cis-1,4-bis(mercaptomethyl)cyclohexane | 78307-98-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醇
• 英文名称: cis-1,4-bis(mercaptomethyl)cyclohexane
• CAS: 78307-98-9
• 化学式: C₈H₁₆S₂
• 分子量: 176.347
• InChiKey: HRPVDGZEKVNVQW-OCAPTIKFSA-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：

  cis-1,4-bis(mercaptomethyl)cyclohexane 在 sodium hydroxide 、 间氯过氧苯甲酸 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 18.83h， 生成 cis-tricyclo[10.2.2.0^4,9]octadeca-4,6,8-triene
  参考文献：
  名称：

  Lin, Shaw-Tao; Yang, Fu-May; Tien, Wen-Fen, Journal of Chemical Research, Miniprint, 1999, # 10, p. 2626 - 2636

  摘要：

  DOI：
• 作为产物：
  描述：

  cis-CHDM 在 氢氧化钾 、 三溴化磷 作用下， 以 乙醇 、 水 、 苯 为溶剂， 反应 19.25h， 生成 cis-1,4-bis(mercaptomethyl)cyclohexane
  参考文献：
  名称：

  Strained benzene rings: preparation and crystal structure of a dithiahexahydro[3.3]paracyclophane, S2C16H22

  摘要：

  DOI：

  10.1021/jo00331a044

文献信息

• 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。
• Synthesis and Structural Study of Copper(I) or Silver(I) Complexes of 2,11-Dithia-4,5,6,7,8,9-Hexahydro[3.3]paracyclophanes
  作者：Ya-Chen Yang、Shaw-Tao Lin、Cha-Chi Cao

  DOI：10.1002/jccs.200700085

  日期：2007.6

  2 O 1, or with Ag(I), i.e. [Ag(dthhpcp)(N03)]·thf 2 and [Ag(dthpcp)(CF 3 COO)] 3, were prepared for structural study by single-crystal X-ray diffraction analysis. For these three complexes, dthhpcp serves as a bridging group in the polymeric structure through bridging sulfur atoms via metal, while the bonding of anion with the second metal atom forms the multi-diminished structures. Complex 1 is a

  2,11-dithia-4,5,6,7,8,9-hexahydro[3.3]paracyclophane (dthhpcp)与Cu(I)的配合物，即[Cu 2 I 2 (dthhpcp) 2 ]·2H 2 O 1，或与Ag(I)，即[Ag(dthhpcp)(N03)]·thf 2 和[Ag(dthpcp)(CF 3 COO)] 3，制备用于通过单晶X射线衍射分析进行结构研究. 对于这三种配合物，dthhpcp通过金属桥接硫原子作为聚合物结构中的桥接基团，而阴离子与第二个金属原子的键合形成多减结构。Complex 1 是一种由Cu 6 基序组成的新型二维配位聚合物，其中CU 2 I 2 形成一个正方形平面单元以连接dthhpcp 分子。硝酸根阴离子的两个氧原子作为配合物 2 中两个 Ag 原子的桥，提供了一个银 (I) 的三维通道框架，其中一个四氢呋喃分子作为客体在开腔内。相比之下，与三氟乙酸银的类似反应得到复合物
• Synthesis of cyclophanes for a self-assembly reaction
  申请人：University of Oregon

  公开号：US10344005B2

  公开（公告）日：2019-07-09

  Disclosed herein is a novel method for preparing cyclophanes, comprising forming a disulfide cyclophane by contacting a linker moiety which includes two or more thiol groups, with a metal salt and an oxidant. The disulfide cyclophane is then desulfurized to form a thiacyclophane comprising thioether bridges. This thiacyclophane optionally may be further desulfurized to form an unsaturated hydrocarbon cyclophane, which can then be reduced to form a saturated hydrocarbon cyclophane. The various cyclophanes can be synthesized in a ring form, such as a dimer, trimer or tetramer etc., or they can be synthesized in a tetrahedral or larger structure. Also disclosed are novel cyclophanes formed by the disclosed method.

  本文公开了一种制备环烷的新方法，该方法包括将包含两个或两个以上硫醇基团的连接分子与金属盐和氧化剂接触，形成二硫化环烷。然后将二硫化环烷脱硫，形成包含硫醚桥的硫代环烷。这种硫代环烷还可以进一步脱硫，形成不饱和烃环烷，然后再还原形成饱和烃环烷。各种环烷可合成为环状，如二聚体、三聚体或四聚体等，也可合成为四面体或更大的结构。同时公开的还有通过公开方法形成的新型环烷。
• Lin, Shaw-Tao; Yang, Ya-Chen; Lin, Shu-Farn, Journal of Chemical Research, 2005, # 11, p. 708 - 711
  作者：Lin, Shaw-Tao、Yang, Ya-Chen、Lin, Shu-Farn、Hwang, Lih-Jiun

  DOI：——

  日期：——
• ——
  作者：Tosha Barclay、Wallace Cordes、Fu-May Yang、Shaw-Tao Lin

  DOI：10.1023/a:1022462025191

  日期：——

  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.