3,8-二硫杂癸烷 | 54576-32-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 3,8-二硫杂癸烷
• 中文别名: 3,8-二硫癸烷
• 英文名称: 1,4-bis(ethylsulfanyl)butane
• 英文别名: 1,4-bis(ethylthio)butane；3,8-dithiadecane；1,4-bis-ethylsulfanyl-butane；1,4-bis(ethylthio)-butane；1.4-Bis-(aethyl-mercapto-butan)
• CAS: 54576-32-8
• 化学式: C₈H₁₈S₂
• mdl: MFCD00026981
• 分子量: 178.363
• InChiKey: VWVDTVNQHHSYBD-UHFFFAOYSA-N

物化性质

• 沸点：
  245.2±23.0 °C(Predicted)
• 密度：
  0.946±0.06 g/cm3(Predicted)
• 保留指数：
  1382

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  10
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  3,8-二硫杂癸烷 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 生成 Butadiyl-(1,4)-bis-(aethyl-sulfon)
  参考文献：
  名称：

  The Addition of Thiyl Radicals to Allenic Hydrocarbons¹

  摘要：

  DOI：

  10.1021/jo01045a048
• 作为产物：
  描述：

  1,4-二溴丁烷 、 二乙基二硫醚 在 sodium hydroxide 、 一水合肼 作用下， 反应 2.0h， 以76%的产率得到3,8-二硫杂癸烷
  参考文献：
  名称：

  摘要：

  A convenient preparative synthesis of bis(organylthio)alkanes was developed. It is based on alkylation with dihaloalkanes of solutions of diorganyl disulfides in the basic reductive system hydrazine hydrate-alkali. The generation of organylthiolate anions from disulfides and the subsequent reaction of the anions with dihaloalkanes are performed in one reaction vessel without isolation of intermediate alkali metal thiolates. At the same time, the reactions of diphenyl or dithienyl disulfides with dihaloalkanes result in substitution with the thiolate anions of only one halogen atom to give the corresponding unsymmetrical sulfides. In certain cases in the presence of excess alkali the latter sulfides are dehalogenated to form alkyl vinyl sulfides.

  DOI：

  10.1023/a:1015397313038

文献信息

• Synthese von α-Halogen-ω-alkylthio-alkanen und α,ω-Bisalkylthio-alkanen
  作者：Elke Anklam

  DOI：10.1055/s-1987-28097

  日期：——

  Synthesis of α-Halogeno-ω-alkylthioalkanes and α,ω-Bisalkylthioalkanes The reaction of α,ω-dihalogenated alkanes [X(CH2)nX,,n = 3 - 10]with alkylthiolates affords α-halogeno-ω-alkylthioalkanes 1 as well as α,ω-bisalkylthioalkanes 2. Products 1 (40 examples) and 2 (22 examples) are easily isolated in good yields by flash chromatography.

  α-卤代-β-烷硫基烷和α,β-双烷硫基烷的合成 α,β-二卤代烷[X(CH2)nX，n = 3 - 10]与烷硫醇盐反应生成α-卤代-β-烷硫基烷1以及α,β-双烷硫基烷2。产品1（40个例子）和2（22个例子）通过闪式色谱法容易地分离，并获得良好的收率。
• Sulphur ligand–metal complexes. Part 16. Copper complexes of thioethers and the single-crystal X-ray structure of the polymeric mixed-valence complex, penta-µ-chloro-tris-µ-tetrahydrothiophene-tetracopper(<scp>I</scp>,<scp>II</scp>)
  作者：Eric W. Ainscough、Andrew M. Brodie、June M. Husbands、Graeme J. Gainsford、Eric J. Gabe、Neil F. Curtis

  DOI：10.1039/dt9850000151

  日期：——

  the cyclic, thioether ligand, L1(tetrahydrothiophene), with CuCl2·2H2O in acetone yields the polymeric, mixed-valence complex [CuI3CuIIL13Cl5}n], the crystal and molecular structure of which has been determined by X-ray diffraction techniques. Crystals of the complex are monoclinic, space group P21/n, with a= 12.2288(6), b= 13.0277(7), c= 14.0605(7). Å, β= 95.815(4)°, and Z= 4. The structure was solved

  环状硫醚配体L 1（四氢噻吩）与丙酮中的CuCl 2 ·2H 2 O相互作用，生成聚合物的混合价络合物[Cu I 3 Cu II L 1 3 Cl 5 } n ]，晶体并且其分子结构已经通过X射线衍射技术确定。该复合物的晶体是单斜晶体，空间群P 2 1 / n，a = 12.2288（6），b = 13.0277（7），c = 14.0605（7）。Å，β= 95.815（4）°和Z＝ 4。通过直接方法和傅里叶差技术解决了结构，并通过块对角最小二乘法将2770个观察到的强度精炼为R＝ 0.029。该结构是聚合的，在Cu原子之间具有µ-Cl或µ-L 1键，从而形成了三个不同的环系统。[铜（μ-Cl）的] 2和[铜（μ-L 1）] 3融合至[铜（μ-L 1）的Cu（μ-Cl）的} 2 ]。命名为Cu II的铜原子与四个氯原子键合，形成介于四面体和正方形平面之间的几何形状，而命名为Cu I的那些铜原子扭曲了四面体S
• Sulphur ligand metal complexes.
  作者：E.W. Ainscough、E.J. Birch、A.M. Brodie

  DOI：10.1016/s0020-1693(00)94113-6

  日期：1976.1

  Complexes of the type [M(CO)5}2L] (M = Cr or W, L = RS(CH2)2SR, R = Me and n = 6, R = Et and n = 2 or 4; M = W, R = Me or t-Bu and n = 2), [M(CO)5L] (M = Cr or W, L = MeSCH2Ph; M = Cr, L = EtS(CH2)2SEt) and [M(CO)4L] (M = Cr, Mo or W, L = EtS(CH2)2SEt) have been isolated and characterised by i.r., u.v.-visible and 1H n.m.r. spectroscopy. The bonding of alkyl sulphide ligand to group 6 metal carbonyls

  [M（CO）5 } 2 L]类型的络合物（M = Cr或W，L = RS（CH 2）2 SR，R = Me且n = 6，R = Et且n = 2或4； M = W，R = Me或t-Bu，n = 2），[M（CO）5 L]（M = Cr或W，L = MeSCH 2 Ph； M = Cr，L = EtS（CH 2）2 SEt）和[M（CO）4 L]（M = Cr，Mo或W，L = EtS（CH 2）2 SEt）已被分离并通过ir，uv可见和1表征。H nmr光谱学。讨论了烷基硫化物配体与6族金属羰基的键合。n = 2的桥联配体配合物分解，提供了相关的螯合物和六羰基化合物。还报道和讨论了相关的桥连胺配体配合物[M（CO）5 } 2 L]（M = Cr或W，L = H 2 N（CH 2）2 NH 2，n = 2或12）。
• Novel dithioether–silver(<scp>i</scp>) coordination architectures: structural diversities by varying the spacers and terminal groups of ligands
  作者：Jian-Rong Li、Xian-He Bu、Jiao Jiao、Wen-Ping Du、Xiu-Hua Xu、Ruo-Hua Zhang

  DOI：10.1039/b416576b

  日期：——

  An investigation into the dependence of the framework formation of coordination architectures on ligand spacers and terminal groups was reported based on the self-assembly of AgClO4 and eight structurally related flexible dithioether ligands, RS(CH2)nSR (Lan, R = ethyl group; Lbn, R = benzyl group, n = 1–4). Eight novel metal–organic architectures, [Ag(La1)3/2ClO4]n (1a), [Ag2(La2)2(ClO4)2]2 (2a), [AgLa3ClO4]n (3a), [Ag(La4)2]ClO4}n (4a), [AgLb1ClO4]2 (1b), [Ag(Lb2)2]ClO4 (2b), [Ag(Lb3)3/2(ClO4)1/2](ClO4)1/2}n (3b) and [Ag(Lb4)3/2ClO4]n (4b), were synthesized and structurally characterized by X-ray crystallography. Structure diversities were observed for these complexes: 1a forms a 2-D (6,3) net, while 2a is a discrete tetranuclear complex, in which the AgI ion adopts linear and tetrahedral coordination modes, and the S donors in each ligand show monodentate terminal and μ2-S bridging coordination fashions; 3a has a chiral helical chain structure in which two homo-chiral right-handed single helical chains (Ag–La3–)n are bound together through μ2-S donors, and simultaneously gives rise to left-handed helical entity (Ag–S–)n. In 4a, left- and right-handed helical chains formed by the ligands bridging AgI centers are further linked alternately by single-bridging ligands to form a non-chiral 2-D framework. 1b has a dinuclear structure showing obvious ligand-sustained Ag–Ag interaction, while 2b is a mononuclear complex; 3b is a 3-D framework formed by ClO4− linking the 2-D (6,3) framework, which is similar to that of 1a, and 4b has a single, double-bridging chain structure in which 14-membered dinuclear ring units formed through two ligands bridging two AgI ions are further linked by single-bridging ligands. In addition, a systematic structural comparison of these complexes and other reported AgClO4 complexes of analogous dithioether ligands indicates that the ligand spacers and terminal groups take essential roles on the framework formation of the AgI complexes, and this present feasible ways for adjusting the structures of such complexes by modifying the ligand spacers and terminal groups.

  基于 AgClO4 和八种结构相关的柔性二硫醚配体 RS(CH2)nSR（Lan，R = 乙基；Lbn，R = 苄基，n = 1â4）的自组装，报告了配位体系结构的框架形成对配体间隔物和末端基团的依赖性的研究。八种新型金属有机结构：[Ag(La1)3/2ClO4]n (1a)、[Ag2(La2)2(ClO4)2]2 (2a)、[AgLa3ClO4]n (3a)、[Ag(La4)2]ClO4}n (4a)、[AgLb1ClO4]2 (1b)、合成了[Ag(Lb2)2]ClO4 (2b)、[Ag(Lb3)3/2(ClO4)1/2](ClO4)1/2}n (3b) 和 [Ag(Lb4)3/2ClO4]n (4b)。这些复合物的结构具有多样性：1a 形成了一个二维 (6,3) 网状结构，而 2a 则是一个离散的四核配合物，其中 AgI 离子采用线性和四面体配位模式，而每个配体中的 S 给体都呈现单价末端配位和 δ2-S 桥接配位方式；3a 具有手性螺旋链结构，其中两条同手性右手单螺旋链（AgâLa3â）n 通过δ¼2-S 供体结合在一起，同时产生左手螺旋实体（AgâSâ）n。在 4a 中，由桥接 AgI 中心的配体形成的左手和右手螺旋链通过单桥接配体进一步交替连接，形成一个非手性的二维框架。1b 具有双核结构，显示出明显的配体与 AgâAg 的相互作用，而 2b 则是单核复合物；3b 是 ClO4â 连接二维（6,3）框架形成的三维框架，与 1a 相似，而 4b 具有单双桥链结构，其中通过两个配体桥接两个 AgI 离子形成的 14 元双核环单元通过单桥接配体进一步连接。此外，将这些配合物与其他已报道的类似二硫醚配体的 AgClO4 配合物进行系统的结构比较表明，配体的间隔和末端基团对 AgI 配合物的框架形成起着至关重要的作用，这为通过改变配体的间隔和末端基团来调整这类配合物的结构提供了可行的方法。
• Unusual triplet–triplet annihilation in a 3D copper(<scp>i</scp>) chloride coordination polymer
  作者：Adrien Schlachter、Antoine Bonnot、Daniel Fortin、Paul-Ludovic Karsenti、Michael Knorr、Pierre D. Harvey

  DOI：10.1039/c9cp02891a

  日期：——

  A new coordination polymer (CP) defined as [Cu2Cl2(EtS(CH2)4SEt)4]n (CP2) was prepared by reacting EtS(CH2)4SEt with CuCl in acetonitrile in a 1 : 2 stoichiometric ratio. The X-ray structure reveals formation of non-porous 3D material composed of parallel 2D-[Cu2Cl2S2]n layers of Cl-bridged Cu2(μ-Cl)2 rhomboids assembled by EtS(CH2)4SEt ligands. A weak triplet emission (Φe < 0.0001) is observed in

  通过使EtS（CH 2）4 SEt与CuCl在乙腈中以1：2的化学计量比反应，制备了定义为[Cu 2 Cl 2（EtS（CH 2）4 SEt）4 ] n（CP2）的新配位聚合物（CP）。比率。X射线结构揭示了由EtS（CH 2）4 SEt组装的平行2D- [Cu 2 Cl 2 S 2 ] n层Cl桥连的Cu 2（μ-Cl）2菱形的平行2D- [Cu 2 Cl 2 S 2 ] n层组成的无孔3D材料的形成配体。弱三重态发光（Φ Ë<0.0001）在400-500纳米的范围内观察与τ È 0.93（298K）和3.5纳秒（77 K）作为主要成分。CP2是发光的含硫醚/ CuCl的材料的第二个示例，DFT / TDDFT组合计算表明存在最低能量的M / XLCT激发态。随着光子通量（即激光功率）的增加，三重态三重态let灭（TTA）的猝灭时间常数分别为72 ps（k Q = 1.3×10 10 s

表征谱图