CAS: 18226-42-1; 1,3,5-Tris(Bromomethyl)Benzene

该化合物是一种溴化芳香化合物,其分子式为C9H9BR3,其特征为三个对称附于苯环的溴甲基功能组,使其成为有机合成的多用途中间体.该化合物因其在交叉反应,聚合化学,脱光剂或多孔有机框架的准备等方面的作用而特别受到重视.它对核分裂物的高度反应能有效功能化,而其对称结构则确保其受控聚合过程.该化合物通常是白到非白晶状的固体,在标准条件下具有中等稳定性.由于其乳色特性和对湿度的潜在敏感性,需要小心处理.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

CAS号108-67-8 均三甲苯 | CAS号4464-18-0 均三苄醇 | CAS号19294-04-3 3,5-二(溴甲基)甲苯 | CAS号554-95-0 均苯三甲酸 | CAS号2672-58-4 三甲基1,3,5-苯三羟酸酯 | CAS号106-96-7 溴代丙炔 | CAS号4105-92-4 1,3,5-苯三羧酸三乙酯 | CAS号4422-95-1 1,3,5-苯三甲酰氯 | CAS号17649-58-0 5-甲基间苯二甲酸二甲酯 | CAS号184587-74-4 2-[[3,5-bis[(2-... | CAS号23539-76-6 1,3,5-Benzenetr... | CAS号3163-76-6 均苯三甲醛 | CAS号17299-97-7 Benzene,1,3,5-t... | CAS号107864-71-1 1,3,5-Tris(azid... | CAS号18226-49-8 3-[3,5-bis(2-ca... | CAS号69146-57-2 苯-1, 3, 5-三基三甲胺三盐酸盐 | CAS号90219-40-2 1-[[3,5-bis[(2-... | CAS号90678-60-7 1,3,5-tris(iodo... | CAS号98054-97-8 1,3-Benzenedica...

合成工艺路线路线简述

  • 合成目标产物 1,3,5-Tris(Bromomethyl)Benzene 主要起始原料 Mesitylene
  • (文献来源)合成步骤主要原料 Mesitylene
均三甲苯置于氢溴酸,双氧水体系中,用 二氯甲烷,水 用作溶剂,以42 %的收率获得1,3,5-三(溴甲基)苯
参考文献:芳基二溴化物可持续制备的启示
标题:芳基二溴化物可持续制备的启示
摘要:抽象的 芳基多溴化物和苄基多溴化物作为聚合物和材料化学中的反应性结构单元都具有重要意义.它们的制备主要依赖于使用分子溴或n-溴代琥珀酰亚胺的既定合成方法,以其可靠性和有效性而闻名.然而,从可持续性的角度来看,这些方法会产生化学计量的副产物,并且经常遇到选择性问题.为了缓解这些问题,我们扩展了最初为一溴化物开发的更环保的过氧化物-溴化物卤化方法,以高产率提供芳基核多溴化物.相同的方法可用于通过光照射调制的两种变体.该外部开关可用于选择性地触发侧链或核心卤化. Beilstein J. Org. Chem. 2024,20,1076-1087. Doi:10.3762/bjoc.20.95
Doi:10.3762/bjoc.20.95

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-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-9127123-B2
优先权日:2010-05-27
标 题:Membrane enhanced polymer synthesis
发明人:LIVINGSTON ANDREW GUY; GAFFNEY PIERS ROBERT JAMES; VASCONCELOS RENATO CAMPOS
权利人:LIVINGSTON ANDREW GUY; GAFFNEY PIERS ROBERT JAMES; VASCONCELOS RENATO CAMPOS; IMP INNOVATIONS LTD
摘要:This invention relates to the synthesis of polymers. More specifically, the present invention relates to the synthesis of heterobifunctional polymers and polymers with narrow and mono-disperse molecular weight distributions, and especially to the application of membranes to the synthesis of these polymers.

专利号:US-2024199658-A1
优先权日:2022-12-01
标 题:Direct synthesis of organotin alkoxides
发明人:JILEK ROBERT E; REED CHRISTOPHER J; NOVAS BRYAN
权利人:INPRIA CORP
摘要:Synthesis techniques are described for forming organotin trialkoxide compounds via direct alkylation of tin alkoxides. A first method involves reacting an alkali metal tin trialkoxide with an organohalide compound (RXn, where X is a halide atom and n≥1) to form a monoorgano tin trialkoxide represented by the formula R[Sn(OR′)3]n. The method can be used to form polytin trialkoxide compounds with a plurality of radiation sensitive C—Sn bonds. R and R′ include organo groups and can optionally comprise hetero-atoms and/or unsaturated bonds. A second method involves the ultraviolet light-driven reaction of a di-tin tetraalkoxide with an organohalide compound (RX) to form a monoorgano trialkoxide represented by the formula RSn(OR′)3. A third method involves the visible or ultraviolet light-driven reaction of a di-tin tetraalkoxide or an alkali metal tin trialkoxide with an fluorinated organohalide compound (RFX) to form a fluorinated monoorgano trialkoxide represented by the formula RFSn(OR′)3. The disclosed methods provide for high mono-organo specificity. Corresponding organotin trialkoxide compositions are also described. The compositions are useful for radiation patterning, especially with EUV radiation. The organotin trialkoxide compositions may be formed as radiation-patternable coatings on substrates.

专利号:US-6313216-B1
优先权日:2000-09-01
标题:Synthesis of styrene-isoprene rubber
发明人:CHRISTIAN SCOTT MCDOWELL; XU ZHENGFANG; KERNS MICHAEL LESTER
权利人:GOODYEAR TIRE & RUBBER
摘要:This invention discloses a process for synthesizing random styrene-isoprene rubber comprising: (1) continuously charging isoprene, styrene, an initiator, and a solvent into a first polymerization zone, (2) allowing the isoprene and styrene to copolymerize in the first polymerization zone to total conversion of 60 to 95 percent to produce a polymer cement containing living styrene-isoprene chains, (3) continuously charging the polymer cement containing living styrene-isoprene chains and additional isoprene monomer into a second polymerization zone, wherein from 5 to 40 percent of the total amount of isoprene changed is charged into the second polymerization zone, (4) allowing the copolymerization to continue in the second polymerization zone to a conversion of the isoprene monomer of at least 90 percent wherein the total conversion of styrene and isoprene in the second polymerization zone is limited to a maximum of 98 percent, (5) withdrawing a polymer cement of random styrene-isoprene rubber having living chain ends from the second reaction zone, (6) killing the living chain ends on the random styrene-isoprene rubber, and (7) recovering the random styrene-isoprene rubber from the polymer cement, wherein the copolymerizations in the first polymerization zone and the second polymerization zone are carried out at a temperature which is within the range of 70° C. to 100° C., and wherein the amount of styrene charged into the first polymerization zone is at least 2 percent more than the total amount of styrene bound into the rubber.
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合成参考文献


参考文献:10.1107/s0108270111013618
摘要:Fernandes JA, Vilela SMF, Ribeiro-Claro PJA, Almeida Paz FA. 1,3,5-Tris(bromomethyl)benzene. Acta Crystallogr C Cryst Struct Commun. 2011 May 05;67(6):o198–200. doi: 10.1107/s0108270111013618.
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