八氯环庚三烯 | 21703-93-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 中文名称: 八氯环庚三烯
• 英文名称: octachlorocycloheptatriene
• 英文别名: Octachloro-1,3,5-cycloheptatriene；1,2,3,4,5,6,7,7-octachlorocyclohepta-1,3,5-triene
• CAS: 21703-93-5
• 化学式: C₇Cl₈
• 分子量: 367.701
• InChiKey: YUWBWGNRIUFWCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  八氯环庚三烯 在 acetylacetonatobis(ethylene)rhodium(I) 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以68%的产率得到dodecachloroheptafulvalene
  参考文献：
  名称：

  The metal-mediated conversion of octachlorocycloheptatriene into dodecachloroheptafulvalene: a synthetic, structural, and EHMO study

  摘要：

  八氯环庚三烯，C7Cl8，与多种有机金属前体反应，例如Fe2（CO）9，Co2（CO）8，[(C5H5)Fe（CO）2] -，产生十二氯七氟烯，C14C12，12，收率为54％至68％。没有证据支持C7Cl6 = MLn这种类型的卡宾配合物的中间体存在，因此建议反应通过C7Cl8的脱氯反应进行，从而产生六氯环戊烯，其二聚体形成观察到的产物。扩展的Hückel分子轨道计算用于表明氯化卡宾C7Cl6应比相应的母体系统C7Cl6更稳定。EHMO计算还显示，平面七氟烯在电子上不受欢迎，应该优先以S-anti构象存在，就像C14H12一样。X射线晶体学显示，分子C14Cl12，12仅以同构体形式形成，其在高温下异构化为反式结构。 12中的两个七元环的构象与八氯环庚三烯本身非常相似。C7Cl8，3以正交晶系空间群Pnma结晶，a = 7.140（1）Å，b = 13.329（3）Å，c = 12.595（3）Å，V = 1198.7（4）Å3，Z = 4.3采用严重弯曲的船型结构，其中平面C（1）-C（7）-C（6）和C（2）-C（3）-C（4）-C（5）分别与C（1）-C（2）-C（5）-C（6）平面成51.8°和32.4°的角度。关键词：八氯环庚三烯，七氟烯，金属介导的二聚化。

  DOI：

  10.1139/v96-254
• 作为产物：
  描述：

  octachlorobicyclo<3.2.0>hepta-3,6-diene 在 三氯化铝 作用下， 生成 八氯环庚三烯
  参考文献：
  名称：

  Octachlorocycloheptatriene and related compounds

  摘要：

  DOI：

  10.1021/ja00744a014

文献信息

• Preparation of Polyacetoxytropones and Polyhydroxytropolones by Acetolysis and Hydrolysis of Halotroponoids by Acetyl Trifluoroacetate with Exhaustive Displacement of Halogens on the Tropone Ring. Predominant Formation of Reductive Acetolysates from Fully-Substituted Tropones
  作者：Hitoshi Takeshita、Akira Mori、Tomoyuki Kusaba、Hiroyasu Watanabe

  DOI：10.1246/bcsj.60.4325

  日期：1987.12

  acetic acid-mediated reduction of intermediary formed acetoxy-p-tropoquinone equivalents. A couple of 2,7-unsubstituted 3,4-diacetoxytropones were deduced to have cyclized 1,3-dioxole structures, 2-acetoxy-2-methyl-5H-cyclohepta-1,3-dioxol-5-ones. An acetolysis of the brominated 5-isopropyltropolones furnished an acetylated by-product, 2,3,7-triacetoxy-5-(1,1-dimethyl-2-oxopropyl)tropone, which might be

  通过将相应的卤代托品酮或多卤代托品酮与乙酰基三氟乙酸酯进行乙酰水解，然后进行乙酸水解，可以高产率地制备二、三和四羟基托品酮。然而，使用相同的处理获得具有完全取代的乙酰氧基卤代酮的六乙酰氧托酮主要产生比预期更少的取代乙酰氧托酮；已证明形成机制涉及乙酸介导的中间形成的乙酰氧基-对-原苯醌等效物的还原。一些 2,7-未取代的 3,4-diacetoxytropones 被推导出具有环化的 1,3-dioxole 结构，2-acetoxy-2-methyl-5H-cyclohepta-1,3-dioxol-5-ones。溴化 5-异丙基托酚酮的乙酰化提供乙酰化副产物 2,3,7-三乙酰氧基-5-(1,1-二甲基-2-氧代丙基)托酮，
• PENTACHLOROTROPOLONE AND 3-HYDROXYPENTACHLOROTROPONE
  作者：Kousuke Kusuda、Nobuya Hara、Robert West

  DOI：10.1246/cl.1982.1119

  日期：1982.8.5

  Pentachlorotropolone(3) was obtained by treatment of octachlorocycloheptatriene(1) with concentrated sulfuric acid. Chlorination of 3 in liquid chlorine afforded a perchlorinated seven-membered reductone(12). Photolysis of 4-hydroxypentachlorobicyclo [3.2.0]hepta-3,6-dien-2-one(18) gave 3-hydroxypentachlorotropone(19).

  五氯代托酚酮（3）是通过用浓硫酸处理八氯环庚三烯（1）得到的。将3在液氯中氯化得到了全氯化的七元还原酮（12）。光解4-羟基五氯二环[3.2.0]庚-3,6-二烯-2-酮（18）得到了3-羟基五氯托酚酮（19）。
• METHOD OF PRODUCING CATALYST COMPONENT FOR OLEFIN POLYMERIZATION
  申请人：Tonen Corporation

  公开号：EP0440813A1

  公开（公告）日：1991-08-14

  A method of effectively producing an olefin polymerization catalyst component which exhibits a high activity of polymerizing an olefin to give a polymer having a reduced content of low molecular components, said method comprising bringing into contact with one another (a) metallic magnesium, (b) a halogenated hydrocarbon represented by a general formula RX, wherein R represents C₁ to C₂₀ alkyl, aryl or cycloalkyl, and X represents halogen, and (c) a compound of a general formula X¹nM(OR¹)m-n, wherein X¹ represents hydrogen, halogen or C₁ to C₂₀ hydrocarbyl, M represents boron, carbon, aluminum, silicon or phosphorus, R¹ represents C₁ to C₂₀ hydrocarbyl, m is a valence of M, and m > n ≧ 0, to give a magnesium-containing solid; bringing the solid into contact with a halogenated alcohol; and bringing the product of contact further into contact with a titanium compound and a solid halogenated hydrocarbon.

  一种有效生产烯烃聚合催化剂组分的方法，该组分具有聚合烯烃的高活性，从而得到低分子组分含量降低的聚合物，所述方法包括使以下物质相互接触：(a)金属镁；(b)通式 RX.代表的卤代烃，其中 R 代表 C₁至 C₂₀烷基、芳基或环烷基；以及 X 代表卤素、其中 R 代表 C₁ 至 C₂₀ 烷基、芳基或环烷基，X 代表卤素，以及 (c) 通式 X¹nM(OR¹)m-n 的化合物，其中 X¹ 代表氢、卤素或 C₁ 至 C₂₀ 烃基、M 代表硼、碳、铝、硅或磷，R¹ 代表 C₁ 至 C₂₀烃基，m 是 M 的化合价，且 m > n ≧ 0，从而得到含镁固体；使固体与卤代醇接触；以及使接触产物进一步与钛化合物和固体卤代烃接触。
• Reactions of Dimethoxycarbene with Cyclic Perchlorinated Olefins and Ketones
  作者：James A. Dunn、John Paul Pezacki、Michael J. McGlinchey、John Warkentin

  DOI：10.1021/jo9823846

  日期：1999.6.1

  Reactions of dimnethoxycarbene (2), a carbonyl group equivalent, with perchlorinated olefins and ketones were investigated. Thermolysis of 2,2-dimethoxy-5,5-dimethyl-Delta(3)-1,3,4-oxadiazoline (1) at 110 degrees C generated 2, which reacted with hexachlorocyclopentadiene (4), octachlorocycloheptatriene (12), octachlolobicyclo[3.2.0]hepta-3,6-diene (24), hexachlorotropone (28), hexachlorobicyclo[3.2.0]-hepta-3,6-dien-2-one (32), and tetrachloro-1,4-benzoquinone (35). Reactions of 2 with perchlorinated olefins 4, 12, and 24 led to esters or, in the case of 12, to a ketene acetal. Their formation is rationalized in terms of Michael-like addition and displacement (S(N)2' or S(N)2", if concerted) of allylic chlorine atoms by 2, yielding ion pairs that either dechloromethylate to esters or dechlorinate to a ketene acetal, In contrast, the reactions of 2 with unsaturated perchloroketones 28, 32, and 35 led to ring contraction, ring expansion, and aromatization, respectively. The products from these reactions are consistent with nucleophilic addition of 2 at the carbonyl moiety rather than Michael-type addition. Dimethoxycarbene-d(3) was used to show that demethylation in the latter reaction was intermolecular. Mechanisms for the different reaction courses are proposed.
• Lou, Yan; He, Yigang; Kendall, John T., Journal of Organic Chemistry, 2003, vol. 68, # 10, p. 3891 - 3895
  作者：Lou, Yan、He, Yigang、Kendall, John T.、Lemal, David M.

  DOI：——

  日期：——

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