p-Tolyloxy-sulfonylisocyanat | 14754-43-9

• 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-Tolyloxy-sulfonylisocyanat
• 英文别名: 4-Methylphenyl sulfurisocyanatidate；(4-methylphenyl) N-(oxomethylidene)sulfamate
• CAS: 14754-43-9
• 化学式: C₈H₇NO₄S
• 分子量: 213.214
• InChiKey: MJCJJZPIBPACNV-UHFFFAOYSA-N

物化性质

• 沸点：
  80-83 °C(Press: 0.2 Torr)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  81.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  p-Tolyloxy-sulfonylisocyanat 在 水 作用下， 生成 p-tolyl sulfamate
  参考文献：
  名称：

  Lohaus,G., Chemische Berichte, 1972, vol. 105, p. 2791 - 2799

  摘要：

  DOI：
• 作为产物：
  描述：

  氯磺酰异氰酸酯 、 对甲酚 生成 p-Tolyloxy-sulfonylisocyanat
  参考文献：
  名称：

  Lohaus,G., Chemische Berichte, 1972, vol. 105, p. 2791 - 2799

  摘要：

  DOI：

文献信息

• Addition of various unsaturated alcohols to sulfonylisocyanate derivatives: Synthesis of new unsaturated N-sulfonyl carbamates
  作者：Ahlem Radhouani、Mohamed Beji

  DOI：10.1080/10426507.2015.1072186

  日期：2016.5.3

  GRAPHICAL ABSTRACT Abstract The synthesis of new unsaturated N-sulfonylcarbamates by the addition of unsaturated alcohols to aroxy(alkoxy)sulfonylisocyanates is reported. The reaction is carried out at room temperature in the presence or absence of solvent, depending on the nature of the starting alcohol. The products were obtained in good yields and characterized with IR, 1H, and 13C NMR and HRMS

  图形摘要 摘要 报道了通过将不饱和醇加成到芳氧基（烷氧基）磺酰基异氰酸酯上来合成新的不饱和 N-磺酰基氨基甲酸酯。根据起始醇的性质，该反应在室温下在溶剂存在或不存在下进行。产品以良好的收率获得，并通过 IR、1H 和 13C NMR 和 HRMS 分析进行表征。
• Stereospecific synthesis of a new class of aminocyclitol with the conduramine D-2 configuration
  作者：Latif Kelebekli、Murat Çelik、Ertan Şahin、Yunus Kara、Metin Balci

  DOI：10.1016/j.tetlet.2006.07.108

  日期：2006.9

  A new aminocyclitol derived from bicyclo[4.2.01,6]octane was synthesized starting from cyclooctatetraene. Photooxygenation of trans-7,8-diacetoxy-bicyclo[4.2.0]octa-2,4-diene afforded a bicyclic endoperoxide. Reduction of the endoperoxide with thiourea followed by a palladium-catalyzed ionization/cyclization reaction gave an oxazolidinone derivative. Oxidation of the double bond in the oxazolidinone

  以环辛酸酯为原料，合成了一种新的由双环[4.2.0 1,6 ]辛烷衍生的氨基环醇。光氧化，反式-7,8-二乙酰氧基-双环[4.2.0]辛-2,4-二烯，得到的二环内过氧化物。用硫脲还原内过氧化物，然后进行钯催化的电离/环化反应，得到恶唑烷酮衍生物。用KMnO 4氧化恶唑烷酮中的双键，然后进行乙酰化，得到恶唑烷酮四乙酸酯，其确切构型通过X射线衍射分析确定。恶唑烷酮环的水解和乙酸酯基团的除去提供了所需的氨基环糖醇。
• Addition−Rearrangement of Aryl- and Alkoxysulfonyl Isocyanates with 5-Methyl-Substituted 3,4-Dihydro-2-methoxy-<i>2H</i>-pyrans. Selective Synthesis of Functionalized 2-Piperidones¹
  作者：Edwin Jao、Paul B. Slifer、Roger Lalancette、Stan S. Hall

  DOI：10.1021/jo951868o

  日期：1996.1.1

  3,4-Dihydro-2-methoxy-5-methyl-2H-pyran and 3,4-dihydro-2-methoxy-5,6-dimethyl-2H-pyran undergo addition-rearrangement reactions with arylsulfonyl isocyanates to generate the corresponding 3-formyl- and 3-acetyl-6-methoxy-3-methyl-1-(arylsulfonyl)-2-piperidones. For example, 3,4-dihydro-2-methoxy-5-methyl-2H-pyran and phenylsulfonyl isocyanate afforded 3-formyl-6-methoxy-3-methyl-1-(phenylsulfonyl)-2-piperidone as a separable trans/cis mixture in high yield. The more reactive phenoxysulfonyl and alkoxysulfonyl isocyanates provided analogous results.
• Acyl and sulfonyl isocyanates in .beta.-lactam synthesis
  作者：Anthony G. M. Barrett、Michael J. Betts、Ashley Fenwick

  DOI：10.1021/jo00202a006

  日期：1985.1
• Synthesis of Nonionic Aroxylsulfonyl Carbamates
  作者：K. Debbabi、M. Beji、A. Baklouti、F. Guittard、S. Geribaldi

  DOI：10.1080/10426500210678

  日期：2002.4.1

  Novel aroxylsulfonyl carbamates containing polar head or core type were synthesized from the action of aroxysulfonylisocyanate on oligooxyethylmonomethylated ethers or glycols without solvent. At room temperature the reaction occurs rapidly with satisfactory yields. The synthetic pathway of isocyanate derivatives is achieved in a one-pot reaction in order to use low price commercially available compounds such as phenolic derivatives and chlorosulfonylisocyanate as starting materials. This new class of nonionic compounds contains one aromatic part and one polar part. All these compounds are monodisperse, that is, they include a perfectly defined number of oxyethylene units. The synthesis and characterization of these new series of carbamates are described.