1,2-bis[(3-oxocyclopentyl)thio]ethane | 849409-15-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-bis[(3-oxocyclopentyl)thio]ethane
• 英文别名: 1,2-bis((cyclopentan-1-one-3-yl)thio)ethane；3-[2-(3-Oxocyclopentyl)sulfanylethylsulfanyl]cyclopentan-1-one；3-[2-(3-oxocyclopentyl)sulfanylethylsulfanyl]cyclopentan-1-one
• CAS: 849409-15-0
• 化学式: C₁₂H₁₈O₂S₂
• 分子量: 258.406
• InChiKey: VUKTWRWBDJKYTR-UHFFFAOYSA-N

物化性质

• 沸点：
  455.6±45.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-环戊烯酮 、 1,2-乙二硫醇 在 potassium phosphate 作用下， 反应 0.5h， 以72%的产率得到1,2-bis[(3-oxocyclopentyl)thio]ethane
  参考文献：
  名称：

  室温下在无溶剂条件下，磷酸钾或二氧化硅硫酸催化硫醇与α，β-不饱和酮的共轭加成反应

  摘要：

  已经发现磷酸钾和二氧化硅硫酸是在室温下在无溶剂条件下将硫醇共轭加成到α，β-不饱和酮上的有用和高效的催化剂。发现二氧化硅硫酸（SSA）适合于电子缺乏的烯酮，而磷酸钾被发现与电子缺乏的和电子富集的共轭酮都引起硫杂-迈克尔加成反应。

  DOI：

  10.1016/j.tetlet.2006.10.114

文献信息

• Potassium phosphate or silica sulfuric acid catalyzed conjugate addition of thiols to α,β-unsaturated ketones at room temperature under solvent-free conditions
  作者：D.M. Pore、M.S. Soudagar、U.V. Desai、T.S. Thopate、P.P. Wadagaonkar

  DOI：10.1016/j.tetlet.2006.10.114

  日期：2006.12

  sulfuric acid have been found to be useful and highly efficient catalysts for conjugate addition of thiols to α,β-unsaturated ketones under solvent-free conditions, at room temperature. Silica sulfuric acid (SSA) was found to be suitable for electron-deficient enones while potassium phosphate was found to effect thia-Michael addition with both, electron-deficient as well as electron-rich conjugated ketones

  已经发现磷酸钾和二氧化硅硫酸是在室温下在无溶剂条件下将硫醇共轭加成到α，β-不饱和酮上的有用和高效的催化剂。发现二氧化硅硫酸（SSA）适合于电子缺乏的烯酮，而磷酸钾被发现与电子缺乏的和电子富集的共轭酮都引起硫杂-迈克尔加成反应。
• H₃PW₁₂O₄₀as a Useful Recyclable Heterogeneous Catalyst for the Facile and Highly Efficient Michael Addition Reaction of Thiols to α,β-Unsaturated Ketones
  作者：Habib Firouzabadi、Nasser Iranpoor、Abbas Ali Jafari

  DOI：10.1055/s-2004-837212

  日期：——

  Solid H 3 PW 1 2 O 4 0 is easily used as a heterogeneous, reusable and efficient catalyst (1 mol%) for the selective addition of thiols and dithiols to α,β-unsaturated ketones in MeCN to afford the corresponding Michael adducts in excellent yields at room temperature.

  固体 H 3 PW 1 2 O 4 0 很容易用作多相、可重复使用和高效的催化剂 (1 mol%)，用于将硫醇和二硫醇选择性加成到 MeCN 中的 α,β-不饱和酮，以优异的性能提供相应的迈克尔加合物在室温下产生。
• Perchloric Acid Impregnated on Silica Gel (HClO4/SiO2): A Versatile Catalyst for Michael Addition of Thiols to the Electron-Deficient Alkenes
  作者：Abu T. Khan、Subrata Ghosh、Lokman H. Choudhury

  DOI：10.1002/ejoc.200600006

  日期：2006.5

  Perchloric acid adsorbed on silica gel (HClO4/SiO2) has been found to be a highly efficient and versatile catalyst for the Michael addition of thiols to a wide variety of conjugated alkenes such as α,β-unsaturated ketones, carboxylic esters, nitriles, amides and chalcones in dichloromethane or methanol at room temperature. The reactions are completed within 2–20 min in high yields. Some of the additional

  已发现吸附在硅胶上的高氯酸 (HClO4/SiO2) 是一种高效且通用的催化剂，可用于硫醇与各种共轭烯烃（如 α,β-不饱和酮、羧酸酯、腈、酰胺）的迈克尔加成反应和查耳酮在二氯甲烷或甲醇中室温。反应在 2-20 分钟内以高产率完成。一些额外的优点是：不需要进行水处理，而且催化剂还可以重复使用。此外，无需色谱分离即可获得固体产物。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
• [EN] COMPOUNDS FOR PROVIDING A LONG-LASTING FLORAL AND FRUITY ODOR<br/>[FR] COMPOSÉS DESTINÉS À FOURNIR UNE ODEUR FLORALE ET FRUITÉE DE LONGUE DURÉE
  申请人：FIRMENICH & CIE

  公开号：WO2021122997A1

  公开（公告）日：2021-06-24

  The present invention relates to the field of perfumery. The present invention relates to compounds of formula (I) that are able to provide a long-lasting or substantive odor, in particular floral and/or fruity odor, to the environment. Moreover, the present invention relates to a method of imparting a long-lasting odor, in particular a fresh green, floral and/or fruity odor, to surfaces, such as hard surfaces, fabric, skin or hair. Furthermore, the present invention relates to the use of said compounds in perfumery, as well as the perfuming compositions or perfumed articles comprising the invention's compounds.

  本发明涉及香精领域。本发明涉及具有式(I)的化合物，能够赋予环境持久或实质性的气味，特别是花香和/或果香气味。此外，本发明涉及一种方法，能够赋予表面持久的气味，特别是清新的绿色、花香和/或果香气味，例如硬表面、织物、皮肤或头发。此外，本发明涉及在香精中使用所述化合物，以及包含本发明化合物的香水配方或香气产品。
• COMPOUNDS FOR PROVIDING A LONG-LASTING FLORAL AND FRUITY ODOR
  申请人：Firmenich SA

  公开号：EP3999491A1

  公开（公告）日：2022-05-25