2,2',3,3'-tetramethoxybiphenyl | 4433-18-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2',3,3'-tetramethoxybiphenyl
• 英文别名: 2,2',3,3'-tetramethoxy-1,1'-biphenyl；1-(2,3-Dimethoxyphenyl)-2,3-dimethoxybenzene
• CAS: 4433-18-5
• 化学式: C₁₆H₁₈O₄
• 分子量: 274.317
• InChiKey: ZSCRVDNBULZTKZ-UHFFFAOYSA-N

物化性质

• 熔点：
  104-105 °C
• 沸点：
  319.3±37.0 °C(Predicted)
• 密度：
  1.094±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2909309090

反应信息

• 作为反应物：
  描述：

  2,2',3,3'-tetramethoxybiphenyl 在 吡啶 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成 4,4'-dimethoxy-6-N-(α-methylbenzyl)aminedibenzo-(d,f)(1,3,2)dioxaphosphepin-6-oxide
  参考文献：
  名称：

  6,6′-Dibromo-3,3′-dimethoxy-2,2′-dihydroxy-1,1′-biphenyl: preparation and resolution

  摘要：

  A pratical route to prepare the title biphenyl 1 starting from 3,3',2,2'-tetramethoxy- 1,1'-biphenyl 2 is described. Resolution of 1 was achieved by its conversion into the corresponding diastereomeric menthyl-dicarbonate. The absolute configuration of (P)-(+)-1 was confirmed by X-ray analysis of the related diastereomer, (C) 2000 Elsevier Science Ltd, All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00121-x
• 作为产物：
  描述：

  2,2'-二羟基联苯 在 sodium hydroxide 、 正丁基锂 作用下， 生成 2,2',3,3'-tetramethoxybiphenyl
  参考文献：
  名称：

  Dibenzofuran. XIX. Derivatives of 2,2'-Dihydroxybiphenyl^*

  摘要：

  DOI：

  10.1021/ja01865a018

文献信息

• METHOD FOR MANUFACTURING CONJUGATED AROMATIC COMPOUND
  申请人：Oda Seiji

  公开号：US20110275859A1

  公开（公告）日：2011-11-10

  A method for manufacturing a conjugated aromatic compound comprising reacting an aromatic compound (A) wherein one or two leaving groups selected from the group consisting of an iodine atom, a bromine atom and a chlorine atom are bonded to an aromatic ring and the aromatic compound (A) does not have (c1) a group represented by the following formula (10): wherein A 1 represents a C1-C20 alkoxy group etc.; (g1) a C1-C20 alkyl group which may be substituted with a fluorine atom etc.; and (h1) a C2-C20 acyl group which may be substituted with a fluorine atom etc., at the neighboring carbon atom to the carbon atom to which the leaving group is bonded, with an aromatic compound (A) having the same structure as that of the above-mentioned aromatic compound (A) or an aromatic compound (B) wherein the aromatic compound (B) is structurally different from the above-mentioned aromatic compound (A), one or two leaving groups selected from the group consisting of an iodine atom, a bromine atom and a chlorine atom are bonded to an aromatic ring and the aromatic compound (B) does not have the above-mentioned (c1), (g1) and (h1) at the neighboring carbon atom to the carbon atom to which the leaving group is bonded, in the presence of (i) a nickel compound, (ii) a metal reducing agent, (iii) at least one ligand (L1) selected from the group consisting of a 2,2′-bipyridine compound having at least one electron-withdrawing group and having no substituent at 3-, 6-, 3′- and 6′-positions, and a 1,10-phenanthroline compound having at least one electron-withdrawing group and having no substituent at 2- and 9-positions, and (iv) at least one ligand (L2) selected from the group consisting of a 2,2′-bipyridine compound having at least one electron-releasing group and having no substituent at 3-, 6-, 3′- and 6′-positions, and a 1,10-phenanthroline compound having at least one electron-releasing group and having no substituent at 2- and 9-positions.

  一种制备共轭芳香化合物的方法，包括将含有一个或两个离去基团的芳香化合物（A）与含有相同结构的上述芳香化合物（A）或结构不同的芳香化合物（B）反应，其中这些离去基团选自碘原子、溴原子和氯原子，与芳香环结合，而芳香化合物（A）没有以下式（10）所代表的基团：其中A1代表C1-C20烷氧基等；（g1）代表C1-C20烷基基团，可能被氟原子等取代；以及（h1）代表C2-C20酰基基团，可能被氟原子等取代，与离去基团结合的碳原子的相邻碳原子处没有上述（c1）、（g1）和（h1），在（i）镍化合物、（ii）金属还原剂、（iii）从2,2′-联吡啶化合物和1,10-邻菲啰啉化合物中选择的至少一种配体（L1），具有至少一个吸电子基团且在3-、6-、3′-和6′-位置没有取代基，以及（iv）从2,2′-联吡啶化合物和1,10-邻菲啰啉化合物中选择的至少一种配体（L2），具有至少一个释电子基团且在3-、6-、3′-和6′-位置没有取代基团的情况下，在上述离去基团结合的碳原子的相邻碳原子处进行反应。
• The palladium(0) Suzuki cross-coupling reaction as the key step in the synthesis of aporphinoids
  作者：R Suau、R Rico、F Nájera、F.J Ortiz-López、J.M López-Romero、M Moreno-Mañas、A Roglans

  DOI：10.1016/j.tet.2004.05.014

  日期：2004.6

  of phenylboronic acids with sterically hindered 2-bromo phenyl acetates or bromo phenyl acetamides, followed by sequential bicyclization of biarylacetamides promoted by oxalyl chloride/Lewis acid. The reduction of 4,5-dioxoaporphines provides a chemoselective entry to aporphines, dehydroaporphines and 4-hydroxy-dehydroaporphines. A three-steps total synthesis for (±)-O,O′-dimethylapomorphine from readily

  我们报告了一种灵活的方法，可以基于钯（0）催化的苯硼酸与空间受阻的2-溴苯基乙酸酯或溴代苯基乙酰胺的铃木交叉偶联，对4,5-二氧杂卟啉进行全合成，然后依次进行二环化的联芳基乙酰胺由草酰氯/路易斯酸。4，5-二氧杂卟啉的还原提供了对磷腈，脱氢紫杉醇和4-羟基-脱氢紫杉醇的化学选择性进入。（±）为一个三步骤的总合成- ø，ö还报道从容易获得的前体'-dimethylapomorphine。
• Deprotonative metalation of substituted aromatics using mixed lithium–cobalt combinations
  作者：Gandrath Dayaker、Floris Chevallier、Philippe C. Gros、Florence Mongin

  DOI：10.1016/j.tet.2010.09.053

  日期：2010.11

  The deprotonation of anisole was attempted using different homo- and heteroleptic TMP/Bu mixed lithium–cobalt combinations. Using iodine to intercept the metalated anisole, an optimization of the reaction conditions showed that in THF at room temperature 2 equiv of base were required to suppress the formation of the corresponding 2,2′-dimer. The origin of the dimer was not identified, but its formation

  苯甲醚的去质子化尝试使用不同的均配和杂配的TMP / Bu混合锂钴混合物。使用碘截留金属化的茴香醚，反应条件的优化表明，在室温下的THF中，需要2当量的碱才能抑制相应的2,2'-二聚体的形成。二聚体的来源尚未确定，但烯丙基溴作为亲电子试剂有利于其形成。使用碘，茴香醛和氯二苯膦有效地捕集金属化的苯甲醚，并适当使用二苯甲酮和苯甲酰氯。类似地将1，2-，1，3-和1，4-二甲氧基苯区域选择性地转化为相应的碘化物。观察到2-甲氧基-和2，当进行类似处理时，6-二甲氧基吡啶比相应的苯更易于二聚。苯甲酸乙酯在金属化-碘化过程中的参与表明，该方法不适用于对具有反应性功能的底物进行功能化。
• The Preparation of Rigid Linear Di- (and Tri-)catechol Derivatives
  作者：Markus Albrecht、Matthias Schneider

  DOI：10.1055/s-2000-7604

  日期：——

  The aryl-bridged rigid rod-like di- and tricatechol ligands 1-5 were prepared by aryl-aryl coupling reactions. Hereby either Suzuki coupling strategies [starting with 2,3-dimethoxyphenylboronic acid (6) as an important building block] or oxidative coupling with methyltributylammonium permanganate were used to obtain the desired compounds.

  通过芳基-芳基偶联反应制备了刚性棒状二酚和三酚配体 1-5。在此过程中，采用了铃木偶联策略（以 2,3-二甲氧基苯硼酸（6）作为重要的构建单元）或与甲基三丁基铵高锰酸盐的氧化偶联反应来获得所需的化合物。
• Prospering the biphen[n]arenes family by tailoring reaction modules
  作者：Kaidi Xu、Zhi-Yuan Zhang、Zihao Zhou、Chunju Li

  DOI：10.1016/j.cclet.2021.09.096

  日期：2022.5

  investigation on the formation of biphen[n]arenes by tailoring reaction modules. Five new macrocyclic arenes and four oligomers were synthesized by the condensation of monomers possessing different multimethoxyphenyl reaction modules and paraformaldehyde. We proved that the number and sites of methoxy on reaction modules greatly affected the reaction activity, shape, and connection mode of macrocycles. Moreover

  这里报道的是通过定制反应模块对联苯[ n ]芳烃形成的综合研究。通过具有不同多甲氧基苯基反应模块的单体与多聚甲醛缩合合成了五种新的大环芳烃和四种低聚物。我们证明了反应模块上甲氧基的数量和位点极大地影响了大环的反应活性、形状和连接方式。此外，单晶结构揭示了大环的三角形和马鞍形构型。该结果为设计新的大环芳烃提供了典型和基本的指导。