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Terbutryn, also known as a methylthio-1,3,5-triazine herbicide, is a selective and systemic herbicide used for controlling annual broad-leaved and grass weeds in various crop fields. It is characterized by its solid chemical properties and has a conductive nature, making it effective for both pre-emergence and post-emergence weeding with an active period in the soil ranging from 3 to 10 weeks.

886-50-0

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886-50-0 Usage

Uses

Used in Agricultural Industry:
Terbutryn is used as a selective herbicide for controlling annual broad-leaved and grass weeds in wheat and other crop fields. It is particularly effective against perennial ryegrass, ryegrass, and autumn germinating chickweed, marigolds, poppies, kangaroo, crabgrass, and foxtail.
Used in Crop Protection:
Terbutryn is used as a pre-emergence and post-emergence herbicide in winter wheat, barley, sorghum, sunflower, potatoes, peas, soybeans, and peanuts to protect these crops from weed infestations and ensure healthy growth.

Synthesis

Cyanuric chloride reacts with ter-butylamine to generate 2,4-dichloro-6-tert-butylamino-1,3,5-triazine; then reacts with ethylamine to generate 2-chloro-4-ethylamino-6-tertiary Butylamino-1,3,5-triazine, and finally reacts with methyl mercaptan to generate Terbutryn.

Environmental Fate

Plant. In plants, the methylthio group is oxidized to hydroxy derivatives and by dealkylation of the side chains. Residual activity in soil is limited to approximately 3–10 weeks (Hartley and Kidd, 1987).

Check Digit Verification of cas no

The CAS Registry Mumber 886-50-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,8 and 6 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 886-50:
(5*8)+(4*8)+(3*6)+(2*5)+(1*0)=100
100 % 10 = 0
So 886-50-0 is a valid CAS Registry Number.
InChI:InChI=1/C10H19N5S/c1-6-11-7-12-8(15-10(2,3)4)14-9(13-7)16-5/h6H2,1-5H3,(H2,11,12,13,14,15)

886-50-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name terbutryn

1.2 Other means of identification

Product number -
Other names N-(1,1-dimethylethyl)-N’-ethyl-6-(methylthio)-1,3,5-triazine-2,4-diamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:886-50-0 SDS

886-50-0Synthetic route

terbuthylazine
5915-41-3

terbuthylazine

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

terbutryn
886-50-0

terbutryn

Conditions
ConditionsYield
With potassium tert-butylate; palladium diacetate; triphenylphosphine; potassium thioacetate In dimethyl sulfoxide at 120℃; Inert atmosphere;99%
With potassium tert-butylate; palladium diacetate; triphenylphosphine; potassium thioacetate In dimethyl sulfoxide at 120℃; Schlenk technique; Inert atmosphere;99%
terbutryn
886-50-0

terbutryn

N-nirosoterbutryn

N-nirosoterbutryn

Conditions
ConditionsYield
With pyridine; nitrosonium tetrafluoroborate In acetonitrile for 1h;43%
MCPA
94-74-6

MCPA

terbutryn
886-50-0

terbutryn

2-methyl,4-chlorophenoxyacetic acid terbutryn

2-methyl,4-chlorophenoxyacetic acid terbutryn

Conditions
ConditionsYield
In n-heptane at 5℃;
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

terbutryn
886-50-0

terbutryn

3,6-dichloro-2-methoxybenzoic acid : 2-N-tert-butyl-4-N-ethyl-6-methylsulfanyl-1,3,5-triazine-2,4-diamine (1:1)

3,6-dichloro-2-methoxybenzoic acid : 2-N-tert-butyl-4-N-ethyl-6-methylsulfanyl-1,3,5-triazine-2,4-diamine (1:1)

Conditions
ConditionsYield
In ethanol at 5 - 50℃;

886-50-0Downstream Products

886-50-0Relevant articles and documents

Palladium-Catalyzed Thiomethylation via a Three-Component Cross-Coupling Strategy

Wang, Ming,Qiao, Zongjun,Zhao, Jiaoyan,Jiang, Xuefeng

supporting information, p. 6193 - 6197 (2018/09/25)

In this report, the combination of masked inorganic sulfur and dimethyl carbonate was designed to achieve thiomethylated cross coupling of aryl chlorides. Remarkably, this powerful strategy realized thiomethylation of nucleosides bearing unprotected ribose, chloride-containing pharmaceuticals with late-stage coupling, and herbicides possessing multiple heteroatoms and steric hindrance. Moreover, this protocol is practically amenable to multigram-scale synthesis with a lower catalysis loading and a higher yield.

Methyl aryl thioether compound, and synthetic method and applications thereof

-

Paragraph 0185; 0186; 0187, (2017/07/21)

The invention discloses a methyl aryl thioether compound represented by formula 2, and a synthetic method and applications thereof. According to the synthetic method, in a reaction solvent, an aryl halide or an aromatic halide, dimethyl carbonate, and potassium thioacetate are taken as reaction raw materials, reaction is carried out in the presence of metal palladium catalyst under the action of a ligand and an alkali so as to obtain the methyl aryl thioether compound. The reaction conditions of the synthetic method are mild; the raw materials are cheap and easily available; reaction operation is simple; yield is relatively high. The methyl aryl thioether compound can be used for providing skeleton structures for the synthesis of a plurality of natural products and medicines, and can be widely applied in industrialized large-scale production.

5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides

-

, (2008/06/13)

5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides of the formula STR1 where R1 is hydrogen, a metal atom or an unsubstituted or substituted ammonium radical, R2 is a saturated or unsaturated straight-chain aliphatic radical of up to 10 carbon atoms, a cycloaliphatic radical or 3 to 7 carbon atoms, a branched saturated or unsaturated aliphatic radical of 3 to 10 carbon atoms, a halogen-, alkoxy- or alkylmercapto-substituted aliphatic radical of 2 to 10 carbon atoms tetrahydrofuryl substituted methyl, a cycloalkoxy-substituted aliphatic radical of 4 to 10 carbon atoms, unsubstituted or halogen-substituted benzyl or phenyl, halophenyl, or alkylphenyl of a total of up to 10 carbon atoms, R3 is hydrogen, a straight-chain aliphatic radical of up to 10 carbon atoms, a cycloaliphatic radical of 3 to 7 carbon atoms, a branched aliphatic radical of 3 to 10 carbon atoms, haloalkyl, or alkoxyalkyl of 2 to 10 carbon atoms and X is oxygen and may also be sulfur if R2 is unsubstituted or halogen-substituted benzyl, processes for their preparation, and herbicides containing the above compounds.

Plant-protective and pest-control agent

-

, (2008/06/13)

A herbicidal composition capable of preventing weed growth of potatoes or soybean plants consists of a triazene or an aromatic nitro compound together with an inorganic salt, especially sodium bisulfate or potassium bisulfate which reduced the quantity of the organic herbicide below that usually required to obtain a corresponding herbicidal effect and hence prevents phytotoxic damage. The composition contains 0.1:1 to 15:1 parts by weight of the inorganic compound to the organic compound and is applied in an amount of 0.1 to 30 kg of the composition per hectare.

Pesticide-polymer systems prepared from vinyl monomers

-

, (2008/06/13)

Controlled release pesticide-polymer systems are prepared by the polymerization of vinyl monomers containing pendant pesticides. The vinyl monomers are prepared by reacting an acrylic acid derivative with a pesticide or a pesticide derivative having an active hydrogen. The pesticide-polymer systems prepared from the pesticide vinyl monomers release the active pesticide material by hydrolysis or chemical depolymerization under conditions of use.

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