trans,trans-bis<β-styryl> sulfide | 4973-49-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: trans,trans-bis<β-styryl> sulfide
• 英文别名: trans,trans-bis(2-phenylvinyl) sulfide；(E,E)-Bis(β-styryl) sulfide；E,E-bis(2-phenylethenyl) sulfide；(E,E)-distyryl sulfide；bis(styryl) sulfide；bis(styryl)sulfide；Distyryl sulfide；[(E)-2-[(E)-2-phenylethenyl]sulfanylethenyl]benzene
• CAS: 4973-49-3
• 化学式: C₁₆H₁₄S
• 分子量: 238.353
• InChiKey: VBQVHCVMWFAEOU-PHEQNACWSA-N

物化性质

• 熔点：
  40-42 °C
• 沸点：
  389.7±31.0 °C(Predicted)
• 密度：
  1.117±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  [(Z)-2-溴乙烯基]苯 在 四(三苯基膦)钯 双(三丁基锡)硫醚 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以77%的产率得到trans,trans-bis<β-styryl> sulfide
  参考文献：
  名称：

  钯催化硫化锡与芳基溴的反应。芳基硫化物的制备

  摘要：

  发现三丁基甲锡烷基或芳基硫化物和双(三丁基甲锡烷基)硫化物可用于在钯催化与芳基溴化物反应的通常条件下以良好的产率制备芳基硫化物。

  DOI：

  10.1246/bcsj.58.3657

文献信息

• Photochemistry of Diethynyl Sulfides:  A Cycloaromatization for the Formation of Five-Membered Rings
  作者：Kevin D. Lewis、David L. Wenzler、Adam J. Matzger

  DOI：10.1021/ol034266x

  日期：2003.6.1

  The first five-membered ring cycloaromatization reaction has been demonstrated. Photoirradiation of bis(phenylethynyl) sulfide in hexanes/1,4-cyclohexadiene produces 3,4-diphenylthiophene through the presumed intermediacy of 2,5-didehydrothiophene. In addition, phenylacetylene is produced in this reaction consistent with competing direct carbon-sulfur cleavage. For reactions in ethanol or 2-propanol

  已经证明了第一个五元环芳环化反应。通过假定的2，5-二氢二噻吩中间物，在己烷/ 1,4-环己二烯中对双（苯基乙炔基）硫化物进行光辐照可生成3,4-二苯基噻吩。另外，在该反应中产生苯基乙炔，这与竞争性的直接碳硫裂解一致。对于在乙醇或2-丙醇中的反应，噻吩的生产伴随有苯乙炔和相应醇的硫代酸酯的形成。噻吩产物还源于其他二乙炔硫醚的辐射。[反应：看文字]
• Chemical synthons and intermediates
  申请人：——

  公开号：US20040138485A1

  公开（公告）日：2004-07-15

  The invention provides novel six and seven-carbon termini-differentiated polypropionate stereotetrads and stereopentads useful in syntheses of natural products. The invention also provides a novel alkylative sulfenylation-desulfonylation process that efficiently transforms enantiopure epoxyvinyl sulfones to syn and anti dienylsulfides in two operations.

  这项发明提供了新颖的六碳和七碳末端差异化的聚丙酸酯立体四聚体和立体五聚体，可用于合成天然产物。该发明还提供了一种新颖的烷基化磺化-去磺化过程，能够高效地将对映纯环氧乙烯基磺酮转化为syn和anti二烯基硫醚，只需两步操作。
• [EN] STYRYL SULFIDE DYES<br/>[FR] COLORANTS DE SULFURE DE STYRYLE
  申请人：BASF SE

  公开号：WO2015028543A1

  公开（公告）日：2015-03-05

  Disclosed are styryl dyes of formula (1) wherein R1, R2, R3, R'1, R'2 and R'3 independently of each other are hydrogen; -NH(CO)-C1-C5alkyl; -N(C1-C5alkyl)(C1-C5alkyl-CN); C1-C6alkoxy; a heterocyclic radical; or R1 and R2 or R'1 and R'2 together form a 5- to 10-membered, monocyclic, carbocyclic or heterocyclic ring; wherein at least one of R1, R2, R3, R'1, R'2 and R'3 is different from hydrogen; Q and Q' independently from each other are the direct bond; *-C(O)-*; *-C(O)O-*; *-OCO-*; *-N(R4)-*; (AA); *-C(O)N(R6)-*; or *-(R6)NC(O)-*; and R4, R5 and R6 independently from each other are hydrogen; C1-C14alkyl; C2-C14alkenyl; C6- C12aryl; C6-C12aryl-C1-C10alkyl; or C1-C10alkyl(C5-C12aryl); X and X' are *-(CH2)m-*; Y1 and Y2 independently from each other are C1-C10alkylene; C5-C10cycloalkylene; C5-C12arylene; or C5-C12arylene-(C1-C10alkylene); An- is an anion; m is a number from 1 to 8; n is 0, or 1; and p is 0, or 1.

  揭示了式（1）的苯基染料，其中R1、R2、R3、R'1、R'2和R'3彼此独立地为氢；-NH（CO）-C1-C5烷基；-N（C1-C5烷基）（C1-C5烷基-CN）；C1-C6烷氧基；一个杂环基；或者R1和R2或R'1和R'2一起形成一个5到10个成员的、单环的、碳环的或杂环的环；其中R1、R2、R3、R'1、R'2和R'3中至少有一个不同于氢；Q和Q'彼此独立地为直接键；*-C（O）-*；*-C（O）O-*；*-OCO-*；*-N（R4）-*；（AA）；*-C（O）N（R6）-*；或者*-(R6)NC（O）-*；而R4、R5和R6彼此独立地为氢；C1-C14烷基；C2-C14烯基；C6-C12芳基；C6-C12芳基-C1-C10烷基；或者C1-C10烷基（C5-C12芳基）；X和X'为*-(CH2)m-*；Y1和Y2彼此独立地为C1-C10烷基；C5-C10环烷基；C5-C12芳基；或者C5-C12芳基-(C1-C10烷基)；An-为阴离子；m为1至8的数字；n为0或1；p为0或1。
• Synthesis of (Diphenylphosphinoyl)methyl Vinyl Sulfides, Symmetric and Asymmetric Divinyl Sulfides from Bis[(diphenylphosphinoyl)methyl] Sulfide
  作者：Claudio Silveira、Francieli Rinaldi、Mariana Bassaco、Rafael Guadagnin、Teodoro Kaufman

  DOI：10.1055/s-0030-1259969

  日期：2011.4

  Convenient Horner-Wittig-based synthetic approaches to the preparation of (diphenylphosphinoyl)methyl vinyl sulfides as well as symmetrically and unsymmetrically substituted divinyl sulfides, are described. The syntheses involve the use of the easily available bis[(diphenylphosphinoyl)methyl] sulfide as a common starting material and sodium hydride as base, in tetrahydrofuran. sulfur - Wittig reaction

  描述了用于制备（二苯基膦酰基）甲基乙烯基硫化物以及对称和不对称取代的二乙烯基硫化物的基于Horner-Wittig的方便的合成方法。合成涉及在四氢呋喃中使用容易获得的双[（（二苯基膦酰基）甲基]硫化物作为常见的原料，氢化钠作为碱。 硫-维蒂希反应-链烯化-酮-醛
• Study on the Stereoselective Reactions of Vinyl(phenyl)Iodonium Salts with Sodium Selenide, Sodium Sulfide, Sodium Azide and Potassium Thiocyanate
  作者：Jie Yan、Hongwei Jin、Zhenchu Chen

  DOI：10.3184/030823407x209697

  日期：2007.4

  The reactions of vinyl(phenyl)iodonium salts with sodium selenide, sodium sulfide, sodium azide and potassium thiocyanate have been studied. Divinylic selenides, divinylic sulfides, vinylic azides and vinylic thiocyanates were synthesised stereoselectively in good yields.

  研究了乙烯基（苯基）碘盐与硒化钠、硫化钠、叠氮化钠和硫氰酸钾的反应。二乙烯基硒化物、二乙烯基硫化物、乙烯基叠氮化物和乙烯基硫氰酸酯以良好的收率立体选择性地合成。