1-(2-氯丙烷-2-基)-4-硝基苯 | 14500-58-4

• 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: 1-(2-氯丙烷-2-基)-4-硝基苯
• 英文名称: 4-nitrocumyl chloride
• 英文别名: 1-(α-chloro-isopropyl)-4-nitro-benzene；1-(α-Chlor-isopropyl)-4-nitro-benzol；1-(2-Chloropropan-2-yl)-4-nitrobenzene
• CAS: 14500-58-4
• 化学式: C₉H₁₀ClNO₂
• 分子量: 199.637
• InChiKey: WZDVAXOJQKDXMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-氯丙烷-2-基)-4-硝基苯 在 sodium diethylmalonate 、 氧气 作用下， 以 二甲基亚砜 为溶剂， 生成 2-(4-nitrophenyl)propan-2-ol
  参考文献：
  名称：

  New and facile substitution reactions at tertiary carbon. The use of oxygen as a mechanistic probe

  摘要：

  DOI：

  10.1021/ja01024a053
• 作为产物：
  描述：

  1-isopropenyl-4-nitro-benzene 在 盐酸 、 三氯化铁 作用下， 生成 1-(2-氯丙烷-2-基)-4-硝基苯
  参考文献：
  名称：

  A Spiral Curriuculm for Hypnosis Training

  摘要：

  Although hypnosis has been used for centuries, there are few reports of systematic, professional training. The most thorough codification of instructional content is the Standards of Training in Clinical Hypnosis (SOTCH) (Elkins & Hammond, 1994), endorsed by The American Society of Clinical Hypnosis (ASCH), and The Society of Clinical and Experimental Hypnosis (SCEH) for annual workshops. This curriculum is organized around two assumptions: training is presented to adult professionals who know their own objectives; and each participant has a favorite leaming style that should be accommodated. The workshop follows the content and time recommendations of the SOTCH. Some content is scheduled with spaced opportunity for practice. Concepts are organized in a spiral pattern, then presented and reviewed several times, each time in more detail, and in ways that accommodate different learning styles.

  DOI：

  10.1080/00029157.2002.10403509

文献信息

• Nucleophilic addition of silyl enol ethers to aromatic nitro compounds: scope and mechanism of reaction
  作者：T. V. RajanBabu、G. S. Reddy、Tadamichi Fukunaga

  DOI：10.1021/ja00305a024

  日期：1985.9

  chloride are not displaced in the reaction, suggesting the absence of radical ion intermediates. Dihydroaromatic nitro derivatives can be isolated in some cases, such as anthracene and naphthalene systems which are less prone to rearomatize. The use of silicon reagents in organic synthesis has been ex- panding rapidly in the past few year^,^-^ and versatile methods for carbon-carbon bond formations have been

  与碱金属烯醇化物形成鲜明对比的是，在氟离子源的存在下，甲硅烷基烯醇醚和烯酮甲硅烷基缩醛加成到芳香硝基化合物中，得到中间体二氢芳香硝基化合物，这可以通过 NMR 观察到。中间体与硼胺或 DDQ 的原位氧化以中等至高产率产生α-硝基芳基羰基化合物。该反应适用于烷基、烷氧基和卤素取代的硝基苯以及杂环和稠合硝基芳族化合物。虽然硝基的邻位取代主要用空间上要求不高的甲硅烷基试剂，但对位取代产物仅用体积大的试剂获得。然而，通过用适当的基团（例如氯）封闭对位，可以将加成指向邻位。卤代硝基芳烃和对硝基枯烯基氯的卤素原子在反应中没有被置换，表明不存在自由基离子中间体。在某些情况下可以分离二氢芳族硝基衍生物，例如不太容易重构化的蒽和萘系统。在过去的几年里，硅试剂在有机合成中的应用迅速扩大，基于由氟离子源活化的甲硅烷基烯醇醚，已经开发出用于碳-碳键形成的通用方法。各种研究小组已经报道了烷基化^、^^^^ 芳基化~ns、~aldol
• Process for the production of living radical polymers and polymers
  申请人：Yamago Shigeru

  公开号：US20060135711A1

  公开（公告）日：2006-06-22

  A process for producing a living radical polymer characterized in that a vinyl monomer is polymerized with use of an organotellurium compound represented by the formula (1) and an azo type polymerization initiator, and the living radical polymer obtainable by the process wherein R 1 is C 1 -C 8 alkyl, aryl, substituted aryl or an aromatic heterocyclic group, R 2 and R 3 are each a hydrogen atom or C 1 -C 8 alkyl, and R 4 is aryl, substituted aryl, an aromatic heterocyclic group, acyl, oxycarbonyl or cyano.

  使用由公式（1）表示的有机碲化合物和偶氮类聚合引发剂聚合乙烯单体的生活自由基聚合物的生产方法，其中所述生活自由基聚合物可通过该方法获得 其中R1为C1-C8烷基，芳基，取代芳基或芳香杂环基，R2和R3分别为氢原子或C1-C8烷基，R4为芳基，取代芳基，芳香杂环基，酰基，氧羰基或氰基。
• Nucleophilic Substitution Reactions of Tetrabutylammonium aci-Nitronates with p-Substituted Nitrobenzenes
  作者：RK Norris、D Randles

  DOI：10.1071/ch9792413

  日期：——

  The reactions of tetrabutylammonium aci-nitronates with p-dinitrobenzene in dimethyl sulfoxide, benzene or acetone proceed far more rapidly than the reactions of the corresponding lithium salts and give, in unhindered cases, good yields of C-arylates, e.g. p-(1-methyl-1-nitroethyl)nitrobenzene (in 73-89% yields) and p-nitro(l,3,3-trimethyl-1-nitrobuty1)benene (in 70% yield). With more sterically hindered nitronates, O-arylation increases, giving phenols and ketoxime O-p-nitrophenyl ethers, presumably derived from the novel, intermediate p-nitrophenyl aci-nitronate esters. aci-Nitronate ions with more than two β-methyl groups gave no C-arylation. Similar results were obtained with p-fluoronitrobenzene and p-nitrobenzonitrile, A mechanism for the conversion of the intermediate aci-nitronate esters into the ketoxime ethers is proposed.

  四丁基硝酸铵与对二硝基苯的反应 与对二硝基苯在二甲亚砜、苯或丙酮中的反应要比 反应要比相应锂盐的反应迅速得多，而且在无阻碍的情况下还能得到 例如对（1-甲基-1-硝基乙基）硝基苯（收率为 73-89%）和对硝基（l,3,3-三甲基-1-硝基丁 1）苯（收率为 70%）。对于立体受阻较大的硝酸酯，O-芳基化作用会增加，从而产生苯酚和酮。 酚和酮肟 O-对硝基苯醚。 对硝基苯基 Aci-Nitronate 酯。 两个以上 β-甲基的 aci-Nitronate 离子不会产生 C-芳基化反应。 对氟硝基苯和对硝基苯腈也得到了类似的结果。 中间体艾氏硝酸 提出了将中间体酰基硝酸酯转化为酮肟醚的机理。
• A facile preparation of dialkyl phosphonate compounds from sterically hindered p-nitrocumyl halides through the SRN1 mechanism
  作者：Jong Uk Rhee、Glen A. Russell、Woonphil Baik

  DOI：10.1016/s0040-4039(98)01925-x

  日期：1998.11

  p-Nitrobenzyl phosphonate anion with p-nitrocumyl halides gives a good yield of the coupling product dialkyl[(1,1-dimethyl-1,2-di-(p-nitrobenzyl)ethyl] phosphonates through the SRN1 mechanism. The reaction was greatly accelerated by sunlamp irradiation but inhibited by the radical scavenger (t-Bu)2NO•.

  p与硝基苄膦酸酯阴离子p -nitrocumyl卤化物给出偶合产物二烷基[（1,1-二甲基-1,2-二- （良好的产量p硝基苄基）乙基]膦酸酯通过S RN 1个机构，将反应在日光照射下被大大加速，但被自由基清除剂（t- Bu）2 NO •抑制。
• “Thermal” S_RN1 Reactions:  How Do They Work? Novel Evidence that the Driving Force Controls the Transition between Stepwise and Concerted Mechanisms in Dissociative Electron Transfers
  作者：Cyrille Costentin、Philippe Hapiot、Maurice Médebielle、Jean-Michel Savéant

  DOI：10.1021/ja9902322

  日期：1999.5.1

  nucleophile which is usually a poor electron donor. Such reactions are unlikely to be initiated by a simple outersphere electron transfer from the nucleophile followed by the cleavage of the substrate anion radical. Rather, initiation follows a mechanism in which electron transfer and bond cleavage are concerted. These conclusions are based on a full analysis of a model system involving 4-nitrocumyl chloride

  在 SRN1 反应中，与传统的亲核取代不同，亲核试剂不直接与亲电子试剂反应，而是与其还原裂解产生的自由基反应。许多 SRN1 替换需要外部刺激，包括注入催化量的电子。在“热”SRN1 反应中，除了亲核试剂之外，没有其他引发电子的来源，亲核试剂通常是一种不良的电子供体。这种反应不太可能由来自亲核试剂的简单外球电子转移随后底物阴离子自由基的裂解引发。相反，引发遵循电子转移和键断裂协调的机制。这些结论基于对涉及 4-硝基枯基氯作为底物和 2-硝基丙酸根离子作为亲核试剂的模型系统的全面分析，其中所有相关的热力学和动力学参数均通过直接或间接电化学方法确定。它们扩展到其他示例...