3-methyl-2-butenyl methyl sulfide | 5897-45-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-methyl-2-butenyl methyl sulfide
• 英文别名: Isopentenyl methyl sulfide；γ,γ,-dimethylallyl methyl sulfide；3-methyl-1-methylthio-2-butene；Methyl-3-methyl-buten-(2)-yl-sulfid；3-methyl-1-methylsulfanyl-but-2-ene；4-Methylmercapto-2-methyl-buten-(2)；3-Methyl-1-(methylthio)-2-buten；1-(Methylthio)-3-methyl-2-butene；3-methyl-1-methylsulfanylbut-2-ene
• CAS: 5897-45-0
• 化学式: C₆H₁₂S
• 分子量: 116.227
• InChiKey: DMPDXBNHHLOMSL-UHFFFAOYSA-N

物化性质

• 沸点：
  66 °C
• 密度：
  0.861±0.06 g/cm3(Predicted)
• LogP：
  2.750 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  3-methyl-2-butenyl methyl sulfide 在 mercury dichloride 作用下， 以 水 、 乙腈 为溶剂， 生成 蒿酮
  参考文献：
  名称：

  Michelot,D. et al., Synthetic Communications, 1977, vol. 7, p. 95 - 102

  摘要：

  DOI：
• 作为产物：
  描述：

  (1,1-dimethyl-allyl)-methyl-disulfane 在 三苯基膦 作用下， 以 苯 为溶剂， 生成 3-methyl-2-butenyl methyl sulfide
  参考文献：
  名称：

  Thiosulfoxides. Intermediates in rearrangement and reduction of allylic disulfides

  摘要：

  DOI：

  10.1021/ja00752a073

文献信息

• INSECTICIDAL CARBAMATES EXHIBITING SPECIES-SELECTIVE INHIBITION OF ACETYLCHOLINESTERASE (AChE)
  申请人：Carlier Paul

  公开号：US20090068242A1

  公开（公告）日：2009-03-12

  The present invention includes insecticidal carbamates that are useful, for example, for the control of insects, such as mosquitoes, which can be used in applications where exposure to and/or contact with humans is likely. The insecticides of the present invention include phenyl N-methyl carbamates and compositions comprising them that exhibit species-selective inhibition of acetylcholinesterase (AChE) and are preferably toxic to mosquitoes but not humans. Of particular interest are compounds of Formula (I) and Formula (II): Compounds of Formula (I) and Formula (II) are especially suitable for insecticide treated nets and indoor residual spraying for mosquito control.

  本发明包括杀虫卡巴胺，例如，用于控制昆虫，如蚊子，可用于在可能接触到人类的应用中。本发明的杀虫剂包括苯基N-甲基卡巴胺和包含它们的组合物，这些组合物表现出对乙酰胆碱酯酶（AChE）的物种选择性抑制，并且最好对蚊子有毒而对人类无毒。特别感兴趣的是Formula（I）和Formula（II）的化合物：Formula（I）和Formula（II）的化合物特别适用于杀虫剂处理的蚊帐和室内残留喷雾用于蚊子控制。
• Nitrene-Transfer Reaction between Azide and Unsaturated Ether in the Presence of Pd(II) Catalyst
  作者：Toshihiko Migita、Kazuya Hongoh、Hiroyuki Naka、Setsuko Nakaido、Masanori Kosugi

  DOI：10.1246/bcsj.61.931

  日期：1988.3

  e under catalysis by PdCl2(PhCN)2. The same imines were formed almost quantitatively by noncatalyzed reaction of the azide with the corresponding vinylic ethers. The rate of the catalyzed reaction was found to be first order each in the allylic ether and in the azide. Easiness of the imine formation from the allylic ethers depended on the nature of azide, decreasing in the order of N3SO2Me>N3CO2Me>N3Ph

  在 PdCl2(PhCN)2 的催化下，叠氮甲酸酯与烯丙基醚反应生成 1-烷氧基-1-(烷氧基羰基亚氨基)烷烃。通过叠氮化物与相应乙烯基醚的非催化反应，几乎定量地形成了相同的亚胺。发现催化反应的速率在烯丙基醚和叠氮化物中分别为一级。从烯丙基醚形成亚胺的难易程度取决于叠氮化物的性质，按 N3SO2Me>N3CO2Me>N3Ph 的顺序递减。基于这些结果，提出了催化反应最可能的机理。
• Iron-Catalyzed Doyle−Kirmse Reaction of Allyl Sulfides with (Trimethylsilyl)diazomethane
  作者：David S. Carter、David L. Van Vranken

  DOI：10.1021/ol005740r

  日期：2000.5.1

  catalyze the Doyle-Kirmse reaction of allyl sulfides with (trimethylsilyl)diazomethane and ethyl diazoacetate in dichloroethane at 83 degrees C. Competitive dimerization is less of a problem with (trimethylsilyl)diazomethane than with ethyl diazoacetate. Good results are obtained using only 1.5 equiv of (trimethylsilyl)diazomethane, even without slow addition. Phosphine ligands affect the kinetics, but

  铁盐在83℃下有效地催化烯丙基硫醚与（三甲基甲硅烷基）重氮甲烷和重氮乙酸乙酯在二氯乙烷中的Doyle-Kirmse反应。与二重氮乙酸乙酯相比，（三甲基甲硅烷基）重氮甲烷的竞争性二聚化问题较小。即使不缓慢添加，仅使用1.5当量的（三甲基甲硅烷基）重氮甲烷也可获得良好的结果。膦配体影响动力学，但不影响非对映选择性。Dppe和BINAP比dppp产生更高的产量，但使用R-（+）-BINAP未检测到对映异构。
• Metal-catalyzed ylide formation and [2,3] sigmatropic rearrangement of allyl sulfides with trimethylsilyldiazomethane
  作者：David S. Carter、David L. Van Vranken

  DOI：10.1016/s0040-4039(99)00112-4

  日期：1999.2

  Trimethylsilyldiazomethane is compared with ethyl diazoacetate for the rhodium, copper, and cobalt catalyzed formation and [2,3] rearrangement of allylsulfonium ylides. At room temperature, the reaction can be carried out using the allyl sulfide as the limiting reagent by slow addition of 3 equivalents of the diazo compound. Slightly better yields were obtained with trimethylsilyldiazomethane than

  将三甲基甲硅烷基重氮甲烷与重氮乙酸乙酯进行了铑，铜和钴催化的烯丙基ulf化烷基化物的形成和[2,3]重排的比较。在室温下，可以通过缓慢加入3当量的重氮化合物，使用烯丙基硫作为限制试剂来进行反应。用三甲基甲硅烷基重氮甲烷获得的收率略高于重氮乙酸乙酯。
• Isoprenyl Compounds and Methods Thereof
  申请人：Stock Jeffry B.

  公开号：US20100184768A1

  公开（公告）日：2010-07-22

  Among other things, the present invention provides novel isoprenyl compounds capable of effectively modulating inflammatory responses and pharmaceutical, cosmetic, cosmeceutical and topical compositions comprising these isoprenyl compounds. Anti-inflammatory compounds of the present invention are useful in treating or preventing diseases or conditions associated with inflammation. Proinflammatory compounds of the present invention are useful in treating or preventing diseases or conditions associated with suppression of inflammatory responses. Thus, the present invention also provides methods useful in the treatment or prevention of diseases or conditions associated with inflammation as well as methods useful in the treatment or prevention of diseases or conditions associated with suppression of inflammatory responses.

  除其他事项外，本发明提供了新型异戊二烯基化合物，能够有效调节炎症反应，并提供包含这些异戊二烯基化合物的药物、化妆品、化妆品和局部组合物。本发明的抗炎化合物可用于治疗或预防与炎症相关的疾病或症状。本发明的促炎化合物可用于治疗或预防与抑制炎症反应相关的疾病或症状。因此，本发明还提供了用于治疗或预防与炎症相关的疾病或症状以及用于治疗或预防与抑制炎症反应相关的疾病或症状的方法。