2,6-Bis(4-methylphenyl)benzoyl chloride | 167500-05-2

• 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: 2,6-Bis(4-methylphenyl)benzoyl chloride
• 英文别名: 2,6-bis(4-methylphenyl)benzoyl chloride
• CAS: 167500-05-2
• 化学式: C₂₁H₁₇ClO
• 分子量: 320.818
• InChiKey: AOOPHDHXBDYJJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,6-Bis(4-methylphenyl)benzoyl chloride 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[2,6-Bis[4-(bromomethyl)phenyl]benzoyl]oxyethyl 2,6-bis[4-(bromomethyl)phenyl]benzoate
  参考文献：
  名称：

  Meta-terphenyls as building blocks for benzimidazolophanes

  摘要：

  Coupling of the dibromide 4 and the tetrabromide 6 with benzimidazole gave the benzimidazolophanes 1 and 2 respectively. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01163-5
• 作为产物：
  描述：

  对甲苯基溴化镁 在 吡啶 、 氯化亚砜 、 oxonium 作用下， 以 二氯甲烷 为溶剂， 生成 2,6-Bis(4-methylphenyl)benzoyl chloride
  参考文献：
  名称：

  Synthesis of functionalised cyclophanes with cage structure; via an unusual termolecular collision

  摘要：

  Coupling of the tetrathiol 11 with two equivalents of the dibromide 6,7 and 8 under high dilution technique in the presence of KOH in benzene - ethanol afforded the cyclophanes 1a, 1c & 1b respectively. Similarly cyclophane 1d was obtained from the tetrathiol 11 and tetrabromide 9.

  DOI：

  10.1016/s0040-4039(00)61420-x

文献信息

• Facile Synthesis of 2′‐Acetamido‐<i>m</i>‐terphenyls via Suzuki Coupling
  作者：Perumal Rajakumar、Muthialu Srisailas

  DOI：10.1081/scc-120034162

  日期：2004.12.31

  Abstract Reaction of 2′‐amido‐m‐terphenyl with NaOH and Br2 gave substituted phenanthridinone instead of undergoing rearrangement to give acetamido‐m‐terphenyl. Thermolysis of 2′‐azido‐m‐terphenyl also gave the phenanthridinone in good yield. The synthesis of 2′‐m‐terphenyls was accomplished via Suzuki coupling.

  摘要 2'-酰胺-间-三联苯与NaOH和Br2反应得到取代的菲啶酮，而不是重排得到乙酰氨基-间-三联苯。2'-叠氮基-间-三联苯的热解也以良好的收率得到菲啶酮。2'-间三联苯的合成是通过 Suzuki 偶联完成的。
• Novel 4,4′-Bipyridinium-Based Cationic Mono- and Bicyclic Cyclophanes
  作者：Perumal Rajakumar、Kannupal Srinivasan

  DOI：10.1002/ejoc.200390183

  日期：2003.3

  a rare hexacationic cyclophane 18. The cyclophanes 3a and 3c form CT complexes with a bis(1H-indol-3-yl)(phenyl)methane compound while the cyclophane 13 forms CT complexes with 1,4-dimethoxybenzene and indole. Electrochemical parameters were obtained for all the cyclophanes. They exhibit two sets of redox peaks and most of them are quasireversible. The smallest-cavity cyclophane 13 has the lowest reduction

  通过简单的季铵化方法从相应的间三联苯二溴化物和 4,4'-联吡啶合成环内官能化的四阳离子环芳烃 3a-b。环内连接的四阳离子环芳烃 10 分三步合成，它具有凹形结构和新的分子内 CT 相互作用。含有羰基的四阳离子环芳烃 13、16a 和 16b 的合成由相应的羰基二溴化物和 4,4'-联吡啶完成。三羰基三溴化物与 4,4'-联吡啶的六重偶联得到罕见的六阳离子环芳 18。环芳 3a 和 3c 与双 (1H-吲哚-3-基)(苯基) 甲烷化合物形成 CT 配合物，而环芳 13 形成CT 与 1,4-二甲氧基苯和吲哚复合。获得了所有环芳烃的电化学参数。它们表现出两组氧化还原峰，其中大部分是准可逆的。最小腔的环芳烃 13 具有该系列中最低的还原电位。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• Synthesis of functionalised cyclophanes with cage structure; via an unusual termolecular collision
  作者：Perumal Rajakumar、Arunachalam Kannan

  DOI：10.1016/s0040-4039(00)61420-x

  日期：1993.12

  Coupling of the tetrathiol 11 with two equivalents of the dibromide 6,7 and 8 under high dilution technique in the presence of KOH in benzene - ethanol afforded the cyclophanes 1a, 1c & 1b respectively. Similarly cyclophane 1d was obtained from the tetrathiol 11 and tetrabromide 9.
• Synthesis of Cyclophanes with Intra-Annular Functionality and Cage Structure
  作者：Arunachalam Kannan、Perumal Rajakumar、V. Kabaleeswaran、S. S. Rajan

  DOI：10.1021/jo950957y

  日期：1996.1.1

  Cyclophanes of the type 1 and 2, with large cavity sizes, have been synthesized from the corresponding dichloride 8 or 8a and o-xylene-alpha,alpha'-dithiol (9), p-xylene-alpha,alpha'-dithiol (10), or m-terphenyldithiol (11). Similarly, cyclophanes of the type 3 with intra-annular functionality have been obtained by the coupling of the corresponding dithiol 15 or 19 and m-terphenyl dibromide 5, 5a, 5b, or 5c. With the aim of introducing multifunctionality, cyclophanes of the type 21 and 23 were prepared from 3,5-bis(mercaptomethyl)anisole or 3,5-bis(mercaptomethyl)phenol and the corresponding substituted m-terphenyl dibromide Bb or 5c. Cyclophanes 24, 24a, 24b, and 32, with a new type of cage structure, have been obtained by the coupling of the corresponding tetrathiol as with 2 equiv of the dibromides 5c, 5a, and 5b or 1 equiv of the tetrabromide 31, respectively. Further, the sodium salts of the cyclophanes 3c, 21, and 24b were completely characterized by H-1 NMR spectroscopy. XRD analysis of the cyclophane 21 revealed the presence of an ethanol molecule inside the cavity, indicating the facile formation of a host-guest complex.
• Meta-terphenyls as building blocks for benzimidazolophanes
  作者：Perumal Rajakumar、Muthialu Srisailas

  DOI：10.1016/s0040-4039(97)01163-5

  日期：1997.7

  Coupling of the dibromide 4 and the tetrabromide 6 with benzimidazole gave the benzimidazolophanes 1 and 2 respectively. (C) 1997 Elsevier Science Ltd.