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HCID 41385Erstellt: 3. November 2026

Dimethipin

n252 · HARVADE · UBI-N 252 · imethipin · HARVADE(R) · harvade25f · tetrathiin · DIMETHIPIN

https://huagongshe.com/de/chemical/41385

Molekülstruktur von Dimethipin

Identifikatoren & physikalische Daten

CAS No.55290-64-7
SummenformelC6H10O4S2
Durchschnittliche Molmasse210,3 g/mol
Monoisotopische Masse210,00205114 g/mol
SMILESCC1=C(C)S(=O)(=O)CCS1(=O)=O
InChIKeyPHVNLLCAQHGNKU-UHFFFAOYSA-N
PubChem CID41385
ChEMBLCHEMBL3183474
ChEBICHEBI:81912
EC No.259-572-7
DTXSIDDTXSID0024052

Chemische & physikalische Eigenschaften

XLogP-0,5
Polarare Oberfläche (TPSA)85
H-Brücken-Donoren0
H-Brücken-Akzeptoren4
Frei drehbare Bindungen0
Schwere Atome12
Formalladung0
Komplexität371
StoffklassenCarcinogens
PestizidePesticide -> EPA IRISHerbicides, Plant Growth RegulatorsActive substance -> EU Pesticides database: Not approvedPesticides -> Herbicides, OtherPesticide (Dimethipin) -> USDA PDB
LogP (Verteilungskoeffizient)Log Kow = -0.17
GeruchMild odor
Dichte1.59 g/cu cm at 23 °C1.59 g/cm3 (23℃)
Color/FormLong white needles from water.White crystalline solid /TECHNICAL GRADE/
LöslichkeitIn acetonitrile 180 g/l, methanol 10.7 g/l, toluene 8.979 g/l (all at 25 °C).In water, 4.6 g/l at 25 °C.
Schmelzpunkt167 to 169 °C167-169℃
Dampfdruck0.00000038 [mmHg]3.83X10-7 mm Hg at 25 °C
Henry-KonstanteHenry's Law constant = 2.3X10-6 Pa-cu m/mole at 25 °C4.3×105 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
Physical DescriptionDimethipin appears as colorless crystals with a mild odor. Used as a defoliant.White solid[Merck Index] Colorless solid[CAMEO] White crystalline solid[MSDSonline]
Stability/Shelf LifeStable for 1 yr at 20 °C, 14 days at 55 °C. Stable to light for at least 7 days at 25 °C. Undergoes degradation in aqueous solution.
Siedepunkt319.8°C (rough estimate)
Brechungsindex1.5220 (estimate)
Flammpunkt-4 °C
LagerbedingungenAPPROX -4°C
Aggregatzustandsolid
EPA chemische InformationenDimethipin (55290-64-7)

Sicherheit & Vorschriften

GHS-EinstufungWarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 42 reports by companies from 1 notifications to the ECHA C&L Inventory.
Regulatorische InformationenRegulation (EC) No 1107/2009 (amended)Dimethipin is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)2007/553The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Weitere SicherheitsinformationenIMAP assessments - 1,4-Dithiin, 2,3-dihydro-5,6-dimethyl-, 1,1,4,4-tetraoxide: Environment tier I assessment
DOT-KennzeichnungPoison
BrandgefahrenExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
GesundheitsgefahrenExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
GefahrenübersichtMay cause irritation[MSDSonline]
Reaktive GruppeHydrocarbons, Aliphatic Unsaturated
FIFRA-AnforderungenTolerances are established for residues for the harvest growth regulant dimethipin (2,3-dihydro-5,6-dimethyl-1,4-dithiin 1,1,4,4-tetroxide) ... in or on the following raw agricultural commodities: cottonseedcattle, fatcattle, meatcattle, mbypgoats, fatgoats, meatgoats, mbyphogs, fathogs, meathogs, mbyphorses, fathorses, meathorses mbypsheep, fat

Anwendungen & Verwendung

Verwenden

Dimethipin is a defoliation herbicide (1,2) which is found in pesticide formulations for protection of crops. Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.

sheep, meat
and sheep, mbyp.
A tolerances is established for residues for the harvest growth regulant dimethipin (2,3-dihydro-5,6-dimethyl-1,4-dithiin 1,1,4,4-tetroxide) ... in or on the following processed feeds when present therein as a result of application of the harvest growth regulant to the growing crops: cottonseed hulls.
Reactivity AlertsWater-Reactive
Reactivity ProfileDIMETHIPIN slowly decomposes in water to form toxic or flammable products. The decomposition is accelerated by acids. May react with aldehydes, nitrides, and hydrides to generate flammable gases. Reacts with aldehydes, nitrides, and hydrides. Incompatible with acids, peroxides, and acid halides.
Air and Water ReactionsSlowly decomposes in water.
Hazard Classes and CategoriesAcute Tox. 4 (100%)Carcinogens
BrandbekämpfungExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Erste HilfeExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Freisetung ohne BrandExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
EntsorgungsverfahrenSRP: 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.
Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Allowable TolerancesTolerances are established for residues for the harvest growth regulant dimethipin (2,3-dihydro-5,6-dimethyl-1,4-dithiin 1,1,4,4-tetroxide) ... in or on the following raw agricultural commodities: cottonseed 0.5 ppmcattle, fat 0.02 ppmcattle, meat 0.02 ppmcattle, mbyp 0.02 ppmgoats, fat 0.02 ppmgoats, meat 0.02 ppmgoats, mbyp 0.02 ppmhogs, fat 0.02 ppmhogs, meat 0.02 ppmhogs, mbyp 0.02 ppmhorses, fat 0.02 ppmhorses, meat 0.02 ppmhorses mbyp 0.02 ppmsheep, fat 0.02 ppmsheep, meat 0.02 ppmand sheep, mbyp 0.02 ppm.A tolerances is established for residues for the harvest growth regulant dimethipin (2,3-dihydro-5,6-dimethyl-1,4-dithiin 1,1,4,4-tetroxide) ... in or on the following processed feeds when present therein as a result of application fo the harvest growth regulant to the growing crops: cottonseed hulls 0.7 ppm.
Personal Protective Equipment (PPE)Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
ZielorganeHepatic
ÖkotoxizitätswerteLC50 Mallard duck >5,000 ppm /8-day dietary/LC50 Bobwhite quail >5,000 ppm /8-day dietary/LC50 Rainbow trout 52.8 mg/L/96 hr /conditions of bioassay not specified/LC50 Bluegill sunfish = 20.9 mg/L/96 hr /conditions of bioassay not specified/For more Ecotoxicity Values (Complete) data for DIMETHIPIN (6 total), please visit the HSDB record page.
UmweltverhaltenTERRESTRIAL FATE: Based on a recommended classification scheme(1), a measured Koc value of 3.3(2), indicates that dimethipin is expected to have very high mobility in soil(SRC). Volatilization of dimethipin from moist soil surfaces is not expected to be important(SRC) given a measured Henry's Law constant of 1.7X10-8 atm-cu m/mole(3). Dimethipin is not expected to volatilize from dry soil surfaces based on its measured vapor pressure(2). The half-life of dimethipin in soil is approximately 104 to 149 days(2). A photolysis half-life of 76 days was calculated for dimethipin in soil(SRC) from a measured rate constant(3,SRC).AQUATIC FATE: Based on a recommended classification scheme(1), a measured Koc value of 3(2), indicates that dimethipin is not expected to adsorb to suspended solids and sediment in water(SRC). Dimethipin is not expected to volatilize from water surfaces(3,SRC) based on a measured Henry's Law constant of 1.7X10-8 atm-cu m/mole(3). According to a classification scheme(4), an estimated BCF of 0.44(5,SRC), from a measured log Kow of -0.17(2), suggests that bioconcentration in aquatic organisms is low(SRC). A photolysis half-life of 2.0 days was calculated for dimethipin in water at pH 5 to 9(SRC) from a measured rate constant(3). Hydrolysis is not expected to be an important process at environmental pHs(3,SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dimethipin, which has a measured vapor pressure of 3.8X10-7 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase dimethipin is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozone(SRC)the half-lives for these reactions in air are estimated to be about 3.0 and 3.7 hours, respectively(3,SRC). Particulate-phase dimethipin may be physically removed from the air by wet and dry deposition(SRC).
Unerwünschte WirkungenOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
EPA IRIS InformationDimethipinHepatic2 x 10 ^-2 mg/kg-day
Soil Adsorption/MobilityA Koc of 3.3 was determined in clay (%organic matter 4.8, pH 5.9)(1,3). According to a recommended classification scheme(2), the measured Koc of dimethipin suggests it is expected to have very high mobility in soil(SRC).
Artificial Pollution SourcesDimethipin's production and use as a defoliant and seed desiccant(1,2) will result in its release to the environment(SRC).
Environmental BioconcentrationAn estimated BCF of 0.44 was calculated for dimethipin(SRC), using a measured log Kow of -0.17(1) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF suggests that bioconcentration in aquatic organisms is low(SRC).
Volatilization from Water/SoilThe Henry's Law constant for dimethipin is 1.7X10-8 atm-cu m/mole(1). This value indicates that dimethipin will be essentially nonvolatile from water surfaces(2,SRC). Volatilization from wet and dry soil surfaces is not expected based on dimethipin's measured Henry's Law constant(1) and vapor pressure of 3.8X10-7 mm Hg, respectively(2).
Non-Human Toxicity ExcerptsExtreme eye irritant, not a dermal irritant (rabbits). Weak sensitizer (guinea pigs).
Evidence for CarcinogenicityCancer Classification: Group C Possible Human CarcinogenCLASSIFICATION: Cpossible human carcinogen. BASIS FOR CLASSIFICATION: Classification is based on an elevated combined incidence of pulmonary adenomas/carcinomas in male, but not in female, CD-1 mice. A rat study is undergoing further evaluation. HUMAN CARCINOGENICITY DATA: None. ANIMAL CARCINOGENICITY DATA: Limited.
Environmental Abiotic DegradationThe rate constant for the vapor-phase reaction of dimethipin with photochemically-produced hydroxyl radicals has been estimated as 1.3X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 3.0 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). The rate constant for the vapor phase reaction with ozone has been estimated as 7.4X10-17 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 3.7 hours at an average ambient ozone concentration of 7X10+11 molecules/cu cm(1,SRC). Stability of dimethipin to light is greater than or equal to 7 days at 25 °C(2). In aqueous solution, dimethipin is degraded(2)rate and method of degradation were not specified(SRC). The half-life of dimethipin in soil is approximately 104 to 149 days(2)the method of degradation was not specified(SRC). The rate constant for the hydrolysis of dimethipin has been measured to be 1.5X10-5 /day at pH 6 and 25 °C(3). This corresponds to a half-life of about 126 years(3,SRC). Rate constants for the photolysis of dimethipin in both soil and water have been measured to be 9.07X10-3 and 0.017 /day, respectively, at 25 °C(3). These correspond to photolysis half-lives of 76 days in soil and 2.0 days in water at pH 5 to 9(3,SRC).
UN-Transportnummer2811
RTECS-Nr.JO5090000
R-Sätze (R)11-36-66-67-22
GefahrensymboleF,Xi,Xn
Sicherheitshinweise (S)16-26-33
Gefahrenklasse6.1(b)
VerpackungsgruppeIII
Gefahrstoffdaten55290-64-7(Hazardous Substances Data)