2-hexynoyl chloride | 7299-57-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: 2-hexynoyl chloride
• 英文别名: hexynoyl chloride；Hex-2-ynoyl chloride
• CAS: 7299-57-2
• 化学式: C₆H₇ClO
• 分子量: 130.574
• InChiKey: FRVMOYIBZNVRPI-UHFFFAOYSA-N

物化性质

• 沸点：
  170.5±23.0 °C(Predicted)
• 密度：
  1.093±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 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-hexynoyl chloride 在 三乙胺 作用下， 以 甲苯 为溶剂， 25.0~750.0 ℃ 、13.33 Pa 条件下， 反应 4.0h， 生成 1,3-庚二炔
  参考文献：
  名称：

  Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 4. Stepwise construction of terminal 1, 3-diynes, conjugated diacetylenic esters and a triacetylenic ester

  摘要：

  Thirteen examples of stabilised alkynoyl ylides 6 have been prepared and are found, upon flash vacuum pyrolysis (FVP) at 500 degrees C, to undergo extrusion of Ph(3)PO to give the diacetylenic esters 7 in moderate yield. At 750 degrees C the same ylides afforded terminal 1.3-diynes 8 although often in poor yield. For R = 2-MeSC(6)H(4) both 7 and 8 undergo secondary loss of Me(.) and cyclisation to give 2-alkynylbenzothiophene derivatives 9 and 10 in low yield. The first example of an alkadiynoyl ylide 11 has been prepared and is converted by FVP at 500 degrees C into the triacetylenic ester 12.

  DOI：

  10.1039/p19940002461
• 作为产物：
  描述：

  2-己炔酸 在 氯化亚砜 作用下， 反应 3.0h， 生成 2-hexynoyl chloride
  参考文献：
  名称：

  N-丙炔基Hy的金催化环化/亚芳基基团转移级联反应合成4-亚芳基吡唑啉酮

  摘要：

  已经开发了一种有效的金催化的N-丙酰基酰azo的环化/亚芳基基团转移级联反应。该方法为合成各种官能化的4-亚芳基吡唑啉酮提供了一种新颖的方法。

  DOI：

  10.1021/acs.joc.5b01366

文献信息

• Bifunctional Phosphine Ligand Enabled Gold‐Catalyzed Alkynamide Cycloisomerization: Access to Electron‐Rich 2‐Aminofurans and Their Diels–Alder Adducts
  作者：Xingguang Li、Xu Ma、Zhixun Wang、Pei‐Nian Liu、Liming Zhang

  DOI：10.1002/anie.201908598

  日期：2019.11.25

  By using biphenyl-2-ylphosphines functionalized with a remote tertiary amino group as a ligand, readily available acetylenic amides are directly converted into 2-aminofurans devoid of any electron-withdrawing and hence deactivating/stabilizing substituents. These highly electron-rich furans have rarely been prepared, let alone applied in synthesis, because of their high reactivities and low stabilities

  通过使用被远端叔氨基官能化的联苯-2-基膦作为配体，容易获得的炔属酰胺被直接转化为2-氨基呋喃，而没有任何吸电子和失活/稳定的取代基。这些高电子富集的呋喃很少制备，更不用说用于合成了，因为它们具有与呋喃环的富电子性质相关的高反应性和低稳定性。在这项工作中，这些反应性呋喃可以顺利进行原位分子间Diels-Alder反应，以提供高度官能化/取代的苯胺产品，或通过分子内化合物以高收率或优异的收率提供咔唑-4-羧酸酯。
• [EN] POLYMERISABLE COMPOUNDS FOR MAKING OPTO-ELECTRONIC DEVICES<br/>[FR] COMPOSÉS POLYMÉRISABLES POUR FABRIQUER DES DISPOSITIFS OPTOÉLECTRONIQUES
  申请人：IMEC INTER UNI MICRO ELECTR

  公开号：WO2010000504A1

  公开（公告）日：2010-01-07

  This invention provides monomeric compounds represented by the structural formula (I) or the structural formula (II) which can be polymerized into crosslinkable polymers useful for producing opto-electronic devices.

  这项发明提供了单体化合物，其结构式表示为(I)或结构式(II)，可以聚合成交联聚合物，用于制造光电子器件。
• Function-based probes for environmental microbiome analysis and methods of making and using the same
  申请人：Battelle Memorial Institute

  公开号：US11169152B2

  公开（公告）日：2021-11-09

  Probe embodiments for identifying analytes involved in biofuel or bioenergy production, bioremediation, or nutrient cycling as well as methods of making and use are described herein. In some embodiments, probes identifying cellulose degradation and/or sugar transport, lignin or chitin degradation, or peptide or toxin metabolism are included. In some embodiments, probes for identifying analytes in a soil sample are included in the compositions and methods disclosed herein.

  本文描述了用于鉴定涉及生物燃料或生物能源生产、生物修复或营养循环的分析物的探针实施方案以及制造和使用方法。在某些实施方案中，包括用于鉴定纤维素降解和/或糖转运、木质素或几丁质降解或肽或毒素代谢的探针。在某些实施方案中，用于鉴定土壤样本中分析物的探针也包含在本文公开的组合物和方法中。
• Probe for selectively characterizing enzymes involved in xenobiotic metabolism and method of making and using the same
  申请人：Battelle Memorial Institute

  公开号：US11345950B2

  公开（公告）日：2022-05-31

  Activity-based probes that can be used to selectively identify and characterize enzymes that are involved in different phases of xenobiotic metabolism in a host and its microbiota population(s) are described. The activity-based probes described specifically label only their target active enzymes involved in xenobiotic metabolism and therefore provide a measurement of true protein functional activity rather than transcript or protein abundance. The activity-based probes also provide multimodal profiling of these active enzymes. Methods for preparing the activity based probes and exemplary methods for their use also are disclosed.

  本文介绍了基于活性的探针，这些探针可用于选择性地鉴定和表征参与宿主及其微生物群中不同阶段异生物代谢的酶。所述基于活性的探针只对参与异生物代谢的目标活性酶进行特异性标记，因此可以测量真正的蛋白质功能活性，而不是转录本或蛋白质丰度。基于活性的探针还能对这些活性酶进行多模式分析。此外，还公开了制备基于活性的探针的方法及其使用的示例性方法。
• Gold-Catalyzed Cyclization and Subsequent Arylidene Group Transfer of <i>O</i>-Propioloyl Oximes
  作者：Itaru Nakamura、Masashi Okamoto、Masahiro Terada

  DOI：10.1021/ol100581m

  日期：2010.6.4

  Gold-catalyzed cyclizations of O-propioloyl oximes via C-N bond formation followed by arylidene group transfer were successfully carried out to afford the corresponding 4-arylideneisoxazol-5(4H)-ones in good to excellent yields. As an example, (E)-benzaldehyde O-3-phenylpropioloyl oxime (1a) was reacted in acetonitrile at 25 degrees C in the presence of Au(PPh(3))NTf(2) (5 mol %) to give 4-benzylidene-3-phenylisoxazol-5(4H)-one (2a) in 90% yield. On the basis of crossover experiments, the arylidene "migration" was shown to proceed in an intermolecular manner.