3-苯基-1,1'-联(环己基) | 4016-06-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-苯基-1,1'-联(环己基)
• 英文名称: 1,3-dicyclohexylbenzene
• 英文别名: 1,3-dicyclohexyl-benzene；1,3-Dicyclohexyl-benzol；meta-dicyclohexylbenzene；m-dicyclohexylbenzene
• CAS: 4016-06-2
• 化学式: C₁₈H₂₆
• 分子量: 242.404
• InChiKey: TUWRHJHVTBVNSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2902909090

反应信息

• 作为反应物：
  描述：

  3-苯基-1,1'-联(环己基) 在 三氯化铝 、 铁粉 、 溶剂黄146 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 4.0h， 生成 (3-Aminophenyl)-(2,4-dicyclohexylphenyl)methanone
  参考文献：
  名称：

  Utility of Complementary Molecular Reactivity and Molecular Recognition (CMR/R) Technology and Polymer-Supported Reagents in the Solution-Phase Synthesis of Heterocyclic Carboxamides

  摘要：

  The use of our recently reported chemical library purification strategy in the development of a herbicidal lead, N-(3-benzoylphenyl)-3-(1,1-dimethylethyl)-1-methyl-1H-pyrazole-5-carboxamide (3), is described. The approach applying fundamental properties of complementary molecular reactivity and molecular recognition (CMR/R) as the basis for a general purification strategy was utilized. Polymeric reagents were used in the synthesis to generate reactive species involved in product formation, and complementary molecular reactivity/molecular recognition polymer 8 (CMR/R polymer 8) was used in the solution-phase syntheses of building blocks, primary libraries, and lead refinement libraries. An extension of the CMR/R methodology was applied, utilizing a sequestration enabling reagent (SER), transforming a reactant into an electrophilic species sequestrable by CMR/R polymer 8. This library purification strategy enabled rapid lead generation and lead refinement to afford herbicide 27o. The CMR/R solid-phase purification technique enabled a simple, general, and powerful protocol, eliminating the usual tedious and time-consuming methods required for solution-phase product purification. The result was the synthesis of hundreds of compounds, prepared in a relatively short time, leading to a compound with a 4-fold improvement in herbicidal activity over the initial lead.

  DOI：

  10.1021/jo970571i
• 作为产物：
  描述：

  在 palladium on activated charcoal 氢气 、 草酸 作用下， 以 乙酸乙酯 为溶剂， 生成 3-苯基-1,1'-联(环己基)
  参考文献：
  名称：

  79.芳核的烷基化。第十部分单烷基苯的环己基化和热烷基化的过程

  摘要：

  DOI：

  10.1039/jr9630000518

文献信息

• Nickel-Phosphine Complex-Catalyzed Grignard Coupling. I. Cross-Coupling of Alkyl, Aryl, and Alkenyl Grignard Reagents with Aryl and Alkenyl Halides: General Scope and Limitations
  作者：Kohei Tamao、Koji Sumitani、Yoshihisa Kiso、Michio Zembayashi、Akira Fujioka、Shun-ichi Kodama、Isao Nakajima、Akio Minato、Makoto Kumada

  DOI：10.1246/bcsj.49.1958

  日期：1976.7

  (s)), aryl, and alkenyl Grignard reagents and nonfused, fused, and substituted aromatic halides and haloolefins. Limitations lie in sluggish reactions between alkyl Grignard reagents and dihaloethylenes. The most effective catalysts are [Ni(C6H5)2P(CH2)3P(C6H5)2}Cl2] for alkyl and simple aryl Grignard reagents, [Ni(CH3)2P(CH2)2P(CH3)2}Cl2] for alkenyl and allylic Grignard reagents and [NiP(C6H5)3}2-Cl2]

  已经确定，二卤代二膦镍 (II) 配合物对格氏试剂与芳基和链烯基卤化物的选择性交叉偶联表现出极高的催化活性。由于该催化反应程序简单、反应条件温和、偶联产物的收率和纯度高，以及广泛适用于涉及伯和仲烷基的反应（无论β-的存在与否），该催化反应可用于合成实践。氢 (s))、芳基和烯基格氏试剂以及非稠合、稠合和取代的芳族卤化物和卤代烯烃。限制在于烷基格氏试剂和二卤乙烯之间的缓慢反应。对于烷基和简单的芳基格氏试剂，最有效的催化剂是 [Ni(C6H5)2P(CH2)3P( )2}Cl2]，[Ni(CH3)2P( )2P( )2}Cl2] 用于烯基和烯丙基格氏试剂，[NiP( )3}2-Cl2] 用于空间位阻芳基格氏试剂和卤化物。膦配体对...的巨大稳定作用
• Aromatization of aliphatic compounds—v
  作者：M. Giannangeli、L. Baiocchi

  DOI：10.1016/0040-4020(80)85052-6

  日期：1980.1

  Some cyclohexadienols, when heated at 220° with PyHCl, gave, through dehydration and isomerisation, the corresponding benzene derivatives. So 2,6-dibenzyliden-cyclohexanols gave m-dibenzyl-benzenes, 2-benzyliden-1-tetralols gave 2-benzyl-naphthalenes and 2,6-dicyclohexenyl cyclohexanols gave m-dicyclohexyl-benzenes. The correlation between these aromatisations and those of cyclohexenone acetic acids

  一些环己烯醇在与PyHCl加热至220°时，会通过脱水和异构化反应生成相应的苯衍生物。所以2,6- dibenzyliden -环己醇得到米二苄基的苯，2-亚苄基-1- tetralols得到2-苄基萘和2,6-二环己烯基环己醇，得到米二环己基的苯。本文讨论了这些芳香化与环己烯酮乙酸与芳酸之间的相关性。还描述了在2-亚苄基-1-四醇的芳构化中获得的一些副产物。
• [EN] PROCESS FOR PRODUCING A MONOCYCLOALKYL-SUBSTITUTED AROMATIC COMPOUND<br/>[FR] PROCÉDÉ POUR PRODUIRE UN COMPOSÉ AROMATIQUE SUBSTITUÉ PAR MONOCYCLOALKYLE
  申请人：EXXONMOBIL CHEM PATENTS INC

  公开号：WO2012087433A1

  公开（公告）日：2012-06-28

  In a process for producing mono-cycloalkyl-substituted aromatic compound, benzene and cyclic monoolefin are contacted with a catalyst under alkylation conditions to produce an effluent containing mono-cycloalkyl-substituted aromatic compound. The catalyst comprises a molecular sieve.

  在生产单环烷基取代芳香化合物的过程中，苯和环状单烯与催化剂在烷基化条件下接触，产生含单环烷基取代芳香化合物的流出物。催化剂包括分子筛。
• Action of Aluminum Chloride on Cyclohexylbenzene
  作者：B. B. Corson、V. N. Ipatieff

  DOI：10.1021/ja01271a003

  日期：1938.4
• Benzene Alkylation with Cycloolefins under the Action of [Et3NH]+[Al2Cl7]− Ionic Liquid
  作者：R. I. Aminov、A. S. Mazitova、R. I. Khusnutdinov

  DOI：10.1134/s107036321911001x

  日期：2019.11

  Benzene alkylation with mono- and bicyclic olefins under the action of an inorganic ionic liquid [Et3NH](+)[Al2Cl7](-) with the formation of benzene cycloalkyl derivatives in 58-98% yield has been performed for the first time. It has been found that the increase in the olefin cycle size improves the selectivity with respect to monocycloalkyl derivatives.