O-n-butyl S-methyl xanthate | 41320-38-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: O-n-butyl S-methyl xanthate
• 英文别名: O-butyl S-methyl dithiocarbonate；O-butyl S-methyl carbonodithioate；O-n-Butyl-S-methyl-dithiocarbonat；O-butyl methylsulfanylmethanethioate
• CAS: 41320-38-1
• 化学式: C₆H₁₂OS₂
• 分子量: 164.293
• InChiKey: GMKACRZKTZATLU-UHFFFAOYSA-N

物化性质

• 沸点：
  60 °C(Press: 0.5 Torr)
• 密度：
  1.074±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  66.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  O-n-butyl S-methyl xanthate 在 potassium carbonate 、 sodium t-butanolate 作用下， 以 叔丁醇 为溶剂， 反应 23.0h， 生成 (Z)-3-butoxy-3-methylsulfanyl-1-phenylprop-2-en-1-one
  参考文献：
  名称：

  Synthesis of α-OxoketeneO-Alkyl/Aryl,S-Alkyl Acetals

  摘要：

  描述了酰基烯酮O,S-二烷基缩醛2a-p和酰基烯酮O-芳基S-烷基缩醛6a-i的合成。化合物 2a-n 是通过在叔丁醇钠存在下通过活性亚甲基酮的烷氧基硫代羰基化制备的相应β-氧代硫代酯 4a-n 的碱催化烷基化获得的。相应的O-十二烷基2o、O-苄基2p和O-芳基、S-甲基6a-i缩醛通过用相应的链烷醇或苯酚碱催化置换锍盐5a-b来合成。

  DOI：

  10.1055/s-1993-25841
• 作为产物：
  描述：

  碘甲烷 、 alkaline earth salt of/the/ methylsulfuric acid 在 甲醇 作用下， 生成 O-n-butyl S-methyl xanthate
  参考文献：
  名称：

  386.肽。第二部分 通过除去带有游离氨基的末端氨基酸的选择性降解。烷基烷氧基二硫甲酸酯的用途（二烷基黄原酸酯）

  摘要：

  DOI：

  10.1039/jr9520002076

文献信息

• Certain 2-carbamoyl-1,2,4-thiadiazole-3-one herbicides
  申请人：Roussel Uclaf

  公开号：US04067720A1

  公开（公告）日：1978-01-10

  Novel thiadiazoles of the formula ##STR1## wherein R is selected from the group consisting of alkoxy of 1 to 8 carbon atoms, cycloalkyloxy of 3 to 7 carbon atoms, alkylthio of 1 to 8 carbon atoms optionally substituted with carbalkoxy of 2 to 5 carbon atoms, alkenylthio of 2 to 4 carbon atoms, ##STR2## and benzyloxy, benzylthio, benzyl and phenyl, all aryl being optionally substituted with 1 to 2 members of the group consisting of chlorine, bromine, alkyl of 1 to 3 carbon atoms and alkoxy of 1 to 3 carbon atoms, Z and Z.sub.1 are alkyl of 1 to 4 carbon atoms and R.sub.1 is selected from the group consisting of alkyl of 1 to 6 carbon atoms optionally substituted with a member of the group consisting of chlorine, bromine and alkyloxy of 1 to 4 carbon atoms, phenyl optionally substituted with 1 to 2 members of the group consisting of bromine, chlorine, alkyl of 1 to 3 carbon atoms and alkoxy of 1 to 3 carbon atoms, alkenyl of 2 to 4 carbon atoms optionally substituted with at least one member of the group consisting of chlorine and alkoxy of 1 to 3 carbon atoms, ##STR3## and carbalkoxy of 2 to 6 carbon atoms and X is selected from the group consisting of alkyl of 1 to 4 carbon atoms and alkenyl of 2 to 4 carbon atoms, both optionally substituted with at least one chlorine having herbicidal properties and novel intermediates.

  新型噻二唑类化合物的结构式为##STR1##其中R从以下组中选择：1至8个碳原子的烷氧基，3至7个碳原子的环烷氧基，1至8个碳原子的烷基硫醚，可选择地取代有2至5个碳原子的羰基烷氧基，2至4个碳原子的烯基硫醚，##STR2##苯氧基，苄硫醚，苄基和苯基，所有芳基可选择地取代有1至2个氯、溴、1至3个碳原子的烷基和1至3个碳原子的烷氧基中的成员，Z和Z.sub.1为1至4个碳原子的烷基，R.sub.1从以下组中选择：1至6个碳原子的烷基，可选择地取代有氯、溴和1至4个碳原子的烷氧基中的成员，苯基，可选择地取代有溴、氯、1至3个碳原子的烷基和1至3个碳原子的烷氧基中的1至2个成员，2至4个碳原子的烯基，可选择地取代有至少一个氯和1至3个碳原子的烷氧基中的成员，##STR3##和2至6个碳原子的羰基烷氧基，X从以下组中选择：1至4个碳原子的烷基和2至4个碳原子的烯基，两者可选择地取代有至少一个具有除草性能的氯的新型中间体。
• Highly Efficient Iridium-Based Photosensitizers for Thia-Paternò–Büchi Reaction and Aza-Photocyclization
  作者：Jian He、Zhi-Qin Bai、Pan-Feng Yuan、Li-Zhu Wu、Qiang Liu

  DOI：10.1021/acscatal.0c05005

  日期：2021.1.1

  applying photocatalytic systems to activate substrates becomes increasingly popular. Although photosensitizers serve as the core of the photocatalytic reaction, the design of a photosensitizer has not been taken for granted. By modifying ligands of organometallic complexes to optimize properties of photosensitizers, we successfully achieved a series of iridium complexes with long excited triplet-state lifetime

  处于激发态的底物与相应的基态显着不同，因此它们被视为具有不同物理性质和化学反应性的不同化学物种。因此，将光催化系统用于活化基材变得越来越普遍。尽管光敏剂是光催化反应的核心，但是光敏剂的设计并不是理所当然的。通过修饰有机金属配合物的配体以优化光敏剂的性能，我们成功实现了一系列铱配合物，具有长激发三重态寿命，高三重激发态能量，强吸收性和鲁棒稳定性。评估了制备的铱配合物作为光敏剂对各种挑战性的光环加成反应（例如，
• An Efficient, One-Pot, Triton-B Catalyzed Synthesis of O-Alkyl-S-methyl Dithiocarbonates
  作者：Devdutt Chaturvedi、Suprabhat Ray

  DOI：10.1007/s00706-006-0514-0

  日期：2006.9

  A novel process for the one-step conversion of a variety of primary and secondary alcohols into their O -alkyl- S -methyl dithiocarbonates using methyl iodide catalyzed by the Triton-B/CS2 system was developed. Thus, O -alkyl- S -methyl dithiocarbonates were obtained in very good to excellent yields. This protocol is mild and efficient compared to other methods.

  开发了一种新颖的方法，该方法使用Triton-B / CS 2系统催化的甲基碘将多种伯醇和仲醇一步转化为 O- 烷基 -S- 甲基二硫代碳酸酯。因此， 以非常好的至极好的收率获得了 O- 烷基 -S- 甲基二硫代碳酸酯 。与其他方法相比，该协议温和有效。
• Superoxide Ion–Promoted Facile One-Pot Synthesis of <i>O</i>-Alkyl-<i>S</i>-methyl Dithiocarbonates from Alcohol Under Mild Reaction Conditions
  作者：Satish Kumar Singh、Krishna Nand Singh

  DOI：10.1080/10426507.2010.482545

  日期：2010.12.30

  Abstract A new, mild, and efficient protocol for the one-pot synthesis of O-alkyl-S-methyl dithiocarbonates (xanthates) has been described in reasonably good yields from a variety of alcohols employing carbon disulfide and methyl iodide using superoxide ion at room temperature. GRAPHICAL ABSTRACT

  摘要 一种新的、温和的、高效的 O-烷基-S-甲基二硫代碳酸酯（黄原酸酯）合成方案已被描述为从各种使用二硫化碳和甲基碘的醇在室温下使用超氧离子以相当好的收率进行合成。温度。图形概要
• Base-Induced Cyclization of Active Methylene Isocyanides with Xanthate Esters: An Efficient Method for the Synthesis of 5-Alkoxy-4-(tosyl/ethoxycarbonyl)-1,3-thiazoles
  作者：Kanchugarakoppal Rangappa、Marilinganadoddi Sadashiva、Narasimhamurthy Rajeev、Toreshettahally Swaroop、Seegehalli Anil、Yadaganahalli Bommegowda

  DOI：10.1055/s-0036-1590811

  日期：2017.10

  Sodium hydride-induced cyclization of 1-[(isocyanomethyl)sulfonyl]-4-methylbenzene or ethyl isocyanoacetate with various xanthate esters gave 5-alkoxy-4-tosylthiazoles or ethyl 5-alkoxythiazol-4-ylcarboxylates, respectively, in good to excellent yields. The xanthate ester S-methyl O-phenyl dithiocarbonate gave 5-(methylsulfanyl)-4-tosyl-1,3-thiazole when treated with 1-[(isocyanomethyl)sulfonyl]-4-methylbenzene

  氢化钠诱导的 1-[(异氰基甲基) 磺酰基]-4-甲基苯或异氰乙酸乙酯与各种黄原酸酯的环化反应分别得到 5-烷氧基-4-甲苯磺酰基噻唑或 5-烷氧基噻唑-4-基羧酸乙酯，产率良好至极好. 当在类似条件下用1-[(异氰基甲基)磺酰基]-4-甲基苯处理时，黄原酸酯S-甲基邻-苯基二硫代碳酸酯得到5-(甲基硫烷基)-4-甲苯磺酰基-1，3-噻唑。