1,4-bis[(butylsulfinyl)methyl]benzene | 177752-89-5

• 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: 1,4-bis[(butylsulfinyl)methyl]benzene
• 英文别名: α,α'-bis(n-butylsulphinyl)-p-xylene；1,4-Bis(butylsulfinylmethyl)benzene
• CAS: 177752-89-5
• 化学式: C₁₆H₂₆O₂S₂
• 分子量: 314.513
• InChiKey: LIAZHLPMZIZOIQ-UHFFFAOYSA-N

物化性质

• 沸点：
  557.9±43.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  72.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4-bis[(butylsulfinyl)methyl]benzene 在 N-氯代丁二酰亚胺 作用下， 以 二氯甲烷 为溶剂， 以78%的产率得到α,α'-bis(n-butylsulphinyl)-α'-chloro-p-xylene
  参考文献：
  名称：

  Identification and Quantification of Polymerization Defects in ¹³C-Labeled Sulfinyl and Gilch OC₁C₁₀−PPV by NMR Spectroscopy

  摘要：

  By using selectively C-13-labeled sulfinyl and Gilch polymers, only noneliminated groups were demonstrated to be present in significant amounts (ca. 6.9%) in the sulfinyl conjugated OC1C10-PPV. By means of a two-step elimination procedure, this amount could be reduced to a level less than 0.5%. In the Gilch route on the other hand, a tolane-bisbenzyl unit was confirmed to be the main structural defect. Furthermore, noneliminated groups were clearly present. For both polymerization routes no indications for other types of defects such as cross-links or branching, were detected while strong indications for carbonyl type end groups were found. The nature of all "defects" was elucidated by applying liquid 1D and 2D NMR spectroscopy and the amount was calculated based on fully quantitative C-13 NMR spectra.

  DOI：

  10.1021/ma030025t
• 作为产物：
  描述：

  1,4-对二氯苄 在 盐酸 、 tellurium oxide 、 双氧水 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 水 为溶剂， 反应 2.0h， 生成 1,4-bis[(butylsulfinyl)methyl]benzene
  参考文献：
  名称：

  Identification and Quantification of Polymerization Defects in ¹³C-Labeled Sulfinyl and Gilch OC₁C₁₀−PPV by NMR Spectroscopy

  摘要：

  By using selectively C-13-labeled sulfinyl and Gilch polymers, only noneliminated groups were demonstrated to be present in significant amounts (ca. 6.9%) in the sulfinyl conjugated OC1C10-PPV. By means of a two-step elimination procedure, this amount could be reduced to a level less than 0.5%. In the Gilch route on the other hand, a tolane-bisbenzyl unit was confirmed to be the main structural defect. Furthermore, noneliminated groups were clearly present. For both polymerization routes no indications for other types of defects such as cross-links or branching, were detected while strong indications for carbonyl type end groups were found. The nature of all "defects" was elucidated by applying liquid 1D and 2D NMR spectroscopy and the amount was calculated based on fully quantitative C-13 NMR spectra.

  DOI：

  10.1021/ma030025t

文献信息

• Scope and Limitations of a New Highly Selective Synthesis of Unsymmetrical Monomers for the Synthesis of Precursors toward Poly(arylenevinylene)s
  作者：Michael Van Der Borght、Dirk Vanderzande、Peter Adriaensens、Jan Gelan

  DOI：10.1021/jo990111k

  日期：2000.1.1

  In our laboratory a precursor route to poly(p-phenylenevinylene) derivatives is developed in which unsymmetrically substituted p-xylene derivatives, possessing a benzylic sulfinylalkyl group, are used as monomers. Because of this unsymmetry, we were forced to investigate thoroughly the synthesis of these sulfoxides, as we start from symmetric and readily accessible molecules, namely, bis(halomethyl)-p-xylene

  在我们的实验室中，开发了一种制备聚对对苯乙炔衍生物的前体路线，其中使用具有亚苄基亚磺酰基烷基的不对称取代的对二甲苯衍生物作为单体。由于这种不对称性，我们被迫彻底研究这些亚砜的合成，因为我们从对称且易于获得的分子即双（卤代甲基）-对二甲苯衍生物开始。在以前的出版物中，提出了生产这些不对称取代的亚磺酰基单体的极其有效的新途径。本文扩展了这些先前报告的结果。为了检查这种优雅路线的范围和局限性，将该新方法应用于初始工作中未包括的各种衍生物的合成。
• A process for producing polymers of alpha,omega-unsaturated conjugated compounds
  申请人：Aventis Research & Technologies GmbH & Co. KG

  公开号：EP0705857B1

  公开（公告）日：2000-01-19
• US5763539A
  申请人：——

  公开号：US5763539A

  公开（公告）日：1998-06-09