2,6-dimethylpiperidinyl t-butylsulfenamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2,6-dimethylpiperidinyl t-butylsulfenamide
• 英文别名: 1-Tert-butylsulfanyl-2,6-dimethylpiperidine；1-tert-butylsulfanyl-2,6-dimethylpiperidine
• 化学式: C₁₁H₂₃NS
• 分子量: 201.376
• InChiKey: WPWRUJNTQYKCPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  28.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-dimethylpiperidinyl t-butylsulfenamide 271.4 ℃ 、1.83 kPa 条件下， 生成 异丁烷 、 2,6-Dimethyl-1-sulfanylpiperidine 、 异丁烯
  参考文献：
  名称：

  Gas-phase thermolysis oft-butylsulfenamides:N, N-dimethylt-butylsulfenamide, 2,6-dimethylpiperidinylt-butylsulfenamide, andN-t-butylt-butylsulfenamide

  摘要：

  The amide derivatives of t-butylsulfenic acid mentioned in the title have been thermolyzed in a stirred-flow reactor at temperatures of 273-390 degrees C and pressures of 7- 15 torr, using toluene as carrier gas, at residence times of 0.4-2 s. Isobutene formed in 95-99% yields, through order one reactions, following the Arrhenius equations: N,N-dimethyl t-butylsulfenamide:k(s(-1)) = 10(14.45+/-0.46) exp(-175 +/- 5 kj/molRT)2,6-dimethylpiperidyl t-butylsulfenamide:k(s(-1)) = 10(14.38+/-0.26) exp(-161 +/- 3 kj/molRT)N-t-butyl t-butylsulfenamide:k(s(-1)) = 10(14.75+/-0.37) exp(-184 +/- 7 kj/molRT)These thermolyses are considered to take place through unimolecular, four-center cyclic transition-state reaction mechanisms, giving rise to isobutene plus the corresponding S-unsubstituted thiohydroxylamines. The latter decompose outside the reactor at temperatures above -78 degrees C forming free sulfur and dimethylamine. 2,6-dimethylpiperidine, and t-butylamine, respectively. (C) 1996 John Wiley & Sons, Inc.

  DOI：

  10.1002/(sici)1097-4601(1996)28:5<353::aid-kin4>3.0.co;2-u
• 作为产物：
  描述：

  1,1-dimethylethanesulfenyl chloride 、 2,6-二甲基哌啶 以 乙醚 、 正己烷 为溶剂， 生成 2,6-dimethylpiperidinyl t-butylsulfenamide
  参考文献：
  名称：

  Gas-phase thermolysis oft-butylsulfenamides:N, N-dimethylt-butylsulfenamide, 2,6-dimethylpiperidinylt-butylsulfenamide, andN-t-butylt-butylsulfenamide

  摘要：

  The amide derivatives of t-butylsulfenic acid mentioned in the title have been thermolyzed in a stirred-flow reactor at temperatures of 273-390 degrees C and pressures of 7- 15 torr, using toluene as carrier gas, at residence times of 0.4-2 s. Isobutene formed in 95-99% yields, through order one reactions, following the Arrhenius equations: N,N-dimethyl t-butylsulfenamide:k(s(-1)) = 10(14.45+/-0.46) exp(-175 +/- 5 kj/molRT)2,6-dimethylpiperidyl t-butylsulfenamide:k(s(-1)) = 10(14.38+/-0.26) exp(-161 +/- 3 kj/molRT)N-t-butyl t-butylsulfenamide:k(s(-1)) = 10(14.75+/-0.37) exp(-184 +/- 7 kj/molRT)These thermolyses are considered to take place through unimolecular, four-center cyclic transition-state reaction mechanisms, giving rise to isobutene plus the corresponding S-unsubstituted thiohydroxylamines. The latter decompose outside the reactor at temperatures above -78 degrees C forming free sulfur and dimethylamine. 2,6-dimethylpiperidine, and t-butylamine, respectively. (C) 1996 John Wiley & Sons, Inc.

  DOI：

  10.1002/(sici)1097-4601(1996)28:5<353::aid-kin4>3.0.co;2-u

文献信息

• Gas-phase thermolysis oft-butylsulfenamides:N, N-dimethylt-butylsulfenamide, 2,6-dimethylpiperidinylt-butylsulfenamide, andN-t-butylt-butylsulfenamide
  作者：Gonzalo Martin、Julian Ascanio、Jesus Rodriguez

  DOI：10.1002/(sici)1097-4601(1996)28:5<353::aid-kin4>3.0.co;2-u

  日期：——

  The amide derivatives of t-butylsulfenic acid mentioned in the title have been thermolyzed in a stirred-flow reactor at temperatures of 273-390 degrees C and pressures of 7- 15 torr, using toluene as carrier gas, at residence times of 0.4-2 s. Isobutene formed in 95-99% yields, through order one reactions, following the Arrhenius equations: N,N-dimethyl t-butylsulfenamide:k(s(-1)) = 10(14.45+/-0.46) exp(-175 +/- 5 kj/molRT)2,6-dimethylpiperidyl t-butylsulfenamide:k(s(-1)) = 10(14.38+/-0.26) exp(-161 +/- 3 kj/molRT)N-t-butyl t-butylsulfenamide:k(s(-1)) = 10(14.75+/-0.37) exp(-184 +/- 7 kj/molRT)These thermolyses are considered to take place through unimolecular, four-center cyclic transition-state reaction mechanisms, giving rise to isobutene plus the corresponding S-unsubstituted thiohydroxylamines. The latter decompose outside the reactor at temperatures above -78 degrees C forming free sulfur and dimethylamine. 2,6-dimethylpiperidine, and t-butylamine, respectively. (C) 1996 John Wiley & Sons, Inc.