2,4,6-Trichloro-3,5-bis(trifluoromethylsulfanyl)aniline | 111222-79-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,4,6-Trichloro-3,5-bis(trifluoromethylsulfanyl)aniline
• CAS: 111222-79-8
• 化学式: C₈H₂Cl₃F₆NS₂
• 分子量: 396.592
• InChiKey: NQXVVKMRPLOAAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  76.6
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,4,6-Trichloro-3,5-bis(trifluoromethylsulfanyl)aniline 在 chromium(VI) oxide 、 硫酸 、 双氧水 、 三氟乙酸酐 作用下， 以 溶剂黄146 为溶剂， 反应 0.67h， 生成 1,3-Bis(trifluoromethylsulfonyl)-5-nitro-2,4,6-trichlorobenzene
  参考文献：
  名称：

  Boiko, V. N.; Gogoman, I. V.; Shchupak, G. M, Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, p. 544 - 548

  摘要：

  DOI：
• 作为产物：
  描述：

  (5-硝基-1,3-亚苯基)二((三氟甲基)硫烷) 在 盐酸 、 双氧水 、 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 1.5h， 生成 2,4,6-Trichloro-3,5-bis(trifluoromethylsulfanyl)aniline
  参考文献：
  名称：

  Nondipolar Structures With Threefold Symmetry For Nonlinear Optics

  摘要：

  AbstractThe second‐order polarizabilities β(— 2ω; ω, ω) of six nondipolar NLO chromophores—1,3,5‐tris(isopropyl‐amino)‐2,4,6‐trinitrobenzene (1), 1,3,5‐tris(isopropylamino)‐2,4,6‐tris(trifluoro‐methylsulfonyl)benzene (2), tris(dimethyl‐imoniomethyl)methide diperchlorate (3), 2,4,6‐tris[4‐(N,N‐diethylamino)phenyl‐ethynyl]‐1,3,5‐triazine (4), 2,4,6‐tris[4‐(N,N‐diethylamino)phenyl]‐1,3,5‐triazine (5), and tris(2‐dimethylaminoethenyl)‐methinium perchlorate (6)—were studied by polarized hyper‐Rayleigh scattering (HRS). The NLO activity of these two‐dimensional NLO chromophores is attributed to three‐level contributions to the β values, for which different optimization strategies are investigated. Exceptionally large second‐order polarizabilities were observed for the conjugationally elongated structures: the β value of triazine 4 is 15 times larger than that of the one‐dimensional two‐level chromophore 4‐nitroaniline. Results obtained with the polarized HRS experiment are discussed with respect to local field corrections, calibration, and systematic sources of error.

  DOI：

  10.1002/chem.19970031107

文献信息

• Crystal Engineering with Symmetrical Threefold Acceptor-Substituted Triaminobenzenes
  作者：J. Jens Wolff、Frank Gredel、Thomas Oeser、Hermann Irngartinger、Hans Pritzkow

  DOI：10.1002/(sici)1521-3765(19990104)5:1<29::aid-chem29>3.0.co;2-5

  日期：1999.1.4

  The syntheses of threefold acceptor-substituted 1,3.5-triaminobenzene derivatives 2 - 6 and their crystal structure analyses are described. As accepters, nitro, trifluoromethylsulfone, and alkylsulfone groups are employed. The combination of hydrogen bonding, arene...arene and F ... F contacts leads to remarkably similar solid-state layer structures for sterically quite dissimilar molecules.
• BOJKO V. N.; GOGOMAN I. V.; SHCHUPAK G. M.; YAGUPOLSKIJ L. M., ZH. ORGAN. XIMII, 23,(1987) N 3, 601-606
  作者：BOJKO V. N.、 GOGOMAN I. V.、 SHCHUPAK G. M.、 YAGUPOLSKIJ L. M.

  DOI：——

  日期：——
• Nondipolar Structures With Threefold Symmetry For Nonlinear Optics
  作者：Rüdiger Wortmann、Christoph Glania、Peter Krämer、Ralf Matschiner、J. Jens Wolff、Stefan Kraft、Björn Treptow、Eugen Barbu、Daniela Längle、Gunter Görlitz

  DOI：10.1002/chem.19970031107

  日期：1997.11

  AbstractThe second‐order polarizabilities β(— 2ω; ω, ω) of six nondipolar NLO chromophores—1,3,5‐tris(isopropyl‐amino)‐2,4,6‐trinitrobenzene (1), 1,3,5‐tris(isopropylamino)‐2,4,6‐tris(trifluoro‐methylsulfonyl)benzene (2), tris(dimethyl‐imoniomethyl)methide diperchlorate (3), 2,4,6‐tris[4‐(N,N‐diethylamino)phenyl‐ethynyl]‐1,3,5‐triazine (4), 2,4,6‐tris[4‐(N,N‐diethylamino)phenyl]‐1,3,5‐triazine (5), and tris(2‐dimethylaminoethenyl)‐methinium perchlorate (6)—were studied by polarized hyper‐Rayleigh scattering (HRS). The NLO activity of these two‐dimensional NLO chromophores is attributed to three‐level contributions to the β values, for which different optimization strategies are investigated. Exceptionally large second‐order polarizabilities were observed for the conjugationally elongated structures: the β value of triazine 4 is 15 times larger than that of the one‐dimensional two‐level chromophore 4‐nitroaniline. Results obtained with the polarized HRS experiment are discussed with respect to local field corrections, calibration, and systematic sources of error.
• Boiko, V. N.; Gogoman, I. V.; Shchupak, G. M, Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, p. 544 - 548
  作者：Boiko, V. N.、Gogoman, I. V.、Shchupak, G. M、Yagupol'skii, L. M.

  DOI：——

  日期：——