1-对甲苯环戊烷羰酰氯 | 82278-33-9

• 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-对甲苯环戊烷羰酰氯
• 英文名称: 1-p-Tolyl-cyclopentanecarbonyl chloride
• 英文别名: 1-p-Tolylcyclopentanecarbonyl chloride；1-(4-methylphenyl)cyclopentane-1-carbonyl chloride
• CAS: 82278-33-9
• 化学式: C₁₃H₁₅ClO
• 分子量: 222.715
• InChiKey: ARYYJZHJKHGPKI-UHFFFAOYSA-N

物化性质

• 沸点：
  308.7±21.0 °C(Predicted)
• 密度：
  1.149±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  1-对甲苯环戊烷羰酰氯 在 palladium diacetate 、 copper diacetate 、 三乙胺 、 对苯醌 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 80.0h， 生成 4,4-dimethyl-2-(1-(2-ethyl-4-methylphenyl)cyclopentyl)oxazoline
  参考文献：
  名称：

  Palladium-Catalyzed Alkylation of Aryl C−H Bonds with sp³ Organotin Reagents Using Benzoquinone as a Crucial Promoter

  摘要：

  The combination of directed C-H activation, batch-wise addition of tetraalkyltin reagents, and rate enhancement by benzoquinone and microwave irradiation provides a promising strategy for the direct coupling of C-H bonds with organometallic reagents. A variety of tetraalkyltins were coupled to C-H bonds to give the alkylated products in good yields by using 5 mol % Pd(OAc)2 as the catalyst. Benzoquinone was shown to be essential for the C-H activation when substrates containing non-pi-conjugated chelating groups are used. Monitoring the formation and reductive elimination of the Pd(Ar)(Me)L2 complex also revealed that benzoquinone promotes the reductive elimination step. Microwave irradiation enhances the reaction rate drastically. The versatility of this protocol was demonstrated by using substrates containing either oxazoline or pyridine as directing groups.

  DOI：

  10.1021/ja0570943
• 作为产物：
  描述：

  1-(对甲苯基)-1-环戊烷羧酸 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 1-对甲苯环戊烷羰酰氯
  参考文献：
  名称：

  钯 (II) 催化的 N-甲氧基酰胺和芳烃的 C(sp2)-H 键活化/C-N 键裂解环化

  摘要：

  开发了 Pd(II) 催化的 N-烷氧基酰胺芳烃的 C-H 键活化/C- N键裂解环化反应以合成 9,10-二氢菲酮衍生物。该反应表现出良好的官能团相容性，产率高达 92%。详细的机理研究表明，C-N键断裂的关键是形成的八元钯环中间体与羰基进行亲核加成，这为N-烷氧基酰胺定向C-H键活化提供了一种新的实用途径。

  DOI：

  10.1021/acs.orglett.2c00161

文献信息

• Palladium-Catalyzed Remote <i>meta</i>-C–H Bond Deuteration of Arenes Using a Pyridine Template
  作者：Hui Xu、Min Liu、Ling-Jun Li、Ya-Fang Cao、Jin-Quan Yu、Hui-Xiong Dai

  DOI：10.1021/acs.orglett.9b01784

  日期：2019.6.21

  deuteration of a series of substrates, including phenylacetic acids, hydrocinnamic acid, benzylphosphonate, benzylsulfonate, and benzyl and phenyl ethyl alcohol ester, is developed by using a pyridine-based directing template. The template is installed into the substrate through a practical ester linkage. Under mild reaction conditions, a variety of phenylacetic acids containing alkyl, methoxyl, and halo substituents

  钯催化的一系列底物的间选择性CH氘化反应是通过使用吡啶基导向模板开发的，这些底物包括苯乙酸，氢肉桂酸，苄基膦酸酯，苄基磺酸酯以及苄基和苯基乙醇酯。通过实用的酯键将模板安装到基材中。在温和的反应条件下，各种含有烷基，甲氧基和卤素取代基的苯乙酸在反应中是相容的，导致在间位高水平的D掺入。
• Phenyl piperazine derivatives having antiagressive activity
  申请人：DUPHAR INTERNATIONAL RESEARCH B.V

  公开号：EP0048045A1

  公开（公告）日：1982-03-24

  It has been found that the group of new phenyl piperazine derivatives of formula 3 of the formula sheet and the salts thereof have a strong and selective antiagressive activity. The compounds can be prepared in a manner known for analogous compounds and be processed to the usual compositions.

  研究发现，式表 3 的一组新的苯基哌嗪衍生物及其盐类具有很强的选择性抗抑郁活性。这些化合物可以用已知的类似化合物的方法制备，并可加工成通常的组合物。
• Synthesis and Biological Activity of Arylcyclopentane-1-carboxylic Acids Aminoesters
  作者：A. A. Aghekyan、G. G. Mkryan、A. S. Tsatinyan、G. V. Gasparyan

  DOI：10.1134/s107036321905027x

  日期：2019.5

  1-Arylcyclopentane-1-carboxylic acids were synthesized by alkaline hydrolysis of the corresponding nitriles. Reactions of the acid chlorides with N,N-dialkylaminoalkyl-and hetarylalkylalkanols provided new aminoester derivatives of 1-arylcyclopentane-1-carboxylic acids. Sympatholytic and adrenolytic activity of the obtained amino esters hydrochlorides was studied.
• Remote C–H bond functionalization reveals the distance-dependent isotope effect
  作者：Jiao-Jie Li、Ramesh Giri、Jin-Quan Yu

  DOI：10.1016/j.tet.2008.03.026

  日期：2008.7

  Iodination of remote aryl C-H bonds has been achieved using palladium acetate as the catalyst and iodoacetate (IOAc) as the oxidant. Systematic kinetic isotope studies imply a mechanistic regime shift as the number of bonds separating the directing heteroatom and the target C-H bond increases. Both isotope and electronic effects observed in remote C-H bond activation are consistent with an electrophilic palladation pathway in which the initial palladation is slower than the C-H bond cleavage. (C) 2008 Elsevier Ltd. All rights reserved.
• Discovery and in vitro/in vivo studies of tetrazole derivatives as Kv1.5 blockers
  作者：Shengde Wu、Andrew Fluxe、Jim Sheffer、John M. Janusz、Benjamin E. Blass、Ron White、Chris Jackson、Richard Hedges、Michael Murawsky、Bin Fang、Gina M. Fadayel、Michelle Hare、Laurent Djandjighian

  DOI：10.1016/j.bmcl.2006.09.021

  日期：2006.12

  A novel class of tetrazole-derived Kv1.5 blockers is disclosed. In in vitro studies, several compounds had IC(50)s ranging from 180 to 550 nM. In vivo studies indicated that compounds 2f and 2j increased right atrial ERP about 40% without affecting ventricular ERP. (c) 2006 Elsevier Ltd. All rights reserved.