decachloro-1,4-dihydronaphthalene | 14396-29-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: decachloro-1,4-dihydronaphthalene
• 英文别名: 1,1,2,3,4,4,5,6,7,8-decachloronaphthalene
• CAS: 14396-29-3
• 化学式: C₁₀Cl₁₀
• 分子量: 474.64
• InChiKey: WYCPCMTWSJGXLE-UHFFFAOYSA-N

物化性质

• 熔点：
  208 °C(Solv: benzene (71-43-2))
• 沸点：
  450.8±45.0 °C(Predicted)
• 密度：
  1.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  decachloro-1,4-dihydronaphthalene 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 异丙醚 为溶剂， 反应 1.0h， 生成 1,2,3,4,6,7-六氯萘
  参考文献：
  名称：

  Jakobsson, Eva; Eriksson, Lars; Bergman, Ake, Acta Chemica Scandinavica, 1992, vol. 46, # 6, p. 527 - 532

  摘要：

  DOI：
• 作为产物：
  描述：

  萘 在 氯 、 铁粉 作用下， 以 磺酰氯 为溶剂， 以67.5%的产率得到decachloro-1,4-dihydronaphthalene
  参考文献：
  名称：

  碳簇离子与丙烯腈的离子/分子反应

  摘要：

  通过傅里叶变换离子回旋共振光谱法 (FT-ICR) 研究了以丙烯腈 (ACN) 为中性试剂的气相中碳簇离子 (C(n).+, n = 10-18 和 20) 的离子/分子反应）。研究的碳簇离子是通过高氯多环芳烃化合物 (PPA) 的电子碰撞电离和随后在 FT-ICR 光谱仪的外部离子源中彻底消除氯产生的。前体 PPA 是通过使用 BMC 试剂氯化适当的多环芳烃来制备的。对 C(n).+ 观察到的唯一反应是形成通过辐射缔合稳定的加合离子（对于 n = 10-18 和 20），但 C-16.+ 除外，它通过失去中性来稳定加合离子C3. C(n).+ 与 ACN 反应的速率常数从 k(bi) = < 10(-13) cm3 分子-1 s-1 (C18.+, C20.+) 到 k(bi) = 7.1 x 10(-10) cm3 分子-1 s-1 (C-13.+) 并且是明显大于之前研究的 HCN 和

  DOI：

  10.1021/ja00071a054

文献信息

• Extensive chlorination of methylnaphthalenes, Friedel-Crafts alkylation of pentachlorobenzene by heptachloro(chloromethyl)naphthalenes, and related results
  作者：R. Garcia、J. Riera、J. Carilla、L. Julia、E. Molins、C. Miravitlles

  DOI：10.1021/jo00047a026

  日期：1992.10

  The chlorination of 2-methylnaphthalene (1) and 1-methylnaphthalene (12) by means of Silberrad's reagent (initial components: SO2Cl2, S2Cl2, and AlCl3) has been performed. From 1 or 12, the following compounds have been synthesized for first time: nonachloro-3-(chloromethyl)-1,4-dihydronaphthalene (3), nonachloro-7-(chloromethyl)-1,4-dihydronaphthalene (4), perchloro-3-vinylindene (2), perchloro-1-vinylindan, nonachloro-4-(chloromethyl)-1,4-dihydronaphthalene (11), heptachloro-7-(chloromethyl)naphthalene (6), heptachloro-8-(chloromethyl)naphthalene (10), heptachloro-7-methylnaphthalene, heptachloro-8-methylnaphthalene, 2-(bromochloromethyl)heptachloronaphthalene, 1-(bromochloromethyl)heptachloronaphthalene, heptachloro-7-formylnaphthalene (24), heptachloro-8-formylnaphthalene (26), (2-heptachloronaphthyl) (pentachlorophenyl)methane (17), and (1-heptachloronaphthyl) (pentachlorophenyl)methane (20). Silberrad's reagent interconverts dihydronaphthalenes 3 and 4. The AlCl3-promoted Friedel-Crafts alkylation of pentachlorobenzene (16) by naphthalenes 6 and 10, giving diarylmethanes 17 and 20, respectively, takes place in mild conditions (refluxing CS2) although the substrate and the alkylating agents are highly crowded polychloro compounds. By heating (100-degrees-C) a mixture of 17, 16, and AlCl3, 1H-heptachloronaphthalene (18) and bis(pentachlorophenyl)methane were obtained. Aldehyde 24, treated with Rh(PPh3)3Cl, gave 2H-heptachloronaphthalene, which was prepared in pure form for the first time. Under similar treatment, aldehyde 26 gave 18. The X-ray structures of indene 2 and dihydronaphthalene 11 are reported and discussed. Some probable mechanisms, as ell as IR, UV, and H-1 NMR spectra data of the compounds synthesized, are presented.
• Application of thermal kinetics to small carbon ion clusters
  作者：Chava Lifshitz、Pablo Sandler、Hans Friedrich Gruetzmacher、Jing Sun、Thomas Weiske、Helmut Schwarz

  DOI：10.1021/j100127a006

  日期：1993.6

  Kinetic energy release distributions (KERDS') were obtained experimentally for unimolecular decomposition of small carbon ion clusters C(n)+, n = 10-13 and 18, made by dissociative ionization from perchloro conjugated hydrocarbons. A model-free approach due to Klots, based on the application of thermal kinetics to small systems, allowed the extraction of binding energies for these clusters. The results were found to be in very good agreement with literature values for collisionally activated dissociation (CAD) threshold energies. The ion C-11+ demonstrates a particularly high binding energy in agreement with its magic character in C(n)+ mass spectra, while C-13+ has a relatively low binding energy, reflected in its low abundance in such spectra.
• I.G. Farbenind.; zit. bei Delfs in K. Ziegler, Praeparative Organische Chemie., Tl. I (= Naturf. Med. Dtschld. 1939-1946, Bd. 36) <Wiesbaden 1948> S. 254
  作者：I.G. Farbenind.、zit. bei Delfs in K. Ziegler

  DOI：——

  日期：——
• DE857351
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• Vollmann, Ullmann's encyclopedia of industrial chemistry, 1954, vol. 5, p. 472
  作者：Vollmann

  DOI：——

  日期：——