3-(4-甲基苯基)丁酰氯 | 103619-38-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 3-(4-甲基苯基)丁酰氯
• 英文名称: 3-(4-methylphenyl)butanoyl chloride
• 英文别名: 3-(p-tolyl)butyryl chloride；3-p-tolylbutanoyl chloride；3-p-tolyl-butyryl chloride；3-p-Tolyl-butyrylchlorid
• CAS: 103619-38-1
• 化学式: C₁₁H₁₃ClO
• mdl: MFCD09889859
• 分子量: 196.677
• InChiKey: OHYSNKMLLQRNBA-UHFFFAOYSA-N

物化性质

• 沸点：
  127 °C(Press: 0.2 Torr)
• 密度：
  1.087±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 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：

  3-(4-甲基苯基)丁酰氯 在 HRh(PPh₃)4 作用下， 以 苯 为溶剂， 生成 2-甲基-6-(4-甲基苯基)庚-2-烯-4-酮
  参考文献：
  名称：

  区域和立体控制的α，β-不饱和羰基化合物的合成

  摘要：

  α，β-不饱和羰基化合物和丁烯化物可以通过铑（I）分别催化1,3-二烯单环氧化物和α-亚烷基-γ-丁内酯的异构化反应制备。前一种转化形式被正式认为是不对称酮的区域特异性醛醇缩合的等价物。

  DOI：

  10.1016/s0040-4039(00)98543-5
• 作为产物：
  描述：

  3-(p-tolyl)butanal 在 氯化亚砜 、 silver(l) oxide 作用下， 生成 3-(4-甲基苯基)丁酰氯
  参考文献：
  名称：

  Duchene, Alain; Quintard, Jean-Paul, Synthetic Communications, 1985, vol. 15, # 10, p. 873 - 882

  摘要：

  DOI：

文献信息

• Rhodium-catalyzed isomerization of 1,3-diene monoepoxides to α,β-unsaturated carbonyl compounds
  作者：Susumo Sato、Isamu Matsuda、Yusuke Izumi

  DOI：10.1016/0022-328x(89)85435-x

  日期：1989.1

  α,β-Unsaturated aldehydes and ketones are readily formed by the rhodium(I) catalyzed isomerization of 1,3-diene monoepoxides. When RhH(PPh3)4 is used as a catalyst, only (E)-α,β-unsaturated carbonyl compounds are obtained selectively. The initial 1,3-diene monoepoxides are prepared regiospecifically from α-trimethylsilyl ketones by a two step procedure, bromination and subsequent vinylative epoxidation

  α，β-不饱和醛和酮很容易通过铑（I）催化的1,3-二烯单环氧化物的异构化反应形成。当将RhH（PPh 3）4用作催化剂时，仅选择性地获得（E）-α，β-不饱和羰基化合物。最初的1，3-二烯单环氧化物是由α-三甲基甲硅烷基酮通过两步程序（溴化和随后的生成的α-溴酮的乙烯基化环氧化）区域特异性地制备的。从α-三甲基甲硅烷基酮到α，β-烯酮的整体转化在形式上被视为等同于区域特异性醛醇缩合，并且还使得能够使用不对称取代的酮作为烯醇化物来源。异构化的重要性，因为它是合成ar的关键步骤描述了-turmerone。
• Synthesis of (R)-ar-turmerone and its conversion to (R)-ar-himachalene, a pheromone component of the flea beetle: (R)-ar-himachalene is dextrorotatory in hexane, while levorotatory in chloroform
  作者：Kenji Mori

  DOI：10.1016/j.tetasy.2004.11.077

  日期：2005.2

  (R)-ar-Turmerone was synthesized from (4-methylphenyl)acetic acid by employing Evans asymmetric alkylation as the key step. (R)-ar-Turmerone was converted to (R)-ar-himachalene, which was dextrorotatory in hexane while levorotatory in chloroform. Enantiomerically impure (75% ee) (R)-3-(4-methylphenyl)butanoic acid crystallized more readily than the enantiomerically pure one.

  （- [R ）-芳-Turmerone，由（4-甲基苯基）乙酸通过使用埃文斯不对称烷基化作为关键步骤合成。（- [R ）-芳-Turmerone转化成（- [R ） -芳-himachalene，这是右旋的在己烷中的氯仿，同时左旋的。对映体不纯的（75％ee）（R）-3-（4-甲基苯基）丁酸比对映体纯的更容易结晶。
• NOVEL COMPOUNDS ADVANTAGEOUS IN THE TREATMENT OF CENTRAL NERVOUS SYSTEM DISEASES AND DISORDERS
  申请人：Pesyan Amir

  公开号：US20110046128A1

  公开（公告）日：2011-02-24

  A series of novel compounds showing anticonvulsant, chemical countermeasure(s), and analgesic activities is described. Such pharmaceutically active compounds may also show utility in the treatment of other central nervous system (“CNS”) diseases and disorders, such as anxiety, depression, insomnia, migraine headaches, schizophrenia, Parkinson's disease, spasticity, Alzheimer's disease, and bipolar disorder. Furthermore, such compounds may additionally find utility as analgesics (e.g., for the treatment of chronic or neuropathic pain) and as neuroprotective agents useful in the treatment of stroke(s), chronic neurodegenerative diseases (such as Alzheimer's disease and Huntington's disease), and/or traumatic brain and/or spinal cord injuries. Moreover, these/such compounds may also be useful in the treatment of status epilepticus and/or as chemical countermeasures.

  本文介绍了一系列新型化合物，具有抗惊厥、化学对抗剂和镇痛活性。这些药物活性化合物也可能在治疗其他中枢神经系统（“CNS”）疾病和障碍方面发挥作用，如焦虑、抑郁、失眠、偏头痛、精神分裂症、帕金森病、痉挛、阿尔茨海默病和双相情感障碍。此外，这些化合物还可以作为镇痛剂（例如，用于慢性或神经性疼痛的治疗）和作为神经保护剂，有助于治疗中风、慢性神经退行性疾病（如阿尔茨海默病和亨廷顿病）以及创伤性脑和/或脊髓损伤。此外，这些化合物还可以用于治疗癫痫持续状态和/或作为化学对抗剂。
• Lipase catalysed kinetic resolutions of 3-aryl alkanoic acids
  作者：Rebecca E. Deasy、Maude Brossat、Thomas S. Moody、Anita R. Maguire

  DOI：10.1016/j.tetasy.2010.12.019

  日期：2011.1

  Hydrolase catalysed kinetic resolutions leading to a series of 3-aryl alkanoic acids (>= 94% ee) are described. Hydrolysis of the ethyl esters with a series of hydrolases was undertaken to identify biocatalysts that yield the corresponding acids with excellent enantiopurity in each case. Steric and electronic effects on the efficiency and enantioselectivity of the biocatalytic transformation were also explored. (C) 2011 Elsevier Ltd. All rights reserved.
• Colonge; Chambion, Bulletin de la Societe Chimique de France, 1947, p. 1006,1007
  作者：Colonge、Chambion

  DOI：——

  日期：——