CAS: 886-50-0; Terbutryn

该化合物是一种属于三硝基锡类的选择性除草剂,主要用于控制不同农业环境中的杂草,特别是玉米和高梁等作物中的杂草.其化学结构具有三丁基环,这是该类中许多除草剂的特征.丁烯在目标植物中抑制光合作用,特别影响到叶片中的电子运输链.该化合物通常用于在出现前或出现后有效地管理杂草人口.丁丁因在环境中的中度持久性而闻名,这可能导致对土壤和水污染的关切.它相对可溶于有机溶剂,但水溶性有限,影响其应用和环境行为.当处理异丁基时,安全措施至关重要,因为它可能对水生生物构成风险,如果管理不当,可能会对人体产生潜在的健康影响.

结构式图片

欧盟法规

ECHA物质ECHA物质C&L通报欧盟生物杀灭剂法规欧盟《生物杀灭剂法规》欧盟《水框架指令》附件XREACH预注册

上下游产品

terbuthylazine carbonic acid dimethyl ester

合成工艺路线路线简述

  • 合成目标产物 Terbutryn 主要起始原料 Terbutylazine And Dimethyl Carbonate
  • 5915-41-3 + 868-84-8 = 886-50-0
    反应条件:1.1 Reagents: Potassium Hydroxide,Trioctylmethylammonium Chloride Solvents: Water
    标题:A New Application Of S,S-Dialkyl Dithiocarbonates As A Convenient Source For Alkanethiols: Synthesis Of 2,4-Bis(Alkylamino)-6-Alkylthio-S-Triazines
    作者:Degani,Iacopo; Fochi,Rita; Regondi,Valeria
    参考文献:Chemistry & Industry (London 日期:1986 卷标:(19) 页码:671-2]

    5915-41-3 = 886-50-0
    反应条件:1.1 Reagents: Potassium Tert-Butoxide,Potassium Thioacetate Catalysts: Triphenylphosphine,Palladium Diacetate Solvents: Dimethyl Sulfoxide; Rt -> 120 °C; 120 °C -> Rt1.2 Reagents: Ammonium Chloride Solvents: Water; Rt
    标题:Palladium-Catalyzed Thiomethylation Via A Three-Component Cross-Coupling Strategy
    作者:Wang,Ming; Qiao,Zongjun; Zhao,Jiaoyan; Jiang,Xuefeng
    参考文献:Organic Letters 日期:2018 卷标:20(19) 页码:6193-6197]

    5915-41-3 = 886-50-0
    反应条件:1.1 Reagents: Thiourea,Hydrochloric Acid Solvents: Water; Rt -> 52 °C; 52 °C; 3 H,75 - 85 °C; 85 °C -> 28 °C1.2 Reagents: Sodium Hydroxide Solvents: Water; 1 H,10 - 30 °C; 2.5 H,20 - 40 °C
    标题:Process For Preparation Of Herbicide Terbutryn
    参考文献:China]

    5915-41-3 = 886-50-0 [标题:Reaction Conditions
    标题:Aspects Of The Synthesis Of Some Methylthioalkylamino-S-Triazine Herbicides
    作者:Dragusin,Elena; Ionescu,Maria; Carstea,Maria; Marinica,Georgeta; Bader,Bernd
    参考文献:Revistade Chimie (Bucharest 日期:1982 卷标:33(7) 页码:605-8
特丁津,碳酸二甲酯置于potassium Tert-Butylate,Palladium Diacetate,三苯基膦,Potassium Thioacetate体系中,用 二甲基亚砜 作为反应溶剂,以99%的收率获得产物特丁净
参考文献:钯催化的硫代甲基化通过三组分交叉偶联策略
标题:钯催化的硫代甲基化通过三组分交叉偶联策略
摘要:在本报告中,设计了掩蔽的无机硫和碳酸二甲酯的组合,以实现芳基氯的硫代甲基化交叉偶联.值得注意的是,这种强有力的策略实现了带有未保护核糖的核苷的硫代甲基化,具有后期偶联作用的含氯化物的药物以及具有多个杂原子和空间位阻的除草剂.而且,该方案实际上适用于具有较低催化负载和较高产率的多克级合成.
DOI:10.1021/acs.Orglett.8B02677

海关参考信息

专利信息


专利号:US-5359016-A
优先权日:1993-03-29
标 题 :Process for the synthesis of styrene-isoprene rubber
发明人:HSU WEN-LIANG; HALASA ADEL F; MATRANA BARRY A
权利人:GOODYEAR TIRE & RUBBER
摘要:The subject invention relates to a technique for synthesizing rubbery copolymers of styrene and isoprene. These rubbery copolymers exhibit an excellent combination of properties for utilization in tire tread rubber compounds. By utilizing these styrene-isoprene rubbers in tire treads, tires having improved wet skid resistance can be built without sacrificing rolling resistance or tread wear characteristics. This invention more specifically discloses a process for the synthesis of styrene-isoprene rubbers which comprises copolymerizing isoprene monomer and styrene monomer in an organic solvent in the presence of a catalyst system which is comprised of (a) a lithium initiator and (b) an alkyl tetrahydrofurfuryl ether modifier, wherein the molar ratio of the modifier to the lithitium initiator is within the range of 2:1 to 40:1. The subject invention further discloses a process for the synthesis of styrene-isoprene rubbers which comprises copolymerizing isoprene monomer and styrene monomer in an organic solvent in the presence of a catalyst system which is comprised of (a) a lithium initiator and (b) 2,2-ditetrahydrofurylpropane as a modifier, wherein the molar ratio of the modifier to the lithium initiator is within the range of 1:1 to 40:1.

专利号:US-5239023-A
优先权日:1990-10-24
标 题 :Process for the synthesis of crystallizable 3,4-polyisoprene and isoprene-butadiene copolymers having high vinyl contents
发明人:HSU WEN-LIANG; HALASA ADEL F
权利人:GOODYEAR TIRE & RUBBER
摘要:Crystallizable 3,4-polyisoprene and isoprene-butadiene copolymers having high vinyl contents can be synthesized in organic solvents to quantitative yields after short polymerization times by utilizing the catalyst systems of this invention. The 3,4-polyisoprene made utilizing this catalyst system is strain crystallizable and can be employed in tire treads which provide improved traction and improved cut growth resistance. This invention specifically discloses a process for the synthesis of 3,4-polyisoprene which comprises polymerizing isoprene monomer in an organic solvent at a temperature which is within the range of about -10 DEG C. to about 100 DEG C. in the presence of a catalyst system which is comprised of (a) an organoiron compound which is soluble in the organic solvent, wherein the iron in the organoiron compound is in the +3 oxidation state, (b) a partially hydrolyzed organoaluminum compound which was prepared by adding a protonic compound selected from the group consisting of water, alcohols and carboxylic acids to the organoaluminum compound, and (c) a chelating aromatic amine; wherein the molar ratio of the chelating amine to the organoiron compound is within the range of about 0.1:1 to about 1:1, wherein the molar ratio of the organoaluminum compound to the organoiron compound is within the range of about 5:1 to about 200:1, and wherein the molar ratio of the protonic compound to the organoaluminum compound is within the range of about 0.001:1 to about 0.2:1.

专利号:US-5061765-A
优先权日:1990-10-22
标题:Process for the synthesis of a high vinyl isoprene-butadiene copolymer
发明人:HSU WEN-LIANG; HALASA ADEL F
权利人:GOODYEAR TIRE & RUBBER
摘要:Isoprene-butadiene copolymers having high vinyl contents can be synthesized in organic solvents to high yields after short polymerization times by utilizing the process of this invention. The isoprene-butadiene copolymers made utilizing the process of this invention have a glass transition temperature which is within the range of about 0° C. to about -60° C. and can be employed in tire treads which provide improved traction and improved cut growth resistance. This invention specifically discloses a process for the synthesis of isoprene-butadiene copolymers having a high vinyl content which comprises copolymerizing isoprene monomer and butadiene monomer in an organic solvent at a temperature which is within the range of about -10° C. to about 100° C. in the presence of a catalyst system which is comprised of (a) an organoiron compound, (b) an organoaluminum compound, (c) a chelating aromatic amine, and (d) a protonic compound; wherein the molar ratio of the chelating amine to the organoiron compound is within the range of about 0.1:1 to about 1:1, wherein the molar ratio of the organoaluminum compound to the organoiron compound is within the range of about 5:1 to about 200:1, and wherein the molar ratio of the protonic compound to the organoaluminum compound is within the range of about 0.001:1 to about 0.2:1.

专利号:US-5336739-A
优先权日:1992-04-06
标题:Alkyl tetrahydrofurfuryl ethers as anionic polymerization modifier in the synthesis of rubbery polymer
发明人:HSU WEN-LIANG; HALASA ADEL F; MATRANA BARRY A
权利人:GOODYEAR TIRE & RUBBER
摘要:It has been unexpectedly discovered that various compounds, such as alkyl tetrahydrofurfuryl ethers, can be used to modify anionic polymerizations of conjugated diene monomers. These modifiers can be used to polymerize isoprene monomer into high 3,4-polyisoprene at excellent polymerization rates. This is in contrast to the modifiers such as tetramethylethylene diamine which are typically used to modify such polymerizations. This invention more specifically discloses a process for the synthesis of 3,4-polyisoprene which comprises polymerizing isoprene monomer in an organic solvent in the presence of a catalyst system which is comprised of (a) a lithium initiator and (b) a modifier which is an alkyltetrahydrofurfuryl ether selected from the group consisting of ethyltetrahydrofurfuryl ether, propyltetrahydrofurfuryl ether, and butyltetrahydrofurfuryl ether. In the practice of this invention, the utilization of ethyltetrahydrofurfuryl ether is highly preferred since its use results in faster polymerization rates and higher vinyl contents in the resultant polymer.

专利号:US-5448003-A
优先权日:1992-04-06
标题:Synthesis of rubbery polymer using anionic polymerization modifier
发明人:HSU WEN-LIANG; HALASA ADEL F; MATRANA BARRY A
权利人:GOODYEAR TIRE & RUBBER
摘要:It has been unexpectedly discovered that various compounds, such as alkyl tetrahydrofurfuryl ethers, can be used to modify anionic polymerizations of conjugated diene monomers. These modifiers can be used to polymerize isoprene monomer into high 3,4-polyisoprene at excellent polymerization rates. This is in contrast to the modifiers such as tetramethylethylene diamine which are typically used to modify such polymerizations. This invention more specifically discloses a process for the synthesis of 3,4-polyisoprene which comprises polymerizing isoprene monomer in an organic solvent in the presence of a catalyst system which is comprised of (a) a lithium initiator and (b) an alkyltetrahydrofurfuryl ether modifier, wherein the alkyl group in the alkyltetrahydrofurfuryl ether modifier contains from 6 to about 10 carbon atoms. In the practice of this invention, the utilization of alkyltetrahydrofurfuryl ethers having alkyl groups which contain from 6 to 10 carbon atoms, such as hexyltetrahydrofurfuryl ether, is highly preferred since their use does not results in the creation of odor problems.

专利号:US-4965327-A
优先权日:1989-10-23
标 题:Synthesis of polydiene rubber by high solids solution polymerization
发明人:STACHOWIAK ROBERT W; PUCCIO ANTHONY J; EBERHART THOMAS J
权利人:GOODYEAR TIRE & RUBBER
摘要:Synthetic elastomers are typically made commercially by employing emulsion polymerization or solution polymerization techniques. In such solution polymerization techniques, it is desirable to operate at the highest solids content which is practical. As a general rule, it is not practical to prepare such rubbers by solution polymerization at solids contents of higher than about 20 percent. However, the subject invention reveals a technique for preparing such rubbers by high solids solution polymerization at extremely high solids contents. This technique offers substantial advantages associated with eliminating large quantities of organic solvents. The subject invention more specifically relates to a process for the synthesis of polyidene rubber by continuous high solids polymerization which comprises: (1) continuously charging at least one diene monomer, at least one organolithium compound, and from about 4 to about 50 phm of at least one organic solvent into a reaction zone; (2) allowing the monomers to polymerize to a conversion of at least about 90% while utilizing conditions under which there is sufficient evaporative cooling in said reaction zone to maintain a temperature within the range of about 10° C. to about 150° C.; and (3) continuously withdrawing said polydiene rubber from the reaction zone.
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主要参考文献


1: Luft A, Wagner M, Ternes TA. Transformation of biocides irgarol and terbutryn in the biological wastewater treatment. Environ Sci Technol. 2014;48(1):244-54. doi: 10.1021/es403531d. Epub 2013 Dec 12. doi: 10.1021/acs.est.5b05825. Epub 2016 Mar 30. doi: 10.1111/php.12511. Epub 2015 Sep 25. doi: 10.1016/j.talanta.2011.12.033. Epub 2011 Dec 19. doi: 10.1016/j.ecoenv.2009.10.005. Epub 2009 Nov 10. Epub 2007 Oct 24. Epub 2006 Sep 25. doi: 10.1007/s11356-009-0169-6. Epub 2009 May 22. doi: 10.1074/jbc.M110.215970. Epub 2011 Mar 2.
14: Muir DC, Yarechewski AL. Degradation of terbutryn in sediments and water under various redox conditions. J Environ Sci Health B. 1982;17(4):363-80. doi: 10.1021/jf802528a. doi: 10.1016/j.jenvman.2013.05.050. Epub 2013 Jun 19. doi: 10.2116/analsci.32.313.

合成参考文献


摘要:Agrochemicals Handbook, with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86, A384(1983)
摘要:Ciba-Geigy Toxicology Data/Indexes., -(-), 1977
摘要:Association of American Railroads; Bureau of Explosives. Emergency Handling of Hazardous Materials in Surface Transportation. Association of American Railroads, Pueblo, CO. 2005, p. 898
摘要:Weed Science Society of America. Herbicide Handbook. 5th ed. Champaign, Illinois: Weed Science Society of America, 1983., p. 461
摘要:USEPA/Office of Water; Federal-State Toxicology and Risk Analysis Committee (FSTRAC). Summary of State and Federal Drinking Water Standards and Guidelines (11/93) To Present
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