p-chlorobenzenesulfonic anhydride | 14248-65-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: p-chlorobenzenesulfonic anhydride
• 英文别名: 4-chloro-benzenesulfonic acid-anhydride；4-Chlor-benzolsulfonsaeure-anhydrid；p-Chlorbenzolsulfonsaeureanhydrid；p-Chlorbenzosulfonsaeureanhydrid；(4-chlorophenyl)sulfonyl 4-chlorobenzenesulfonate
• CAS: 14248-65-8
• 化学式: C₁₂H₈Cl₂O₅S₂
• 分子量: 367.231
• InChiKey: WUANVUCFNMQUQW-UHFFFAOYSA-N

物化性质

• 熔点：
  150 °C
• 沸点：
  505.2±60.0 °C(Predicted)
• 密度：
  1.588±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  p-chlorobenzenesulfonic anhydride 、 2-hydroxy-1-cyclooctanecarbonitrile 在 吡啶 作用下， 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Bimolecular nucleophilic displacement at tertiary carbon centers: Aminolyses of 2-cyano-2-propyl and 1-cyanocyclooctyl arenesulfonates

  摘要：

  Kinetic studies were carried out on the reactions of anilines with 2-cyano-2-propyl and 1-cyanocyclooctyl arenesulfonates in acetonitrile at 50.0 degrees C. The second-order rate constants for the former are in general greater than those for the latter but the rates of the two become comparable for a strong nucleofuge, The cross-interaction constants, rho(XZ) (and beta(XZ)), are considerably smaller (ca -0.04) than those for the primary (ca 0.33) and secondary (ca 0.12) compounds, The negative sign and small magnitude are consistent with a dissociative S(N)2 mechanism with a loose transition state structure. The ab initio MO theoretical results for Cl- + RCl reversible arrow ClR + Cl- at the MP2 level (MP2/6-31 + G*//MP2/6-31 + G*) confirm the,looseness of the transition state for the tertiary (R) alkyl compounds. The average r((Cl ... Cl))* value is 4.88 +/- 0.03 Angstrom, which is larger than those for the reactions at primary (4.68 +/- 0.02 Angstrom) and secondary (4.80 +/- 0.02 Angstrom) carbon centers. Thus a looser transition state with a smaller magnitude of rho(XZ) for the tertiary carbon centers has a larger theoretical r((Cl ... Cl))* value.

  DOI：

  10.1002/(sici)1099-1395(199610)9:10<683::aid-poc840>3.0.co;2-k
• 作为产物：
  描述：

  4,4'-二氯二苯二硫醚 在 四氯化碳 、 硝基甲烷 作用下， 生成 p-chlorobenzenesulfonic anhydride
  参考文献：
  名称：

  914.有机硫化物的氧化。第九部分 臭氧与有机硫化合物的反应

  摘要：

  DOI：

  10.1039/jr9570004547

文献信息

• Aromatic sulfonic anhydrides as peroxygen activators
  申请人：FMC Corporation

  公开号：US04115058A1

  公开（公告）日：1978-09-19

  A process of removing soil and/or stains from fabrics by immersing the fabrics in a peroxygen bleach bath containing as a peroxygen activator an aromatic sulfonic anhydride of the formula RSO.sub.2 --O--SO.sub.2 R, wherein each R is an aromatic ring system selected from the class consisting of a phenyl group, taken together an o-phenylene group, a naphthyl group, taken together an o-naphthylene group and a heterocyclic group having 1 ring or 2 fused rings, said ring or rings containing 5 to 6 members of which 1 to 2 are heteroatoms selected from the class consisting of nitrogen, oxygen and sulfur, said groups optionally bearing 1 to 3 substituents selected from the class consisting of nitro, alkyl of 1 to 16 carbon atoms, alkoxy of 1 to 16 carbon atoms, aliphatic carboxamido of 1 to 16 carbon atoms, benzamido, chlorine and bromine. Aromatic is used herein in its modern sense to signify an organic ring system having aromatic character including both aromatic hydrocarbon and heterocyclic ring systems. Also described are dry blend compositions containing the bleach bath components.

  本发明涉及一种通过将织物浸泡在过氧化物漂白浴液中，该漂白浴液含有苯磺酸酐类芳基磺酸酐作为过氧化物活化剂的方法，其中该苯磺酸酐的化学式为RSO.sub.2 --O--SO.sub.2 R，其中每个R为选自苯基、o-苯撑基、萘基、o-萘撑基和含有1个或2个融合环的杂环基的芳香环系，该环或环中含有5至6个成员，其中1至2个成员选自氮、氧和硫的类别，该基团可选地带有1至3个取自硝基、1至16个碳原子的烷基、1至16个碳原子的烷氧基、1至16个碳原子的脂肪族羧酰胺、苯甲酰胺、氯和溴的取代基。本文中的芳香族是指具有芳香性质的有机环系，包括芳香烃和杂环环系。本文还描述了含有漂白浴液组分的干混合物组合物。
• 914. Oxidation of organic sulphides. Part IX. The reaction of ozone with organic sulphur compounds
  作者：D. Barnard

  DOI：10.1039/jr9570004547

  日期：——
• Andrashchuk, N. P.; Shapiro, Yu. E.; Timoshenko, G. N., Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, # 6, p. 1144 - 1148
  作者：Andrashchuk, N. P.、Shapiro, Yu. E.、Timoshenko, G. N.、Moskvichev, Yu. A.、Mironov, G. S.、et al.

  DOI：——

  日期：——
• Bodrikov,I.V. et al., Journal of Organic Chemistry USSR (English Translation), 1977, vol. 13, p. 1823 - 1828
  作者：Bodrikov,I.V. et al.

  DOI：——

  日期：——
• Lukaschewitsch, Doklady Akademii Nauk SSSR, 1957, vol. 114, p. 1025,1027
  作者：Lukaschewitsch

  DOI：——

  日期：——