2,3-二氢苯并[b]硒吩 | 58646-17-6

• 分子结构分类: 有机化合物 - 苯类化合物
• 中文名称: 2,3-二氢苯并[b]硒吩
• 英文名称: 2,3-Dihydrobenzoselenophene
• 英文别名: 2,3-Dihydrobenzoselenophen；2,3-dihydrobenzo[b]selenophene；2,3-dihydro-benzo[b]selenophene；2,3-Dihydro-<1>benzoselenophan；2,3-Dihydro<1>benzoselenophen；2,3-dihydro-1-benzoselenophene
• CAS: 58646-17-6
• 化学式: C₈H₈Se
• 分子量: 183.112
• InChiKey: GOGOCHBTGQBKDU-UHFFFAOYSA-N

物化性质

• 沸点：
  244.2±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.99
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  Ethylhexyl 4,6-dibromoselenolo[3,4-b]thiophene carboxylate 、 硼氢化钠 、 硒 、 、 2,3-bischloromethyl-5-carbomethoxyselenophene 、 、 Dihydroselenoselenophene 、 、 2,3-二氢苯并[b]硒吩 、 双氧水 以 苯 、 四氢呋喃 、 水 、 乙醇 为溶剂， 反应 0.5h， 生成 disodium;selenium(2-) 、 、 乙酸酐
  参考文献：
  名称：

  SEMICONDUCTING POLYMERS

  摘要：

  这句话的中文翻译如下： 具有共轭单元的新型半导体光伏聚合物，可提供更高的太阳能转换效率，并可用于电光和电力设备。这些聚合物在太阳能设备中展现出更高的太阳能转换效率。

  公开号：

  US20140145119A1
• 作为产物：
  描述：

  2-(2-碘苯基)-1-乙醇 在 sodium tetrahydroborate 、 偶氮二异丁腈 、 三(三甲基硅基)硅烷 作用下， 以 苯 为溶剂， 生成 2,3-二氢苯并[b]硒吩
  参考文献：
  名称：

  Free-radical homolytic substitution at selenium: an efficient method for the preparation of selenophenes

  摘要：

  Substituted and unsubstituted 1-(benzylseleno)-4-iodobut-3-en-2-ols 12 and 2-(benzylseleno)-1-(2-iodophenyl)ethanols 18 react smoothly with tris(trimethylsilyl)silane in benzene at 80-degrees-C (AIBN initiator) to afford selenophenes 16 and benzoselenophenes 21 in excellent yield. These reactions presumably involve intramolecular homolytic substitution by aryl and vinyl radicals 14 and 20 at the selenium atom with the expulsion of benzyl radical followed by facile dehydration to afford the aromatic selenophene ring system in each case. Competitive rate studies on the ring closure of the 2-[2-(benzylseleno)ethyl]phenyl radical 25 in the presence of tri-n-butyltin hydride to give 2,3-dihydrobenzo[b]selenophene (27) and 1-(benzylseleno)-2-phenylethane (28) provide a rate constant for ring closure (k(c)) of approximately 3 X 10(7) s-1 at 80-degrees-C. The determination of more accurate data is hampered by what we attribute to be the involvement of a slow, but competive nonradical process.

  DOI：

  10.1021/jo00073a021

文献信息

• Transition-Metal-Free Synthesis of Unsymmetrical Diaryl Chalcogenides from Arenes and Diaryl Dichalcogenides
  作者：Ch Durga Prasad、Shah Jaimin Balkrishna、Amit Kumar、Bhagat Singh Bhakuni、Kaustubh Shrimali、Soumava Biswas、Sangit Kumar

  DOI：10.1021/jo302480j

  日期：2013.2.15

  A transition-metal-free synthetic method has been developed for the synthesis of unsymmetrical diaryl chalcogenides (S, Se, and Te) from diaryl dichalcogenides and arenes under oxidative conditions by using potassium persulfate at room temperature. Variously substituted arenes such as anisole, thioanisole, diphenyl ether, phenol, naphthol, di- and trimethoxy benzenes, xylene, mesitylene, N,N-dimethylaniline

  已开发出一种无过渡金属的合成方法，该方法用于在室温条件下通过使用过硫酸钾，在氧化条件下由二芳基二卤化锑和芳烃合成不对称的二芳基硫属元素化物（S，Se和Te）。各种取代的芳烃，例如苯甲醚，硫代苯甲醚，二苯醚，苯酚，萘酚，二和三甲氧基苯，二甲苯，均三甲苯，N，N-二甲基苯胺，溴取代的芳烃，萘和二芳基二卤化碳经历了碳硫族键形成反应在三氟乙酸中生成不对称的二芳基硫属元素化物。为了理解反应的机理部分，由77进行了详细的中间体原位表征通过使用二苯基二硒化物为底物进行Se NMR光谱分析。77 Se NMR研究表明，亲电子物质ArE +是由二芳基二卤化二硫化物与过硫酸盐在三氟乙酸中反应生成的。芳基硫属元素离子对芳烃的亲电攻击可能是芳基－硫属元素键形成的原因。
• SEMICONDUCTING POLYMERS
  申请人：Yu Luping

  公开号：US20140145119A1

  公开（公告）日：2014-05-29

  Novel semiconducting photovoltaic polymers with conjugated units that provide improved solar conversion efficiency that can be used in electro-optical and electric devices. The polymers exhibit increased solar conversion efficiency in solar devices.

  这句话的中文翻译如下： 具有共轭单元的新型半导体光伏聚合物，可提供更高的太阳能转换效率，并可用于电光和电力设备。这些聚合物在太阳能设备中展现出更高的太阳能转换效率。
• Hanold, Norbert; Meier, Herbert, Chemische Berichte, 1985, vol. 118, # 1, p. 198 - 209
  作者：Hanold, Norbert、Meier, Herbert

  DOI：——

  日期：——
• HANOLD, N.;MEIER, H., CHEM. BER., 1985, 118, N 1, 198-209
  作者：HANOLD, N.、MEIER, H.

  DOI：——

  日期：——
• Free-radical homolytic substitution at selenium: an efficient method for the preparation of selenophenes
  作者：Jennifer E. Lyons、Carl H. Schiesser、Katarina Sutej

  DOI：10.1021/jo00073a021

  日期：1993.10

  Substituted and unsubstituted 1-(benzylseleno)-4-iodobut-3-en-2-ols 12 and 2-(benzylseleno)-1-(2-iodophenyl)ethanols 18 react smoothly with tris(trimethylsilyl)silane in benzene at 80-degrees-C (AIBN initiator) to afford selenophenes 16 and benzoselenophenes 21 in excellent yield. These reactions presumably involve intramolecular homolytic substitution by aryl and vinyl radicals 14 and 20 at the selenium atom with the expulsion of benzyl radical followed by facile dehydration to afford the aromatic selenophene ring system in each case. Competitive rate studies on the ring closure of the 2-[2-(benzylseleno)ethyl]phenyl radical 25 in the presence of tri-n-butyltin hydride to give 2,3-dihydrobenzo[b]selenophene (27) and 1-(benzylseleno)-2-phenylethane (28) provide a rate constant for ring closure (k(c)) of approximately 3 X 10(7) s-1 at 80-degrees-C. The determination of more accurate data is hampered by what we attribute to be the involvement of a slow, but competive nonradical process.