1,4-bis-1,3-butadiyne | 79109-90-3

• 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: 1,4-bis-1,3-butadiyne
• 英文别名: p-bis[(trimethylsilyl)diethynylbenzene]；1,4-bis[p-(trimethylsilylethynyl)phenyl]-1,3-butadiyne；trimethyl-[2-[4-[4-[4-(2-trimethylsilylethynyl)phenyl]buta-1,3-diynyl]phenyl]ethynyl]silane
• CAS: 79109-90-3
• 化学式: C₂₆H₂₆Si₂
• 分子量: 394.663
• InChiKey: OBCQABOOMAOQMT-UHFFFAOYSA-N

物化性质

• 熔点：
  231-232 °C(Solvent: Benzene)
• 沸点：
  453.4±45.0 °C(predicted)
• 密度：
  1.03±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.55
• 重原子数：
  28.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  1,4-bis-1,3-butadiyne 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 120.0h， 以90%的产率得到bis[p-diethynylbenzene]
  参考文献：
  名称：

  Novel acetylene-linked di-cobalt and tetra-cobalt carbonyl clusters

  摘要：

  {Co-2(CO)(6)} groups were attached to p-diethynylbenzene-based acetylenes giving complexes of general formula [{Co-2(CO)(6){(mu(2)-eta(2:2)-RC2C6H4C2R')] ((4): R = R' = H; (4a): R = SiMe3, R' = H; (4b): R = R' = SiMe3); [{Co-2(CO)(6)}(2)(mu(4)-eta(2:2:2:2)-RC2C6H4C2R')] ((3): R = R' = H; (3a): R = SiMe3, R' = H; (3b): R = R' = SiMe3); [{Co-2(CO)(6)}(4)(mu(8)-eta(2:2:2:2:2:2:2:2)-R2C6H4C2C2C6H4C2R)]((5): R = H; (5b):R = SiMe3). The addition of Co-4(CO)(12) to p-diethynylbenzene and to 4 was also investigated, producing [{Co-4(CO)(8)(mu-CO)(2)}(mu(4)-HC2C6H4C2H)] (6) and [{Co-2(CO)(6)} {(Co-4(CO)(8)(mu-CO)(2)}(mu(8)-HC2C6H4C2H)] (7). The syntheses of the acetylenic derivatives of C-60 [(trimethylsilyl)ethynyl] hydrofullerene [60] (8a) and (phenylethynyl) hydrofullerene[60] (9) and the new ligand [(trimethylsilyl)diethynylbenzene]hydrofullerene[60] (10a) were performed and the resulting acetylenes were reacted with dicobaltoctacarbonyl giving the corresponding complexes [(trimethylsilyl)(dicobalthexacarbonyl)ethynyl]hydrofullerene[60] (11a), (phenylethynyl)(dicobalthexacarbonyl)hydrofullerene[60] (12) and [(trimethylsilyl)bis(dicobalthexacarbonyl)diethynylbenzene] (13a). The reaction of 1-bromo-3,5-diethynylbenzene and 1,3,5-triethynylbenzene with dicobaltoctacarbonyl resulted in the formation of [HC2{Co-2(CO)(6)}](2)C6H2Br (16) and [HC2{Co-2(CO)(6)}](2)C6H3 (15) as expected. Crystals of 3a, 3b, 4, 4b, 15 and 16 suitable for single-crystal X-ray diffraction were grown and the molecular structures of these compounds an discussed. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(99)00399-x
• 作为产物：
  描述：

  4-(trimethylsilylethynyl)phenylacetylene 在 四甲基乙二胺 、 氧气 、 copper(l) chloride 作用下， 以 丙酮 为溶剂， 反应 0.65h， 生成 1,4-bis-1,3-butadiyne
  参考文献：
  名称：

  使用 1,1-二氯-2,2-二氟乙烯衍生自噻吩、呋喃和对二溴苯的乙炔和聚乙炔化合物

  摘要：

  AZCF=CCl2 类型的化合物，由 AZA（噻吩、呋喃和对二溴苯；Z=2,5-噻吩二基、2,5-呋喃二基和对亚苯基；A=H 或 Br）制备，转化为CCl2=CFZC≡CH, CCl2=CFZC≡CCF=CCl2, 和 CCl2=CFZC≡CSi(CH3)3 在一个烧瓶过程中通过 LiZC≡CLi。产物进一步转化为炔属化合物，如(CH3)3SiC≡CZC≡CSi(CH3)3和(CH3)3SiC≡CZC≡C-C≡CSi(CH3)3。分离出1-乙炔基-4-(1,3-丁二炔基)苯。2,5-二乙炔基噻吩和呋喃分别由噻吩和呋喃通过 CCl2=CFZCF=CCl2 分两步制备。通过在吡啶中用乙酸铜（II）水合物处理，不仅从CCl2≡CFZC≡CH而且还从CCl2=CFZC≡CSi(CH3)3得到(CCl2=CFZC≡C-)2。

  DOI：

  10.1246/bcsj.54.2045

文献信息

• Regiospecific Formation and Unusual Optical Properties of 2,5-Bis(arylethynyl)rhodacyclopentadienes: A New Class of Luminescent Organometallics
  作者：Andreas Steffen、Richard M. Ward、Meng Guan Tay、Robert M. Edkins、Fabian Seeler、Magda van Leeuwen、Lars-Olof Pålsson、Andrew Beeby、Andrei S. Batsanov、Judith A. K. Howard、Todd B. Marder

  DOI：10.1002/chem.201304068

  日期：2014.3.24

  their chloro analogues by reaction with HCl etherate. The rhodacycles thus obtained are stable to air and moisture in the solid state and the acceptor‐substituted compounds are even stable to air and moisture in solution. The photophysical properties of the rhodacyclopentadienes are highly unusual in that they exhibit, exclusively, fluorescence between 500–800 nm from the S1 state, with quantum yields of

  通过一个罕见的1,4-（对-R-苯基）-1,3-丁二炔（RH，Me，OMe， SME，NME 2，CF 3，CO 2 Me中，CN，NO 2，-CC-（p -C 6 H ^ 4  nHex中2），-CC （p -C 6 H ^ 4  CO 2 10月的））在[RHX（PME 3）4 ]（1）（X =-CC 森达3（一），-CC-（p -C 6 H ^ 4  NME 2）（b），-CC  CC （p -C 6 H ^ 4  NPH 2）（ç）或 CC  p -C 6 H ^ 4 -CC （p -C 6 H ^ 4 -N（C 6 H ^ 13）2）} ...（d）或Me（Ë）），仅给出2,5-双（芳基乙炔基）异构体。通过与HCl醚化物反应，在赤道面上带有甲基配体的铑环戊二烯（化合物1e）已被转化为它们的氯类似物。由此获得的铑环在固态下对空气和水分稳定
• Tripodal Ru(II) complexes with conjugated and non-conjugated rigid-rod bridges for semiconductor nanoparticles sensitization
  作者：Qian Wei、Elena Galoppini

  DOI：10.1016/j.tet.2004.06.124

  日期：2004.9

  Three tripodal Ru(II)-polypyridyl complexes have been synthesized as models to study long-range electron transfer in TiO2 semiconductor nanoparticles thin films, in particular to study the effect of the conjugation of the bridge containing the Ru complex and for distance dependence studies. The tripodal sensitizers, which are 1,3,5,7-tetraphenyladamantane derivatives having three COOMe anchoring groups and one rigid-rod bridge substituted with a Ru(II) complex, are the longest prepared to date (Ru-to-footprint distance similar to 24 Angstrom). Two have a rigid-rod bridge made of two p-ethynylphenylene units (Ph-E)(2) capped with a 4-2,2'-bipyridyl (bpy) ligand or a 5-1,10-phenanthrolinyl (phen) ligand for the Ru complex. The third tripod, which contains a bpy ligand for the Ru complex, has one bicyclo[2.2.2]octylene (Bco) unit in place of a p-phenylene (Ph) unit and is the first example of a tripodal sensitizer with a non-conjugated bridge. (C) 2004 Elsevier Ltd. All rights reserved.
• OKUHARA KUNIO, BULL. CHEM. SOC. JAP., 1981, 54, NO 7, 2045-2052
  作者：OKUHARA KUNIO

  DOI：——

  日期：——