2-(2-环己烯-1-基)乙酰氯 | 3514-86-1

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 中文名称: 2-(2-环己烯-1-基)乙酰氯
• 英文名称: 2-(2-cyclohexen-1-yl)acetyl chloride
• 英文别名: 2-Cyclohex-2-en-1-ylacetyl chloride
• CAS: 3514-86-1
• 化学式: C₈H₁₁ClO
• 分子量: 158.628
• InChiKey: CBKJYMXEHUNIAH-UHFFFAOYSA-N

物化性质

• 沸点：
  98 °C(Press: 25 Torr)
• 密度：
  1.087±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 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-(2-环己烯-1-基)乙酰氯 生成 2-cyclohexenylacetaldehyde
  参考文献：
  名称：

  Decomposition of the Anion of the Tosylhydrazones of Several Cycloalkene Aldehydes¹

  摘要：

  DOI：

  10.1021/jo01018a078
• 作为产物：
  描述：

  ethyl (cyclohexen-3-yl)acetate 在 sodium hydroxide 、 草酰氯 作用下， 生成 2-(2-环己烯-1-基)乙酰氯
  参考文献：
  名称：

  Inversion of the Direction of Stereoinduction in the Coupling of Chiral γ,δ-Unsaturated Fischer Carbene Complexes with o-Ethynylbenzaldehyde

  摘要：

  [GRAPHICS]A variety of gamma,delta-unsaturated carbene complexes that feature a stereogenic center at the beta-carbon couple with 2-ethynylbenzaldehyde to afford hydrophenanthrene derivatives with a high degree of stereoinduction. The direction of stereoinduction is opposite for examples where the stereogenic center is acyclic vs examples where it is within a ring.

  DOI：

  10.1021/ol025808y

文献信息

• Visible-Light-Mediated Synthesis of Amidyl Radicals: Transition-Metal-Free Hydroamination and <i>N</i>-Arylation Reactions
  作者：Jacob Davies、Thomas D. Svejstrup、Daniel Fernandez Reina、Nadeem S. Sheikh、Daniele Leonori

  DOI：10.1021/jacs.6b04920

  日期：2016.7.6

  The development of photoredox reactions of aryloxy-amides for the generation of amidyl radicals and their use in hydroamination-cyclization and N-arylation reactions is reported. Owing to the ease of single-electron-transfer reduction of the aryloxy-amides, the organic dye eosin Y was used as the photoredox catalyst, which results in fully transition-metal-free processes. These transformations exhibit

  报道了芳氧基-酰胺光氧化还原反应产生酰胺基自由基的发展及其在加氢胺化-环化和 N-芳基化反应中的应用。由于芳氧基酰胺易于单电子转移还原，有机染料伊红 Y 被用作光氧化还原催化剂，这导致完全无过渡金属的过程。这些转变表现出广泛的范围，可以容忍几个重要的功能，并已用于复杂和高价值含氮分子的后期修饰。
• Indolobenzoquinoline derivatives, their preparation and their use as anti-arrhythmic drugs
  申请人：Sankyo Company Limited

  公开号：EP0415776A2

  公开（公告）日：1991-03-06

  Optically active compounds of formula (I): in which R1 is hydrogen or alkyl; Xb and Yb are hydrogen or hydroxy; and Z is -NRaRb in which Ra and Rb are hydrogen, alkyl or hydroxyalkyl, or a cyclic amino group; and pharmaceutically acceptable salts thereof have enhanced anti-arrhythmic activity and may be prepared by a stereospecific synthesis process.

  式(I)中的光学活性化合物：其中R1为氢或烷基；Xb和Yb为氢或羟基；Z为-NRaRb，其中Ra和Rb为氢、烷基或羟基烷基，或环状氨基；以及其药学上可接受的盐具有增强的抗心律失常活性，并可通过立体特异性合成过程制备。
• Synthesis of perfluorobicyclic ethers [2]. The electrochemical fluorination of α-cyclohexenyl-substituted carboxylic acid derivatives
  作者：Takashi Abe、Eiji Hayashi、Hajime Baba、Shunji Nagase

  DOI：10.1016/s0022-1139(00)81474-8

  日期：1984.8

  The electrochemical fluorination of α-cyclohexenyl-substituted carboxylic esters [; R′CH3, C2H5, C3H7)] afforded both perfluoro(9-alkyl-7-oxa-bicyclo[4.3.0]nonane)s and perfluoro(8-alkoxy-9-alkyl-7-oxabicyclo[4.3.0]nonane)s in fairly good yields. As the driving force for the ring-closure in this fluorination, a mechanism which involves a resonance stabilized intermediate radical is proposed. Perf

  α-环己烯基取代的羧酸酯的电化学氟化[; R'CH 3，C 2 H ^ 5，C 3 H ^ 7）]以相当好的收率提供了全氟（9-烷基-7-氧杂双环[4.3.0]壬烷）和全氟（8-烷氧基-9-烷基-7-氧杂双环[4.3.0]壬烷）。作为该氟化中的闭环的驱动力，提出了具有共振稳定的中间自由基的机理。通过以下方法获得全氟（8-氯-8-甲氧基-9-乙基-7-氧杂双环[4.3.0]壬烷）和全氟（8,8-二氯-9-乙基-7-氧杂双环[4.3.0]壬烷）。用无水氯化铝控制全氟（8-甲氧基-9-乙基-7-氧杂双环[4.3.0]壬烷）的氯化反应产率低。通过红外，质谱和19 F nmr光谱以及元素分析对本实验中获得的一些新的稠合全氟双环醚和全氟酰氟进行了表征。
• Synthesis and biological action of aminotetrahydroisoquinocarbazoles and related compounds: a new class of compounds with antiarrhythmic activity
  作者：Yasuo Shimoji、Kuniyuki Tomita、Toshihiko Hashimoto、Fujio Saito、Yasuhiro Morisawa、Hiroshi Mizuno、Ryosuke Yorikane、Hiroyuki Koike

  DOI：10.1021/jm00083a004

  日期：1992.3

  A series of 12-aminotetrahydroisoquinocarbazoles and related compounds were synthesized using an intramolecular Diels-Alder reaction and screened for antiarrhythmic activity in chloroform-induced ventricular arrhythmias in mice. Several compounds showed more potent activity than disopyramide. There was some correlation between substituents on aromatic ring and angular position, and antiarrhythmic activity

  使用分子内Diels-Alder反应合成了一系列12-氨基四氢异喹啉咔唑及其相关化合物，并筛选了氯仿引起的小鼠室性心律失常的抗心律失常活性。几种化合物显示出比二吡酰胺更有效的活性。芳香环上的取代基和角位置与抗心律失常活性之间存在一定的相关性。C-12上的氨基或某些含有氨基的官能团似乎对展示其活性至关重要。戒指的大小也影响了活动。化合物（+）-10（RS-2135）具有抗心律不齐活性和毒性的最佳组合，因此被选择用于进一步评估。
• FeCl₂-Catalyzed Intramolecular Chloroamination Reactions
  作者：Thorsten Bach、Holger Danielec、Jan Klügge、Björn Schlummer

  DOI：10.1055/s-2005-918500

  日期：——

  3 undergo in the presence of trimethylsilyl chloride and catalytic amounts of FeCl 2 an intramolecular chloroamination (aminochlorination) reaction (Procedure 1). The corresponding oxazolidinones 2 and 4 are formed in moderate to excellent yields (47-99%). The same reagent combination can be employed to convert azides 6 of γ,δ-unsaturated carboxylic acids into the corresponding lactams 7. The latter

  2-烯氧基羰基叠氮化物1和2-炔氧基羰基叠氮化物3在三甲基氯硅烷和催化量的FeCl 2 存在下进行分子内氯胺化（氨基氯化）反应（程序1）。相应的恶唑烷酮 2 和 4 以中等至极好的产率 (47-99%) 形成。可以使用相同的试剂组合将 γ,δ-不饱和羧酸的叠氮化物 6 转化为相应的内酰胺 7。后一反应最好作为一锅反应（程序 2）从酸 5 开始进行，无需分离相应的叠氮化物（57-75% 产率）。