9-chloro-10-(pentafluoro-λ⁶-sulfanyl)decan-1-ol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9-chloro-10-(pentafluoro-λ⁶-sulfanyl)decan-1-ol
• 英文别名: 9-chloro-10-pentafluorosulfanyldecan-1-ol；9-Chloro-10-(pentafluorothio)decanol；9-Chloro-10-(pentafluoro-lambda6-sulfanyl)decan-1-ol；9-chloro-10-(pentafluoro-λ6-sulfanyl)decan-1-ol
• 化学式: C₁₀H₂₀ClF₅OS
• 分子量: 318.779
• InChiKey: RABUGLCYSHSCSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  9-chloro-10-(pentafluoro-λ⁶-sulfanyl)decan-1-ol 在 5%-palladium/activated carbon 氢气 作用下， 以 四氢呋喃 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 生成 10-(Pentafluorothio)-9-decen-1-ol
  参考文献：
  名称：

  WO2006/72401

  摘要：

  公开号：
• 作为产物：
  描述：

  9-十烯-1-醇 在 硫氯五氟化物 作用下， 以 正己烷 、 甲苯 为溶剂， 以67 %的产率得到9-chloro-10-(pentafluoro-λ⁶-sulfanyl)decan-1-ol
  参考文献：
  名称：

  SF5Cl 的光活化用于烯烃和炔烃的原子转移自由基加成

  摘要：

  使用黑光紧凑型荧光灯照射开发了一种用于在不饱和化合物上加成 SF 5 Cl 的无试剂活化方法。总共进行了 19 个烯烃和炔烃的实例，收率为 25% 至 99%。总的来说，该方法代表了最常见的 SF 5 Cl 加成反应条件的无氧替代方法。

  DOI：

  10.1016/j.jfluchem.2023.110131

文献信息

• FLUOROSURFACTANTS
  申请人：Hierse Wolfgang

  公开号：US20090264525A1

  公开（公告）日：2009-10-22

  The present invention relates to fatty acid esters of polyols or sulfonated fatty acid esters or sulfonated fatty acid amides containing at least one group Y, where Y stands for CF 3 —(CH 2 ) a —O—, SF 5 —, CF 3 —(CH 2 ) a —S—, CF 3 CF 2 S—, [CF 3 —(CH 2 ) a ] 2 N— or [CF 3 —(CH 2 ) a ]NH—, where a stands for an integer selected from the range from 0 to 5, or formula (I), where Rf stands for CF 3 —(CH 2 ) r —, CF 3 —(CH 2 ) r —O—, CF 3 —(CH 2 ) r —S—, CF 3 CF 2 —S—, SF 5 —(CH 2 ) t — or [CF 3 —(CH 2 ) r ] 2 N—, [CF 3 —(CH 2 ) r ]NH— or (CF 3 ) 2 N—(CH 2 ) r —, B stands for a single bond, O, NH, NR, CH 2 , C(O)—O, C(O), S, CH 2 —O, O—C(O), N—C(O), C(O)—N, O—C(O)—N, N—C(O)—N, O—SO 2 or SO 2 —O, R stands for alkyl having 1 to 4 C atoms, b stands for 0 or 1 and c stands for 0 or 1, q stands for 0 or 1, where at least one radical from b and q stands for 1, and r stands for 0, 1, 2, 3, 4 or 5, to processes for the preparation of these compounds, and to uses of these surface-active compounds.

  本发明涉及聚醇或磺化脂肪酸酯或磺化脂肪酸酰所含有至少一个基团Y的化合物，其中Y代表CF3—(CH2)a—O—，SF5—， —( )a—S—， CF2S—，[ —( )a]2N—或[ —( )a]NH—，其中a代表从0到5的整数范围内选择的整数，或者式(I)，其中Rf代表 —( )r—， —( )r—O—， —( )r—S—， CF2—S—，SF5—( )t—或[ —( )r]2N—，[ —( )r]NH—或( )2N—( )r—，B代表单键，O，NH，NR， ，C(O)—O，C(O)，S， —O，O—C(O)，N—C(O)，C(O)—N，O—C(O)—N，N—C(O)—N，O—SO2或SO2—O，R代表含有1至4个碳原子的烷基，b代表0或1，c代表0或1，q代表0或1，其中至少一个来自b和q的基团为1，r代表0、1、2、3、4或5，以及制备这些化合物的方法和这些表面活性化合物的用途。
• Electron donor-acceptor (EDA)-complex enabled SF5Cl addition on alkenes and alkynes
  作者：Audrey Gilbert、Mélodie Birepinte、Jean-François Paquin

  DOI：10.1016/j.jfluchem.2021.109734

  日期：2021.3

  A new method for the addition of SF5Cl on unsaturated compounds was developed, based on the use of an electron donor-acceptor (EDA)-complex and visible light irradiation. The reaction does not require the presence of oxygen to proceed, compared to the most-common SF5Cl addition protocols. A total of 19 examples of alkenes and alkynes were performed, with yields ranging from 31 % to 86 %.

  基于电子给体-受体（EDA）复合物的使用和可见光辐射，开发了一种在不饱和化合物上添加SF 5 Cl的新方法。与最常见的SF 5 Cl加成方案相比，该反应不需要存在氧气即可进行。总共进行了19个烯烃和炔烃的实例，收率范围为31％至86％。
• Amine–borane complex-initiated SF₅Cl radical addition on alkenes and alkynes
  作者：Audrey Gilbert、Pauline Langowski、Marine Delgado、Laurent Chabaud、Mathieu Pucheault、Jean-François Paquin

  DOI：10.3762/bjoc.16.256

  日期：——

  The SF5Cl radical addition on unsaturated compounds was performed using an air-stable amine–borane complex as the radical initiator. This method showed to be complementary to the classic Et3B-mediated SF5Cl addition on alkenes and alkynes. A total of seven alkene and three alkyne derivatives were tested in the reaction, with yields ranging from 3% to 85%.

  使用空气稳定的胺-硼烷络合物作为自由基引发剂，在不饱和化合物上进行SF 5 Cl自由基加成。该方法显示出与经典的 Et 3 B 介导的 SF 5 Cl 加成对烯烃和炔烃的补充。该反应共测试了7种烯烃和3种炔烃衍生物，收率在3%至85%之间。
• Fluorosurfactants
  申请人：Hierse Wolfgang

  公开号：US20100152081A1

  公开（公告）日：2010-06-17

  The invention relates to compounds comprising an aryl sulfonate group, a spacer and a Y group, wherein Y represents CF 3 —(CH 2 ) a —O—, SF 5 —, CF 3 —(CH 2 ) a —S—, CF 3 CF 2 S—, [CF 3 —(CH 2 ) a ] 2 N— or [CF 3 —(CH 2 ) a ]NH—, a represents a whole number selected from the range of 0 to 5 or (formula I), Rf represents CF 3 —(CH 2 ) r —, CF 3 —(CH 2 ) r —O—, CF 3 —(CH 2 ) r —S—, CF 3 CF 2 —S—, SF 5 —(CH 2 ) r — or [CF 3 —(CH 2 ) r ] 2 N—, [CF 3 —(CH 2 ) r ]NH— or (CF 3 ) 2 N—(CH 2 ) r —, B represents a simple bond, O, NH, NR, CH 2 , C(O)—O, C(O), S, CH 2 —O, O—C(O), N—C(O)1C(O)—N, O—C(O)—N, N—C(O)—N, O—SO 2 or SO 2 —O, R represents alkyl having 1 to 4 C-atoms, b represents 0 or 1 and c represents 0 or 1, q represents 0 or 1, at least one radical from b and q represents 1, and r represents 0, 1, 2, 3, 4 or 5. The invention also relates to a method for the production of said compounds and to the uses of said surface-active compounds.

  本发明涉及一种化合物，其包括苯基磺酸酯基、间隔基和Y基，其中Y代表CF3—(CH2)a—O—、SF5—、 —( )a—S—、 CF2S—、[ —( )a]2N—或[ —( )a]NH—，a代表从0到5的整数或（公式I），Rf代表 —( )r—、 —( )r—O—、 —( )r—S—、 CF2—S—、SF5—( )r—或[ —( )r]2N—、[ —( )r]NH—或( )2N—( )r—，B代表简单键、O、NH、NR、 、C(O)—O、C(O)、S、 —O、O—C(O)、N—C(O)1C(O)—N、O—C(O)—N、N—C(O)—N、O—SO2或SO2—O，R代表具有1至4个碳原子的烷基，b代表0或1，c代表0或1，q代表0或1，b和q中至少有一个基团为1，r代表0、1、2、3、4或5。本发明还涉及一种制备该化合物的方法以及该表面活性化合物的用途。
• A convenient and efficient method for incorporation of pentafluorosulfanyl (SF5) substituents into aliphatic compounds
  作者：William R. Dolbier、Samia Aït-Mohand、Tyler D. Schertz、Tatiana A. Sergeeva、Joseph A. Cradlebaugh、Akira Mitani、Gary L. Gard、Rolf W. Winter、Joseph S. Thrasher

  DOI：10.1016/j.jfluchem.2006.05.003

  日期：2006.10

  Both SF5Cl and SF5Br undergo smooth, high yield addition to alkenes and alkynes under the mild free radical chain reaction conditions of triethylborane initiation at low temperature, although the SF5Br chemistry is somewhat limited by its competing high electrophilic reactivity with electron rich alkenes. The SF5Cl addition reaction is relatively insensitive to a wide variety of non-allylic functionalities. (c) 2006 Elsevier B.V. All rights reserved.