N-Pentafluorosulfanyl-methyl carbamate | 89590-14-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: N-Pentafluorosulfanyl-methyl carbamate
• 英文别名: Methyl (Pentafluorosulfanyl)carbamate；Methyl(pentafluorosulfanyl)carbamate；methyl N-(pentafluoro-λ6-sulfanyl)carbamate
• CAS: 89590-14-7
• 化学式: C₂H₄F₅NO₂S
• 分子量: 201.117
• InChiKey: MDCOMWZBBGBGSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  39.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-Pentafluorosulfanyl-methyl carbamate 在 硝酸 、 三氟乙酸酐 作用下， 反应 16.0h， 生成 N-Pentafluorosulfanyl-N-nitro-methyl carbamate
  参考文献：
  名称：

  N-Pentafluorosulfanyl-N-nitro carbamates

  摘要：

  Unlike N-alkyl carbamates, N-pentafluorosulfanyl carbamates (SF5NHCO2R) did not readily undergo nitration to provide the N-NO2 derivatives. Although trifluoroacetyl nitrate did provide nitration, work-up yielded a mixture of SF5N(NO2)CO2R and starting material. The ratio of nitration product to starting material was not changed after prolonged reaction times and the N-NO2 product was stable to the work-up conditions. A rationale for these results as well as the effect of varying R is discussed.

  DOI：

  10.1016/s0022-1139(00)80135-9
• 作为产物：
  描述：

  1-methoxy-N-(pentafluoro-lambda6-sulfanyl)methanimidoyl chloride 在 水 作用下， 反应 840.0h， 以33%的产率得到N-Pentafluorosulfanyl-methyl carbamate
  参考文献：
  名称：

  正五氟磺胺类衍生物的制备与表征

  摘要：

  SF 5 N = CCl 2与甲醇钠和苯酚的反应生成了单取代和双取代的衍生物SF 5 N = C（Cl）OR和SF 5 N = C（OR）2。单取代的衍生物SF 5 N = C（Cl）N（C 2 H 5）2是二乙胺与SF 5 N = CCl 2的2：1摩尔反应制得的唯一产物。该氯亚胺与二乙胺的进一步反应得到二取代的衍生物SF 5 N ＝ C [N（C 2 H 5）2 ] 2。其他混合双取代化合物SF还制备了5NC（R）N（C 2 H 5）2，其中R = CH 3，CF 3，C 6 H 5和OCH 3。每个新的N-五氟硫烷基衍生物均通过IR，1 H，19 F和13 C NMR，质谱和元素分析进行表征。

  DOI：

  10.1016/s0022-1139(00)83142-5

文献信息

• Reactions of N-pentafluorosulfanylurethanes and thiolurethanes with phosphorus pentachloride
  作者：Joseph S. Thrasher、Alan F. Clifford

  DOI：10.1016/s0022-1139(00)85144-1

  日期：1983.12

  Urethanes of the type SF5NHC(O)OR react with PCl5 to give primarily SF5NCO. In only one case, where R = C6H5, was any evidence for an imine product observed. The corresponding reactions of SF5NHC(O)SR compounds give both SF5NCO and the imine product. The new compounds SF5N=C(Cl)SCH3 and SF5N=C(Cl)SC6H5 were identified by IR, NMR, and mass spectrometry.

  SF 5 NHC（O）OR类型的氨基甲酸酯与PCl 5反应，主要生成SF 5 NCO。仅在一种情况下，其中R = C 6 H 5，是观察到亚胺产物的任何证据。SF 5 NHC（O）SR化合物的相应反应会同时生成SF 5 NCO和亚胺产物。通过IR，NMR和质谱鉴定了新化合物SF 5 N = C（Cl）SCH 3和SF 5 N = C（Cl）SC 6 H 5。
• Thrasher, Joseph S.; Howell, Jon L.; Clifford, Alan F., Chemische Berichte, 1984, vol. 117, # 5, p. 1707 - 1725
  作者：Thrasher, Joseph S.、Howell, Jon L.、Clifford, Alan F.

  DOI：——

  日期：——
• THRASHER, J. S.;HOWELL, J. L.;CLIFFORD, A. F., CHEM. BER., 1984, 117, N 5, 1707-1725
  作者：THRASHER, J. S.、HOWELL, J. L.、CLIFFORD, A. F.

  DOI：——

  日期：——
• Preparation and characterization of n-pentafluorosulfanylimine derivatives
  作者：Joseph S. Thrasher、Alan F. Clifford

  DOI：10.1016/s0022-1139(00)83142-5

  日期：1982.1

  phenoxide have produced both the mono- and disubstituted derivatives SF5NC(Cl)OR and SF5NC(OR)2. The monosubstituted derivative SF5NC(Cl)N(C2H5)2 was the sole product produced in a 2:1 molar reaction of diethylamine with SF5NCCl2. Further reaction of this chloroimine with diethylamine gave the disubstituted derivative SF5NC[N(C2H5)2]2. Other mixed disubstituted compounds SF5NC(R)N(C2H5)2, where R=CH3

  SF 5 N = CCl 2与甲醇钠和苯酚的反应生成了单取代和双取代的衍生物SF 5 N = C（Cl）OR和SF 5 N = C（OR）2。单取代的衍生物SF 5 N = C（Cl）N（C 2 H 5）2是二乙胺与SF 5 N = CCl 2的2：1摩尔反应制得的唯一产物。该氯亚胺与二乙胺的进一步反应得到二取代的衍生物SF 5 N ＝ C [N（C 2 H 5）2 ] 2。其他混合双取代化合物SF还制备了5NC（R）N（C 2 H 5）2，其中R = CH 3，CF 3，C 6 H 5和OCH 3。每个新的N-五氟硫烷基衍生物均通过IR，1 H，19 F和13 C NMR，质谱和元素分析进行表征。
• N-Pentafluorosulfanyl-N-nitro carbamates
  作者：Michael E. Sitzmann

  DOI：10.1016/s0022-1139(00)80135-9

  日期：1991.4

  Unlike N-alkyl carbamates, N-pentafluorosulfanyl carbamates (SF5NHCO2R) did not readily undergo nitration to provide the N-NO2 derivatives. Although trifluoroacetyl nitrate did provide nitration, work-up yielded a mixture of SF5N(NO2)CO2R and starting material. The ratio of nitration product to starting material was not changed after prolonged reaction times and the N-NO2 product was stable to the work-up conditions. A rationale for these results as well as the effect of varying R is discussed.