trans-1,4-(bismercaptomethyl)cyclohexane | 99113-60-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醇
• 英文名称: trans-1,4-(bismercaptomethyl)cyclohexane
• 英文别名: trans-1,4-bis(mercaptomethyl)cyclohexane
• CAS: 99113-60-7
• 化学式: C₈H₁₆S₂
• 分子量: 176.347
• InChiKey: HRPVDGZEKVNVQW-ZKCHVHJHSA-N

物化性质

• 沸点：
  272.7±13.0 °C(Predicted)
• 密度：
  0.998±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  10.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  间二氯苄 、 trans-1,4-(bismercaptomethyl)cyclohexane 以 乙醇 为溶剂， 生成 trans-3,11,18-25-tetrathiapentacyclo[26.2.2.1^5,9.2^13,16.1^20,24]hexatriaconta-5,7,9(23),20,22,24(36)hexaene
  参考文献：
  名称：

  摘要：

  Both the cis and trans isomers of 3,11,18,26-tetrathiatricyclo[26.2.2.1(5.9).2(13.16).1(20.24)] hexatriaconta 5,7,9,20,22,24-hexene have been prepared and structurally characterized. Each of these centrosymmetric tetrathia dimers includes two cyclohexane rings in chair conformations with either 1,4-cis or 1,4-tr ans bonding and two meta-substituted benzene rings. The cis isomer packs into the monoclinic space group P2(1)/a with a = 10.485(3)Angstrom b = 10.3956(18)Angstrom c = 14.1343(10)Angstrom beta = 105.200(13)degrees, Z = 2 and refined to an R factor of 0,046. The tracts isomer crystallizes in the monoclinic space,group P2(1)/c with a 10.7217(12)Angstrom b = 5.6797(7)Angstrom c = 25.415(5)Angstrom beta = 96.001(12)degrees Z = 2 and refined to an R factor of 0.043. In the cis structure each benzene ring faces a cyclohexane ring while in the trans. structure the cyclohexane rings face one another.

  DOI：

  10.1023/a:1022462025191
• 作为产物：
  描述：

  trans-1,4-Bis(bromomethyl)cyclohexane 在 硫脲 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以21.3%的产率得到trans-1,4-(bismercaptomethyl)cyclohexane
  参考文献：
  名称：

  三维互连金纳米粒子组件的光学和电学特性

  摘要：

  比较了由约 4 nm 金纳米粒子 (Au-NPs) 组成的 11-20 nm 厚薄膜的光学和电学特性，这些薄膜通过六种有机二硫醇或双二硫代氨基甲酸酯衍生物相互连接，以研究这些特性如何取决于连接分子的核心。苯或环己烷）及其金属结合取代基（硫醇或二硫代氨基甲酸酯）。用硫醇封端的连接分子、（1,4-双（巯基甲基）苯、1,4-双（巯基甲基）环己烷、1,4-双（巯基乙酰胺）苯和 1,4-双（巯基乙酰胺））制备的薄膜环己烷），表现出热活化电荷传输。活化能介于 59 和 71 meV 之间。这些薄膜显示出不同的等离子体吸收带，最大值在 554 和 589 nm 之间。相比之下，用 1 制备的薄膜，4-环己烷-双（二硫代氨基甲酸酯）具有显着红移的等离子体带（约 626 nm）和显着的近红外吸收。电荷传输的活化能仅为 14 meV。由于分子轨道和金属波函数的重叠，在界面处形成共振态，导致 NP 直径明显增加，从而解释了这些差异。用

  DOI：

  10.1021/ja0377605

文献信息

• [EN] POLY(KETALS) AND RELATED COMPOSITIONS AND METHODS<br/>[FR] POLYCÉTALS ET COMPOSITIONS ET PROCÉDÉS ASSOCIÉS
  申请人：CHILDREN'S MEDICAL CENTER CORP

  公开号：WO2017189953A1

  公开（公告）日：2017-11-02

  Compositions comprising polymers comprising one or more ketal, monothioketal, and/or thioketal bonds are provided, as well as related methods and kits. In some embodiments, a polymer may comprise one or more repeat units comprising one or more ketal, monothioketal, and/or thioketal bonds and a precursor of a pharmaceutically active agent. The precursor of the pharmaceutically active agent may be located in the backbone or may be a pendant group. The polymer may degrade in certain environments (e.g., aqueous environments, acidic environments, in vivo, etc.) to produce the pharmaceutically active agent and other biocompatible degradation products, such as certain ketones, alcohols, and/or thiols. Regardless of the location of the precursor of the pharmaceutically active agent in the repeat unit(s), the polymer may have a prolonged degradation time and/or release of the pharmaceutically active agent in certain environments. Various compositions, described herein, may be particularly well suited for applications requiring extended release of pharmaceutically active agents, such as the treatment of ophthalmic disorders.

  提供了包含聚合物的组合物，其中聚合物包含一个或多个缩醛基、单硫缩醛基和/或硫缩醛基的键，以及相关方法和试剂盒。在某些实施例中，聚合物可以包含一个或多个重复单元，其中包含一个或多个缩醛基、单硫缩醛基和/或硫缩醛基的键以及药用活性剂的前体。药用活性剂的前体可以位于骨架中或可以是一个挂链基团。聚合物可以在某些环境中降解（例如水性环境、酸性环境、体内等），以产生药用活性剂和其他生物相容性降解产物，例如某些酮类、醇类和/或硫醇。无论药用活性剂的前体在重复单元中的位置如何，聚合物在某些环境中可能具有较长的降解时间和/或释放药用活性剂。本文描述的各种组合物可能特别适用于需要延长释放药用活性剂的应用，例如治疗眼科疾病。
• Expanding the Scope of Pnictogen‐Assisted Cyclophane Self‐Assembly
  作者：Trevor A. Shear、Jacob T. Mayhugh、Luca J. Zocchi、Isabella S. Demachkie、Henry J. Trubenstein、Lev N. Zakharov、Darren W. Johnson

  DOI：10.1002/ejoc.202200056

  日期：2022.7.14

  Using metalloid-assisted self-assembly, substrate compatibility was explored. 21 new disulfide and thioether macrocycles were synthesized that incorporated a wide breadth of structural and electronic properties.

  使用准金属辅助自组装，探索了基板的兼容性。合成了 21 个新的二硫化物和硫醚大环化合物，它们具有广泛的结构和电子特性。
• Crystal structures of thecis andtrans isomers of dithiahexahydro[3.3]metacyclophane
  作者：Tosha Barclay、Wallace Cordes、Fu-May Yang、Shaw-Tao Lin

  DOI：10.1007/bf02576568

  日期：1997.6

  Structures of both thecis andtrans isomers of dithiahexahydro[3.3]metacyclophane, −C6H4−CH2SCH2−C6H10−CH2SCH2−, have been determined, wherecis andtrans refer to the attachments to the cyclohexane ring. Thecis form crystallizes in the monoclinic space groupP21/c witha=8.4299(11)Å,b=21.772(2)Å,c=8.9724(13)Å, β=116.574(11)o, andZ=4. Thetrans isomer packs into the monoclinic space groupP21 witha=8.159(16)Å

  二硫杂六氢[3.3] 环芳烃的顺式和反式异构体-C6H4-CH2SCH2-C6H10-CH2SCH2-的结构已经确定，其中顺式和反式是指环己烷环的连接。Thecis 形式在单斜空间群 P21/c 中结晶，a=8.4299(11)Å,b=21.772(2)Å,c=8.9724(13)Å,β=116.574(11)o,Z=4。反式异构体以a=8.159(16)Å,b=10.185(5)Å,c=9.558(2)Å,β=112.435(18)o,Z=2装入单斜空间群P21。顺式异构体的环己烷环呈椅子构象，而反式异构体的环己烷呈扭曲船形构象。
• Preparation of 3e,4,5,6e,7,8-hexahydro[2.2]paracyclophane
  作者：Shaw-Tao Lin、Fu-May Yang、Lee-Huey Lin

  DOI：10.1016/s0040-4020(97)10031-x

  日期：1997.11

  3e,4,5,6e,7,8-Hexahydro[2.2]paracyclophane (11) was prepared through a coupling reaction to form dithiacyclophane, oxidation to yield the sulfone followed by the pyrolysis. It is noteworthy that the methine hydrogen in the rigid structures 5 and 11 toward to the center of the benzene ring leading to high field shifts resonance appear at δ −0.72 and −2.32 ∼ −2.41.

  通过偶合反应形成二噻吩环烷，制备3 e，4,5,6 e，7,8-六氢[2.2]对环环烷（11），氧化得到砜，然后进行热解。值得注意的是，刚性结构5和11中朝向苯环中心的次甲基氢导致高场移共振出现在δ-0.72和-2.32〜-2.41处。
• Structural Analyses of tetrathiadodecahydro[3.3.3.3]paracyclophane Complexes with Copper(I) and Silver(I)
  作者：Ya-Chen Yang、Shaw-Tao Lin、Wen-Shing Chen

  DOI：10.3184/030823408x321042

  日期：2008.5

  The preparation and X-ray structures of complexes of 2,11,20,29-tetrathia-4 e,5,6,7 e,8,9,22 e,23,24,25 e,26,27-dodecahydro[3.3.3.3]cyclophane (2) ( tTTDHPCP) with Cu(I), i.e. [Cu₂I₂( tTTDHPCP)]·thf 3, and with Ag(I), i.e. [Ag₂(tTTDHPCP)(CF₃COO)₂] 4, are reported. The sulfur atoms of compound 2 bind with metals to serve as the bridge in the polymeric structures, while anions interact with other metal atoms forming multi-dimensional structures. Complex 3 is a novel three-dimensional coordination polymer composed of Cu₄motifs, in which (CuI)₂forms a square planar unit to link the compound 2 molecules with a THF molecule situated outside the open cavities. In contrast, the Ag atom in complex 4 serves as a bridge for two compound 2 molecules, providing a two-dimensional channel framework. Unit cell data: complex 3, monoclinic system, space group P2(1)/n, a = 14.1935(19) Å, b = 13.7879(19) Å, c = 22.222(3) Å, β = 107.888(3)°, Z=4.; complex 4, triclinic system, space group P-1, a = 9.4736(7) Å, b = 12.0619(8) Å, c = 18.0914(10) Å, β = 80.1260(10)°, Z = 2.

  2,11,20,29-tetrathia-4 e,5,6,7 e,8,9,22 e,23,24,25 e,26,27-dodecahydro[3.3.3.3]cyclophane (2) ( TT DHPCP) 与 Cu(I)，即 [Cu2I2( TT DHPCP)]-thf 3，以及与 Ag(I)，即 [Ag2(TT DHPCP)(CF3COO)2] 4 的关系。化合物 2 中的硫原子与金属结合，成为聚合物结构中的桥梁，而阴离子则与其他金属原子相互作用，形成多维结构。配合物 3 是一种由 Cu4motifs 组成的新型三维配位聚合物，其中 (CuI)2 构成一个方形平面单元，将化合物 2 分子与位于开放空腔外的 THF 分子连接起来。相反，复合物 4 中的 Ag 原子则是两个化合物 2 分子的桥梁，提供了一个二维通道框架。单胞数据：复合物 3，单斜体系，空间群 P2(1)/n，a = 14.1935(19) Å，b = 13.7879(19) Å，c = 22.222(3) Å，β = 107.888(3)°，Z=4；复合物 4，三菱系，空间群 P-1，a=9.4736(7)埃，b=12.0619(8)埃，c=18.0914(10)埃，β=80.1260(10)°，Z=2。