DIALLATE

DIALLATE Basic information
Product Name:DIALLATE
Synonyms:S-2,3-DICHLOROALLYL DIISOPROPYL THIOCARBAMATE;S-[2,3-DICHLOROALLYL]-N,N'-DI-ISOPROPYL THIOCARBAMATE;DIALLATE MIXTURE OF CIS AND TRANS ISOME&;DIALLATE, 100MG, NEAT;2,3-DCDT;2,3-dichlorallyl-n,n-(diisopropyl)-thiocarbamat;2,3-Dichlorallyl-N,N-(diisopropyl)-thiocarbamate;2,3-dichloro-2-propene-1-thiodiisopropylcarbamate
CAS:2303-16-4
MF:C10H17Cl2NOS
MW:270.22
EINECS:218-961-1
Product Categories:Alphabetic;D;DIA - DICPesticides&Metabolites;Herbicides;Thiocarbamates
Mol File:2303-16-4.mol
DIALLATE Structure
DIALLATE Chemical Properties
Melting point 25-30℃
Boiling point bp9 150°
density 1.1556 (rough estimate)
refractive index 1.6000 (estimate)
Fp >100 °C
storage temp. 0-6°C
pka-1.63±0.70(Predicted)
form Viscous Liquid
Water Solubility 40mg/L(room temperature)
IARC3 (Vol. 30, Sup 7) 1987
EPA Substance Registry SystemDiallate (2303-16-4)
Safety Information
Hazard Codes Xn,N
Risk Statements 22-40-50/53
Safety Statements 25-36/37-60-61
RIDADR 2902
RTECS EZ8225000
HazardClass 6.1(b)
PackingGroup III
HS Code 29302000
Hazardous Substances Data2303-16-4(Hazardous Substances Data)
ToxicityLD50 orally in rats: 395 mg/kg (Bailey, White)
MSDS Information
DIALLATE Usage And Synthesis
Chemical PropertiesDiallate is a brown liquid.
UsesHerbicide.
UsesPreemergent, selective herbicide used to control wild oats and blackgrass in barley, corn, flax, lentils, peas, potatoes, soybeans and sugar beets.
UsesDiallate is a pesticide used to treat fruits and vegetables. Environmental wastewater pollutant.Environmental toxin on US EPA Toxic Release Inventory list (TRI) list.
DefinitionChEBI: Diallat is a tertiary amine.
General DescriptionUsed as an herbicide.
Air & Water ReactionsThio and dithiocarbamates slowly decompose in aqueous solution to form carbon disulfide and methylamine or other amines. Such decompositions are accelerated by acids.
Reactivity ProfileDIALLATE is a thiocarbamate ester. Flammable gases are generated by the combination of thiocarbamates and dithiocarbamates with aldehydes, nitrides, and hydrides. Thiocarbamates and dithiocarbamates are incompatible with acids, peroxides, and acid halides.
Safety ProfilePoison by ingestion. Moderately toxic by skin contact. Questionable carcinogen with experimental carcinogenic and tumorigenic data. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cl-, NOx, and SOx. See also CARBAMATES and ALLYL COMPOUNDS.
Potential ExposureA thiocarbamate herbicide. The slow release of poisonous gases from hydrolysis of many thio and dithiocarbamates requires the use of respirators during handling. Poisoning can also occur by ingestion and absorption through the skin. Diallate is potential danger to those involved in the manufacture, formulation and applica- tion of this re-emergence herbicide.
Environmental FateSoil. Soil metabolites include 2,3-dichloroallyl alcohol, 2,3-dichloroallyl mercaptan (Hartley and Kidd, 1987) and carbon dioxide (Smith, 1988). The formation of the alcohol occurs via hydrolysis of the ester linkage and transthiolation of the allylic group (Kaufman, 1967). In an agricultural soil, 14CO2 was the only biodegradation identified; however, bound residue and traces of benzene and water-soluble radioactivity were also detected in large amounts (Anderson and Domsch, 1980). The reported half-lives in soil range from 2 to 4 weeks to (Smith and Fitzpatrick, 1970) to approximately 30 days (Hartley and Kidd, 1987). Diallate did not migrate deeper than 5 cm on test field plots (Smith, 1970). In four microbially-active agricultural soils, the half-life was 4 weeks but in sterilized soil the half-life was 20 weeks (Anderson and Domsch, 1976).
Plant. In plants, diallate is metabolized and carbon dioxide is released (Hartley and Kidd, 1987). Diallate undergoes cis/trans isomerization and oxidative cleavage when irradiated at 300 nm forming 2,3-dichloroacrolein and 2-chloroacrolein as products (Ruzo and Casida, 1985).
Photolytic. Irradiation of diallate was also conducted in oxygenated chloroform or water until a 10% conversion was obtained. Products formed included acetaldehyde, 2,3- dichloroacrolein and trace amounts of 2-chloroacrolein (Ruzo and Casida, 1985). Chemical/Physical. Emits toxic fumes of chlorine, nitrogen and sulfur oxides when heated to decomposition (Sax and Lewis, 1987). Though no products were reported, the calculated hydrolysis half-life at 25°C and pH 7 is 6.6 years (Ellington et al., 1988).

ShippingUN2992 Carbamate pesticides, liquid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
Incompatibilitieshiocarbamate esters are combustible. They react violently with powerful oxidizers such as calcium hypochlorite. Poisonous gases are generated by the thermal decomposition of thiocarbamate compounds, including carbon disulfide, oxides of sulfur, oxides of nitro- gen, hydrogen sulfide, ammonia, and methylamine. Many materials in this group slowly decompose in aqueous solu- tion to form carbon disulfide and methylamine or other amines. Such decompositions are accelerated by acids. Flammable gases are generated by the combination of thiocarbamates with aldehydes, nitrides, and hydrides. Thiocarbamates are incompatible with acids, peroxides, and acid halides.
Waste DisposalLand burial is acceptable for small quantities. Larger quantities can be incinerated . In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal.
DIALLATE Preparation Products And Raw materials
Raw materialsDiisopropylamine-->CARBONYL SULFIDE-->1,2-DICHLOROPROPENE
ETHIOLATE Triallate S-METHYL-N,N-DIETHYLTHIOCARBAMATE DIALLATE Bentazone Diallate2# emulsion in anthracene oil PESTICIDES MIXTURE

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