CAS: 863870-88-6; 2-Bromo-3-Iodophenol

该化合物是一种有机化合物,其特点是苯球环上含有溴和碘替代物,其特征是附于苯环的氢氧基(-OH),该物质具有酸性,溴和碘原子的存在具有重大的消毒和电子效应,影响化合物的再活性和溶性.此类卤化苯酚通常表现出中度至高度极极性,使其在极地溶剂中溶解,而在非极地溶剂中不易溶解.该化合物还可能展现出有趣的生物活动,因为卤素替代物会影响其与生物系统的互动.此外,2-Bromo-3-iodophenol可以用于各种化学合成物,并可作为其他化学化合物生产的中间体.在处理该物质时,应当采取安全防范措施,因为卤化化合物可能构成健康风险.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

O-2-bromo-3-iodophenyl N,N-diethylcarbamate O-3-iodophenyl N,N-diethylcarbamate 3-Iodophenol 2-Amino-3-nitrophenol 2-bromo-1-iodo-3-methoxybenzene N-(2-bromo-3-iodophenyl)-2-hydroxy-2-methylpropanamide 2-(2-bromo-3-iodophenoxy)-2-methylpropanamide (2-bromo-3-(methoxymethoxy)phenyl)boronic acid

合成工艺路线路线简述

  • 74128-84-0 = 863870-88-6
    反应条件:1.1 Reagents: Boron Tribromide Solvents: Dichloromethane; 3 H,Rt
    标题:Synthesis Of Hexahelicene And 1-Methoxyhexahelicene Via Cycloisomerization Of Biphenylyl-Naphthalene Derivatives
    作者:Storch,Jan; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2009 卷标:74(8) 页码:3090-3093]

    100367-36-0 = 863870-88-6
    反应条件:1.1 Reagents: Sodium Nitrite,Hydrochloric Acid Solvents: Water; 30 Min,0 °C1.2 Reagents: Potassium Iodide Solvents: Water; 3 H,60 °C1.3 Reagents: Sodium Thiosulfate Solvents: Water
    标题:Enantioselective Synthesis Of 6/5-Spirosilafluorenes By Asymmetric Ring Expansion Of 4/5-Spirosilafluorenes With Alkynes
    作者:Chen,Hua; Et Al
    参考文献:Organic Letters 日期:2023 卷标:25(9) 页码:1558-1563]

    863870-83-1 = 863870-88-6
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 7 H,80 °C
    标题:How To Achieve High Regioselectivity In Barrier-Less Nucleophilic Addition To P-Benzynes Generated Via Bergman Cyclization Of Unsymmetrical Cyclic Azaenediyne?
    作者:Das,Eshani; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2019 卷标:84(5) 页码:2911-2921]

    88-10-8 + 626-02-8 = 863870-88-6
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Tetrahydrofuran; 10 H,Rt2.1 Reagents: 1,2-Dibromoethane,Lithium Diisopropylamide Solvents: Tetrahydrofuran; 14 H,-78 °C -> Rt3.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 7 H,80 °C
    标题:How To Achieve High Regioselectivity In Barrier-Less Nucleophilic Addition To P-Benzynes Generated Via Bergman Cyclization Of Unsymmetrical Cyclic Azaenediyne?
    作者:Das,Eshani; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2019 卷标:84(5) 页码:2911-2921]

    100367-36-0 = 863870-88-6
    反应条件:1.1 Reagents: Sodium Nitrite,Hydrochloric Acid Solvents: Water; Rt; 10 Min,Rt1.2 Reagents: Potassium Iodide Solvents: Water; 30 Min,Rt1.3 Reagents: Sodium Thiosulfate Solvents: Water; Rt
    标题:Induction Of Axial Chirality In 8-Arylquinolines Through Halogenation Reactions Using Bifunctional Organocatalysts
    作者:Miyaji,Ryota; Et Al
    参考文献:Chemistry - A European Journal 日期:2017 卷标:23(42) 页码:9996-10000]

    863870-83-1 = 863870-88-6
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 5 H,Reflux1.2 Reagents: Hydrochloric Acid Solvents: Water; Neutralized,Rt
    标题:A New And Efficient Synthesis Of 4-Functionalized Benzo[b]Furans From 2,3-Dihalophenols
    作者:Sanz,Roberto; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2005 卷标:70(16) 页码:6548-6551]

    101935-40-4 = 863870-88-6
    反应条件:1.1 Reagents: Iron,Ammonium Chloride Solvents: Ethanol,Water; 15 H,90 °C2.1 Reagents: Sodium Nitrite,Hydrochloric Acid Solvents: Water; Rt; 10 Min,Rt2.2 Reagents: Potassium Iodide Solvents: Water; 30 Min,Rt2.3 Reagents: Sodium Thiosulfate Solvents: Water; Rt
    标题:Induction Of Axial Chirality In 8-Arylquinolines Through Halogenation Reactions Using Bifunctional Organocatalysts
    作者:Miyaji,Ryota; Et Al
    参考文献:Chemistry - A European Journal 日期:2017 卷标:23(42) 页码:9996-10000]

    106-93-4 + 863870-73-9 = 863870-88-6
    反应条件:1.1 Reagents: Diisopropylamine,Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C; 0 °C -> -78 °C1.2 30 Min,-78 °C1.3 30 Min,-78 °C; -78 °C -> Rt2.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 5 H,Reflux2.2 Reagents: Hydrochloric Acid Solvents: Water; Neutralized,Rt
    标题:A New And Efficient Synthesis Of 4-Functionalized Benzo[b]Furans From 2,3-Dihalophenols
    作者:Sanz,Roberto; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2005 卷标:70(16) 页码:6548-6551]

    863870-73-9 = 863870-88-6
    反应条件:1.1 Reagents: 1,2-Dibromoethane,Lithium Diisopropylamide Solvents: Tetrahydrofuran; 14 H,-78 °C -> Rt2.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 7 H,80 °C
    标题:How To Achieve High Regioselectivity In Barrier-Less Nucleophilic Addition To P-Benzynes Generated Via Bergman Cyclization Of Unsymmetrical Cyclic Azaenediyne?
    作者:Das,Eshani; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2019 卷标:84(5) 页码:2911-2921]

    603-85-0 = 863870-88-6
    反应条件:1.1 Reagents: Sodium Nitrite,Hydrogen Bromide Solvents: Acetonitrile,Water; Rt; 30 Min,Rt1.2 Reagents: Copper Bromide (Cubr); Rt; Rt -> 60 °C; 1 H,60 °C; 60 °C -> Rt1.3 Solvents: Water; Rt2.1 Reagents: Iron,Ammonium Chloride Solvents: Ethanol,Water; 15 H,90 °C3.1 Reagents: Sodium Nitrite,Hydrochloric Acid Solvents: Water; Rt; 10 Min,Rt3.2 Reagents: Potassium Iodide Solvents: Water; 30 Min,Rt3.3 Reagents: Sodium Thiosulfate Solvents: Water; Rt
    标题:Induction Of Axial Chirality In 8-Arylquinolines Through Halogenation Reactions Using Bifunctional Organocatalysts
    作者:Miyaji,Ryota; Et Al
    参考文献:Chemistry - A European Journal 日期:2017 卷标:23(42) 页码:9996-10000]

    88-10-8 + 626-02-8 = 863870-88-6
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 10 Min,-78 °C; -78 °C -> Rt; 30 Min,Rt1.2 Solvents: Tetrahydrofuran; 36 H,Reflux2.1 Reagents: Diisopropylamine,Butyllithium Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C; 0 °C -> -78 °C2.2 30 Min,-78 °C2.3 30 Min,-78 °C; -78 °C -> Rt3.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 5 H,Reflux3.2 Reagents: Hydrochloric Acid Solvents: Water; Neutralized,Rt
    标题:A New And Efficient Synthesis Of 4-Functionalized Benzo[b]Furans From 2,3-Dihalophenols
    作者:Sanz,Roberto; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2005 卷标:70(16) 页码:6548-6551
3-碘苯酚置于sodium Hydride,1,2-二溴乙烷,Sodium Hydroxide,Lithium Diisopropyl Amide体系中,用 四氢呋喃,乙醇 作为反应溶剂,化学反应 31.0H,反应生成 2-溴-3-碘苯酚
参考文献:如何通过不对称环状氮杂双炔的bergman环化反应反应生成的对-苯炔的无障碍亲核加成反应中实现高区域选择性
标题:如何通过不对称环状氮杂双炔的bergman环化反应反应生成的对-苯炔的无障碍亲核加成反应中实现高区域选择性
摘要:Perrin和o'Connor等人首先报道了在对苯甲酮的亲核加成中诱导高区域选择性.(j.化学会会志. 2007,129,4795-4799),作为反应包括一个非常快的屏障更少加成亲核试剂的一直是个挑战.另一方面,实现高度的区域选择性很重要,因为这将使该反应在合成上有用.最近,研究已经从我们的组(报道有机化学杂志. 2018,83,7730-7740),由此它表明亲核加成到p通过引入具有不同电子特性的基团,衍生自不对称n-取代的环状烯化炔的β-苯甲酰胺以低选择性进行.在本文中,我们报道了可以以定量产率保持环状不对称二炔形式的不对称1,2-二炔基苯中的邻烷氧基保持优异的区域选择性(> 99%).吡啶基烯二炔还显示出较高的区域选择性(〜84%),其中吡啶氮与即将发生的自由基中心成1,3-关系,从而扩大了该亲核加成反应的合成范围.
DOI:10.1021/acs.Joc.9B00060

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主要参考文献

参考标题:Palladium‐catalyzed Synthesis Of Benzophenanthrosilines By C−h/c−h Coupling Through 1,4‐palladium Migration/alkene Stereoisomerization
作者:Tomohiro Tsuda,Yuka Kawakami,Seung‐min Choi,Ryo Shintani |发布日期:2020.5.18
摘要:Catalysis. The Reaction Mechanism Has Been Experimentally Investigated And A Catalytic Cycle Involving A C-H/c-H Coupling Through A New Mode Of 1,4-Palladium Migration With Concomitant Alkene Stereoisomerization Has Been Proposed.

合成参考文献


参考文献:10.1134/s1070428025602754
摘要:Sokolova EA, Petryakova AS, Sarmutdinova DA, Sherstneva OA, Festa AA, Voskressensky LG. Copper-Catalyzed C–C-Coupling/Aza-Henry Domino Reaction of Nitriles to Synthesize 4-Nitro-2H-chromen-3-amines. Russ J Org Chem. 2025 Jul;61(7):1254–8. doi: 10.1134/s1070428025602754.
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