S-hexyl hexanethiosulfonate | 88130-84-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 英文名称: S-hexyl hexanethiosulfonate
• 英文别名: di-n-hexyl thiosulfonate；S-Hexyl hexane-1-sulfonothioate；1-hexylsulfonylsulfanylhexane
• CAS: 88130-84-1
• 化学式: C₁₂H₂₆O₂S₂
• 分子量: 266.469
• InChiKey: DXRWHSSFDJOQEH-UHFFFAOYSA-N

物化性质

• 沸点：
  392.2±11.0 °C(Predicted)
• 密度：
  1.018±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  67.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二己硫 在 Oxone 、 potassium bromide 作用下， 以 水 、 乙腈 为溶剂， 反应 0.33h， 以92%的产率得到S-hexyl hexanethiosulfonate
  参考文献：
  名称：

  Facile synthesis of symmetric thiosulfonates by oxidation of disulfide with oxone/MX (MX = KBr, KCl, NaBr and NaCl)

  摘要：

  A new method is described for the oxidation of aliphatic- and aromatic disulfides containing electron-donating and electron-withdrawing groups to their corresponding thiosulfonates using oxone in combination with the MX (MX = KBr, KCl, NaBr and NaCl). No obvious electronic effects influence the yields of thiosulfonates. Avoiding the usage of toxic and unstable reagents, mild reaction conditions, short reaction times and cost-effectiveness are advantages of this methodology when likened to known methods for thiosulfonates syntheses. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.05.050

文献信息

• A Kinetic Study ofS-Nitrosothiol Decomposition
  作者：Loris Grossi、Pier Carlo Montevecchi

  DOI：10.1002/1521-3765(20020118)8:2<380::aid-chem380>3.0.co;2-p

  日期：2002.1.18

  Under anaerobic conditions S-nitrosothiols 1a-e undergo thermal decomposition by homolytic cleavage of the S-N bond; the reaction leads to nitric oxide and sulfanyl radicals formed in a reversible manner. The rate constants, k(t), have been determined at different temperatures from kinetic measurements performed in refluxing alkane solvents. The tertiary nitrosothiols 1c (k1(69 degrees C) = 13 x 10(-3)

  在厌氧条件下，S-亚硝基硫醇1a-e通过SN键的均相裂解而发生热分解。该反应导致可逆地形成一氧化氮和亚硫烷基。速率常数k（t）已在不同温度下根据在回流烷烃溶剂中进行的动力学测量确定。叔亚硝基硫醇1c（k1（69摄氏度）= 13 x 10（-3）min（-1））和1d（k1（69摄氏度）= 91 x 10（-3）min（-1））分解更快比主要亚硝基硫醇1a（k1（69摄氏度）= 3.0 x 10（-3）min（-1））和1b（k1（69摄氏度）= 6.5 x 10（-3）min（-1））。活化能（E＃= 20.5-22.8 Kcal mol（-1））已根据Arrhenius公式计算得出。在有氧条件下，S-亚硝基硫醇1a-e的降解是由N2O3催化的自催化链分解过程引起的。后者通过双氧与内源性和/或外源性一氧化氮反应形成。通过去除内源性一氧化氮或存在抗氧化剂（例如对甲酚，β-苯乙烯和BHT），强
• Oxidation of thiols, disulfides and thiolsulfonates
  申请人：ATOCHEM NORTH AMERICA, INC. (a Pennsylvania corp.)

  公开号：EP0313939A2

  公开（公告）日：1989-05-03

  Alkanesulfonic acids and alkanesulfonyl chlorides, free of undesirable side products arising from side-chain chlorination, are prepared by oxidation with hydrogen peroxide of the corresponding alkanethiol, dialkyldisulfide or alkyl alkanethiolsulfonate mixed with aqueous hydrochloric acid.

  将相应的烷硫醇、二烷基二硫化物或烷基烷硫醇磺酸盐与盐酸水溶液混合，用过氧化氢氧化，可制备出不含侧链氯化产生的不良副产物的烷磺酸和烷磺酰氯。
• New synthesis of alkane- and arylsulfonyl chlorides by oxidation of thiols and disulfides with chlorine dioxide
  作者：O. M. Lezina、S. A. Rubtsova、A. V. Kuchin

  DOI：10.1134/s1070428011080239

  日期：2011.8
• Mirskova, A.N.; Kryukova, Yu.I.; Levkovskaya, G.G., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, # 3, p. 545 - 550
  作者：Mirskova, A.N.、Kryukova, Yu.I.、Levkovskaya, G.G.、Guseva, S.A.、Voronkov, M.G.

  DOI：——

  日期：——
• New Class of Biodegradable Polymers Formed from Reactions of an Inorganic Functional Group
  作者：Jun Yoo、Denison J. Kuruvilla、Sheetal R. D’Mello、Aliasger K. Salem、Ned B. Bowden

  DOI：10.1021/ma300190b

  日期：2012.3.13

  Although numerous small molecules have been synthesized with sulfenamide bonds (R2N-SR), this is the first report of the synthesis of polysulfenamides. These polymers are readily synthesized at room temperature using secondary diamines and dithiosuccinimides. The dithiosuccinimides were readily synthesized in one step by the reaction of dithiols such as HS(CH2)(6)SH with N-chlorosuccinimide. The resulting dithiosuccinimides were either recrystallized or readily purified by chromatography on silica gel and required no special handling. The conversions of polymerization ranged from 95 to 98%, and the molecular weights of the polymer reached as high as 6300 g mol(-1). The sulfenamide bond was very stable in organic solvents, and no degradation was observed under atmospheric conditions in C6D6 for 30 days. In contrast, the sulfenamide bond readily decomposed in less than 12 h in D2O. Polysulfenamides were fabricated into micrometer-sized particles loaded with dye and endocytosed into JAWSII immature dendritic and HEK293 cells. Polysulfenamides represent a new class of polymers that are readily synthesized, stable in aprotic solvents, and readily degrade in water.