(=NOC)/C(=O)OC
【MOL File】
143390-89-0.mol

Chemical and Physical Properties

【Density】
1.1 g/cm3
【Melting Point】
98-100℃
【Boiling Point】
429.4 °C at 760 mmHg
【Vapour】
1.4E-07mmHg at 25°C
【Refractive Index】
1.53
【Flash Point】
171.2 °C
【Water】
2 mg/L (20 °C ) in water
【Solubilities】
2 mg/L (20 °C ) in water
【Color/Form】
White crystals
Colorless
【Stability】
Stable at normal temperatures and pressures.
【Storage temp】
0-6°C
【Computed Properties】
Molecular Weight:313.34776 [g/mol]
Molecular Formula:C18H19NO4
XLogP3-AA:4.1
H-Bond Donor:0
H-Bond Acceptor:5
Rotatable Bond Count:7
Exact Mass:313.131408
MonoIsotopic Mass:313.131408
Topological Polar Surface Area:57.1
Heavy Atom Count:23
Formal Charge:0
Complexity:410
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:1
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:3
Feature 3D Ring Count:2
Effective Rotor Count:7
Conformer Sampling RMSD:0.8
CID Conformer Count:179

Safety and Handling

【Hazard Codes】
Xn:Harmful
【Risk Statements】
R40;R50/53
【Safety Statements 】
S2;S36/37;S60;S61
【HazardClass】
9
【PackingGroup 】
III
【Transport】
UN3077 9/PG 3
【Formulations/Preparations】
USEPA/OPP Pesticide Code 129111; Trade Names: BAS 490F.
Water dispersible granules; suspo-emulsion; suspension concentrate
Mixtures: (kresoxim-methyl +) fenpropimorph; BAS 480F; BAS 480F+ fenpropimorph
Enduse product is dry flowable formulation containing 50% active ingredient; formulating use product contains 94% active ingredient.
【Octanol/Water Partition Coefficient】
log Kow = 3.40
【Disposal Methods】
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

Prepn: TA Andrea, PHT Liang, EP 502,740; eidem, US 5,393,734 (1992, 1995, both to DuPont)
【Usage】

Agricultural fungicide.

Biomedical Effects and Toxicity

【Biomedical Effects and Toxicity】
In a metabolism study, kresoxim-methyl was admin to rats as single gavage doses or 50 or 500 mg/kg or 15-day repeated doses of 50 mg/kg, or as a single iv dose of 5 mg/kg/day. Radiolabeled test compound was included in one 500 mg/kg dose group to facilitate metabolite identification. Biliary metabolites were assessed in rats with cannulated bile ducts given an oral dose of 50 or 500 mg/kg/day. Orally admin test compound was widely distributed & quickly eliminated. Results indicated there was no bioaccumulation. In both sexes, the major routes of excretion were feces & the urine. No radioactivity was detected in exhaled air. A total of 32 different metabolites were identified in the urine, feces, bile, plasma, liver, & kidneys of rats. There were some sex, dose, route, & label-dependent differences in the metabolite profiles.

Environmental Fate and Exposure Potential

【Environmental Fate/Exposure Summary】
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1,700(SRC), determined from a log Kow of 3.40(2) and a regression-derived equation(3), indicates that kresoxim-methyl is expected to have low mobility in soil(SRC). Volatilization of kresoxim-methyl from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.7X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 1.72X10-8 mm Hg(2), and water solubility, 2.00 mg/l(2). Kresoxim-methyl is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(2). Kresoxim-methyl biodegrades very rapidly in soil under aerobic conditions with a half-life of less than 1 day(4). Kresoxim-methyl biodegrades very rapidly in flooded soil under anaerobic conditions with a half-life of 1.1 days(4).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1,700(SRC), determined from a log Kow of 3.40(2) and a regression-derived equation(3), indicates that kresoxim-methyl is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(SRC) based upon an estimated Henry's Law constant of 3.6X10-9 atm-cu m/mole(SRC), derived from its vapor pressure, 1.72X10-8 mm Hg(2), and water solubility, 2 mg/l(2). According to a classification scheme(4), an estimated BCF of 80(SRC), from its log Kow of 3.40(2) and a regression-derived equation(5), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Kresoxim-methyl biodegrades very rapidly under aerobic aquatic metabolism conditions with a half-life of 1.2 days(6). Kresoxim-methyl biodegrades very rapidly in flooded soil under anaerobic conditions with a half-life of 1.1 days(6). Kresoxim-methyl is very stable to chemical hydrolysis at pH 5, and relatively stable at pH 7 where the half-life is 34 days(6); it becomes more susceptible to hydrolysis at pH 9 where the half-life is 7 hrs(6).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), kresoxim-methyl, which has a vapor pressure of 1.72X10-8 mm Hg at 20 deg C(2), is expected to exist solely in the particulate phase in the ambient atmosphere(SRC). Particulate-phase kresoxim-methyl may be removed from the air by wet and dry deposition(SRC).

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