3,4-6-三氯酚 | 32139-72-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3,4-6-三氯酚
• 中文别名: 3,4,6-三氯邻苯二酚；3,4,6-三氯儿茶酚
• 英文名称: 3,4,6-trichlorocatechol
• 英文别名: 3,4,6-trichlorobenzene-1,2-diol
• CAS: 32139-72-3
• 化学式: C₆H₃Cl₃O₂
• 分子量: 213.448
• InChiKey: LZHZRJKVYOHNTJ-UHFFFAOYSA-N

物化性质

• 沸点：
  306.43°C (rough estimate)
• 密度：
  1.6568 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2908199090

制备方法与用途

生物活性物质3,4,6-三氯邻苯二酚是大鼠在接触Aroclor-1254后产生的一种代谢产物，能够诱导DNA分裂。

反应信息

• 作为反应物：
  描述：

  3,4-6-三氯酚 、 乙酸酐 在 sodium carbonate 作用下， 以 水 为溶剂， 反应 0.02h， 生成 3,4,6-trichlorocatechol diacetate
  参考文献：
  名称：

  Properties of chlorinated dihydroxybenzenes — Components of pulp bleaching effluents

  摘要：

  Gas chromatography and mass spectrometry data are given for the acetates of the chlorodihydroxybenzenes which are components of wood pulp bleaching effluents and biologically-treated effluents, and are proposed intermediates in the chlorination of humic acids. The chlorohydroxybenzenes include the nine chlorocatechols, the six chlorohydroquinones and the seven known chlororesorcinols. The 22 chlorinated compounds were generally well separated on a phenyl methyl silicone column with the exception of three dichloro compounds. The chloro compounds with the same level of chlorine substitution were not able to be distinguished on the basis of their electron impact mass spectra.

  DOI：

  10.1016/0045-6535(94)90285-2
• 作为产物：
  描述：

  四氯邻苯二酚 生成 3,4-6-三氯酚
  参考文献：
  名称：

  ALLARD, ANN-SOFIE;HYNNING, PER-AKE;LINDGREN, CARIN;REMBERGER, MIKAEL;NEIL+, APPL. AND ENVIRON. MICROBIOL., 57,(1991) N, C. 77-84

  摘要：

  DOI：

文献信息

• 13C and17O NMR study of methoxy groups in chlorinated Di- and trimethoxybenzenes
  作者：J. Knuutinen、E. Kolehmainen

  DOI：10.1002/mrc.1260280407

  日期：1990.4

  and 1,4‐dimethoxybenzenes, 1,2,3‐trimethoxybenzenes and most of their chlorinated derivatives and some related brominated compounds were measured for CDCl3 solutions. The 17O NMR chemical shifts show up to 60 ppm dispersion. Comparison between the compounds with and without adjacent chlorine atoms (2,6‐di‐ and 2,4,6‐tri‐substitution) also showed a clear methoxy carbon chemical shift change. The number

  异构体 1,2-、1,3- 和 1,4-二甲氧基苯、1,2,3-三甲氧基苯及其大部分氯化衍生物中甲氧基的 13C 和 17O NMR 数据 [化学位移和 1J(CH) 值]并对CDCl3 溶液中的一些相关溴化化合物进行了测量。17O NMR 化学位移显示高达 60 ppm 的分散。具有和不具有相邻氯原子（2,6-二取代和 2,4,6-三取代）的化合物之间的比较也显示出明显的甲氧基碳化学位移变化。如果甲氧基与芳香平面共面，则芳香环中氯原子的数量和位置对甲氧基的 17O NMR 化学位移产生很小但可观察到的影响。类似地，替代的程度和性质对 1J(CH) 直接耦合值的影响很小（约 1 Hz）。
• Jondorf et al., Biochemical Journal, 1955, vol. 61, p. 512,513
  作者：Jondorf et al.

  DOI：——

  日期：——
• Mass spectra of chlorinated veratroles (1,2-dimethoxybenzenes)
  作者：J. Knuutinen、I. O. O. Korhonen

  DOI：10.1002/oms.1210220204

  日期：1987.2

  AbstractThe behaviour of all nine chlorinated veratroles (1,2‐dimethoxybenzenes) under electron impact has been investigated. The most common fragmentation processes are interpreted using metastable ion analysis and deuterium labelled compounds. For all compounds studied, the most common fragmentation route seems to be the primary loss of a methyl radical followed by loss of carbon monoxide. The ion formed has a well‐known quinonoid structure and fragments by several routes elucidated by metastable ion analysis. In general, the spectra of the positional isomers are shown to be practically similar and it is apparent that e.g. the 3‐ and 4‐chloro isomers can be differentiated only from the abundance ratio of the [MCH3COCH3]+ and [MCH3COH2O]+ ions.
• ZODEH, A. M.;SIKORA, D. S., REC. CONF. PAP., NEW YORK (N. Y.),(1988) C. 29-33
  作者：ZODEH, A. M.、SIKORA, D. S.

  DOI：——

  日期：——
• ALLARD, ANN-SOFIE;HYNNING, PER-AKE;LINDGREN, CARIN;REMBERGER, MIKAEL;NEIL+, APPL. AND ENVIRON. MICROBIOL., 57,(1991) N, C. 77-84
  作者：ALLARD, ANN-SOFIE、HYNNING, PER-AKE、LINDGREN, CARIN、REMBERGER, MIKAEL、NEIL+

  DOI：——

  日期：——