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2303-17-5

2303-17-5 Structure

2303-17-5 Structure
IdentificationMore
[Name]

Triallate
[CAS]

2303-17-5
[Synonyms]

2,3,3-trichloro-2-propene-1-thiol diisopropylcarbamate
2,3,3-TRICHLOROALLYL-N,N-DIISOPROPYL-THIOLCARBAMATE
AVADEX BW
AVADEX BW(R)
CP 23426
Diisopropyltrichloroallylthiocarbamate
FAR-GO
FARGO(R)
S-(2,3,3-Trichloro-2-propenyl) bis(1-methylethyl)carbamothioate
S-(2,3,3-TRICHLOROALLYL)DIISOPROPYL THIOCARBAMATE
TRIALLAT
TRI-ALLATE
2,3,3-Trichlorallyl-N,N-(diisopropyl)-thiocarbamat
2,3,3-trichloro-2-propene-1-thiodiisopropylcarbamate
2,3,3-Trichloroallyl diisopropylthiocarbamate
2,3,3-Trichloroallyl N,N-diisopropylthiocarbamate
2,3,3-trichloroallyldiisopropylthiocarbamate
2,3,3-trichloroallyln,n-diisopropylthiocarbamate
2-Propene-1-thiol, 2,3,3-trichloro-, diisopropylcarbamate
Avadex BE
[EINECS(EC#)]

218-962-7
[Molecular Formula]

C10H18Cl3NO2S
[MDL Number]

MFCD00078730
[Molecular Weight]

322.68
[MOL File]

2303-17-5.mol
Chemical PropertiesBack Directory
[Appearance]

Oily liquid. Practically insoluble in water; soluble in alcohol, acetone, ether, and heptane. Combustible.
[Melting point ]

29-30°C
[Boiling point ]

117°C (0.3 mmHg)
[density ]

1.273
[refractive index ]

1.5320 (estimate)
[Fp ]

2 °C
[storage temp. ]

APPROX 4°C
[solubility ]

Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
[form ]

neat
[pka]

-1.48±0.70(Predicted)
[color ]

White to off-white
[Water Solubility ]

4.0 g/mL
[Merck ]

13,9669
[BRN ]

1875853
[Henry's Law Constant]

8.2×10-1 mol/(m3Pa) at 25℃, HSDB (2015)
[Major Application]

agriculture
environmental
[InChI]

1S/C10H16Cl3NOS/c1-6(2)14(7(3)4)10(15)16-5-8(11)9(12)13/h6-7H,5H2,1-4H3
[InChIKey]

MWBPRDONLNQCFV-UHFFFAOYSA-N
[SMILES]

CC(C)N(C(C)C)C(=O)SC\C(Cl)=C(/Cl)Cl
[LogP]

4.600
[CAS DataBase Reference]

2303-17-5(CAS DataBase Reference)
[NIST Chemistry Reference]

Triallate(2303-17-5)
[EPA Substance Registry System]

Triallate (2303-17-5)
Safety DataBack Directory
[Hazard Codes ]

Xn;N,N,Xn,F
[Risk Statements ]

R22:Harmful if swallowed.
R43:May cause sensitization by skin contact.
R48/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed .
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R36:Irritating to the eyes.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable.
[Safety Statements ]

S24:Avoid contact with skin .
S37:Wear suitable gloves .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S16:Keep away from sources of ignition-No smoking .
[RIDADR ]

UN 3077
[WGK Germany ]

3
[RTECS ]

EZ8575000
[HS Code ]

29302000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Skin Sens. 1
STOT RE 2
[Hazardous Substances Data]

2303-17-5(Hazardous Substances Data)
[Toxicity]

LC50 (96-hour) for rainbow trout 1.2 mg/L and bluegill sun?sh 1.3 mg/L (Hartley and Kidd, 1987); acute oral LD50 of technical triallate for rats 1,100 mg/kg (Ashton and Monaco, 1991), 1,471 mg/kg (RTECS, 1985).
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Carbon disulfide-->Diisopropylamine-->Carbonyl sulfide-->Propachlor-->Tetrachloropropene
Hazard InformationBack Directory
[General Description]

Colorless crystals or oily amber liquid. Toxic by inhalation, ingestion or skin absorption. Used as a pesticide.
[Reactivity Profile]

TRIALLATE is an organochlorine carbamate derivative. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.
[Air & Water Reactions]

Readily hydrolyzed by strong base or acid.
[Health Hazard]

Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
[Fire Hazard]

Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Containers may explode when heated. Runoff may pollute waterways.
[Chemical Properties]

Oily liquid. Practically insoluble in water; soluble in alcohol, acetone, ether, and heptane. Combustible.
[Uses]

Herbicide used to control wild oats in lentils, barley, peas and winter wheat.
[Uses]

Herbicide.
[Definition]

ChEBI: Tri-allate is a tertiary amine.
[Production Methods]

The production of tri-allate involves synthesising its active compound, S-(2,3,3-trichloroprop-2-en-1-yl) di(propan-2-yl)carbamothioate. This process typically starts with the preparation of the trichloropropene intermediate, followed by its reaction with diisopropylthiocarbamate to form the final molecule. The synthesis requires careful control of reaction conditions to ensure the correct thiocarbamate linkage and high purity.
[Agricultural Uses]

Herbicide: Triallate is a pre-emergent or post-emergent herbicide used to control a variety of annual grasses and wild oats on several grains, oilseed and vegetable crops. Its use has been restricted to use in CO, ID, KS, MN, MT, NE, NV, ND, OR, SD, UT, WA, and WY. Its use on canary grass has been revoked. Not listed for use in EU countries . Registered for use in the U.S
[Trade name]

AVADEX BW®; BUCKLE®, (trial- late + trifluralin); CP-23426®; DIPTHAL®; FAR- GO®[C]; FAR-GO®; FORTRESS®; OVADEX BW®
[Mechanism of action]

Selective. Tri-allate functions by inhibiting fatty acid elongation and the biosynthesis of surface lipids (waxes) in target plants. This disruption of lipid synthesis leads to the death of the weeds before they can germinate.
[Environmental Fate]

Soil. 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). In soil, triallate degrades via hydrolytic cleavage with the formation of dialkylamine, carbon dioxide and mercaptan moieties. The mercaptan compounds are further degraded to the corresponding alcohol (Hartley and Kidd, 1987). The reported half-life in soil is 100 days (Jury et al., 1987).
[Pesticide Type]

Herbicide
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2,3,3-Trichloro-2-propene-1-thiol diisopropylcarbamate(2303-17-5).msds
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

2303-17-5(sigmaaldrich)
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