alpha-三联噻吩甲醇 | 13059-93-3

• 物质功能分类: 有机原料 - 醇、酚、酚醇类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 中文名称: alpha-三联噻吩甲醇
• 中文别名: ALPHA-三联噻吩甲醇
• 英文名称: α-terthienylmethanol
• 英文别名: monohydroxymethyl-alpha-terthiophene；alpha-Terthienylmethanol；[5-(5-thiophen-2-ylthiophen-2-yl)thiophen-2-yl]methanol
• CAS: 13059-93-3
• 化学式: C₁₃H₁₀OS₃
• 分子量: 278.42
• InChiKey: WAYZWWNNJZMQCQ-UHFFFAOYSA-N

物化性质

• 熔点：
  150-151 °C(Solv: benzene (71-43-2))
• 沸点：
  424.7±40.0 °C(Predicted)
• 密度：
  1.376±0.06 g/cm3(Predicted)
• 溶解度：
  溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  alpha-三联噻吩甲醇 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 乙醚 为溶剂， 以91.6%的产率得到5-methyl-2,2':5',2''-terthiophene
  参考文献：
  名称：

  Synthesis and characterization of alkyl-, halo- and hetero-substituted derivatives of the potent phototoxin α-terthienyl

  摘要：

  DOI：

  10.1016/s0040-4020(01)81692-6
• 作为产物：
  描述：

  alpha-三联噻吩 在 sodium tetrahydroborate 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 alpha-三联噻吩甲醇
  参考文献：
  名称：

  自组装促进了可见光驱动的碳点的产生†

  摘要：

  通过自组装的对噻吩两亲物TTC4L在水溶液中用温和可见光照射，可以轻松制备具有87％的绝对荧光量子产率的碳点（CD）。TTC4L的可见光照射触发了水中超氧化物自由基的产生，这些自由基将紧密堆积的对噻吩基团氧化为碳点。我们的研究结果表明，分子自组装可能是产生单分子样碳点的重要前体。这种方法为高质量CD的生产铺平了道路。

  DOI：

  10.1039/c7cc08876k

文献信息

• Synthesis of Thiophene-Substituted 3<i>H</i>-Naphtho[2,1-<i>b</i>]pyrans, Precursors of Photomodulated Materials
  作者：Corinne Moustrou、Nicole Rebière、André Samat、Robert Guglielmetti、Abd Errahim Yassar、Roger Dubest、Jean Aubard

  DOI：10.1002/hlca.19980810540

  日期：——

  The synthesis of 3H-naphtho[2,1-b]pyrans 9–21 linked to a thiophene moiety is described. Two different synthetic approaches were applied to prepare these novel functionalized compounds, and their spectrokinetic properties in solution are reported.

  3的合成ħ -萘并[2,1- b ]吡喃9 - 21连接于噻吩部分进行说明。两种不同的合成方法被用于制备这些新颖的功能化化合物，并报道了它们在溶液中的光谱动力学性质。
• Catalytic Synthesis of Luminescent Pyrimidines via Acceptor-less Dehydrogenative Coupling
  作者：Rajarshi Mondal、Issiah B. Lozada、Olha Stotska、David E. Herbert

  DOI：10.1021/acs.joc.0c01882

  日期：2020.11.6

  A simple catalytic synthesis of luminescent pyrimidines from benzamidines and alcohols is reported. These one-pot, acceptor-less dehydrogenative coupling reactions are catalyzed by a ruthenium hydrido chloride complex (1), supported by a chelating P^N ligand (L1) bearing a benzannulated phenanthridine donor arm. The pyrimidines thus produced are emissive in solution, with photoluminescence quantum

  据报道由苯甲am和醇简单催化合成发光嘧啶。这些一锅无受体的脱氢偶联反应由钌氢化氯络合物（1）催化，该络合物由带有苯甲酰菲啶供体臂的螯合P ^ N配体（L1）支撑。如此产生的嘧啶在溶液中发光，光致发光的量子产率达到72％。报告了在溶液和固态中嘧啶的催化合成和表征的详细信息，以及代表性实例的发射激发态的计算模型。
• Electrochemical synthesis of one-dimensional donor–acceptor polymers containing oligothiophenes and phosphorus porphyrins
  作者：Hiroshi Segawa、Norihiro Nakayama、Takeo Shimidzu

  DOI：10.1039/c39920000784

  日期：——

  Novel porphyrin polymers linked in the axial direction, which have an alternating one-dimensional structure of oligothiophene (electron donor) and PV porphyrin (electron acceptor), have been synthesized by the electrochemical polymerization of symmetrical PV porphyrin triads with two oligothiophene moieties.

  通过对具有两个低聚噻吩分子的对称 PV卟啉三元组进行电化学聚合，合成了轴向连接的新型卟啉聚合物，这种聚合物具有低聚噻吩（电子供体）和 PV卟啉（电子受体）交替的一维结构。
• A surfactant-assisted unimolecular platform for multicolor emissions
  作者：Li Zhao、Xinhao Cheng、Yi Ding、Yun Yan、Jianbin Huang

  DOI：10.1039/c2sm26678d

  日期：——

  We present here a simple molecular assembly approach to multicolor emissions based on a unimolecular platform of a terthiophene-containing amphiphile TTC4L. The amphiphiles self-assemble into vesicles in solution which exhibit a blue emission. Upon controlling the distance between the fluorescent terthiophene groups by transformation of the self-assembly of TTC4L molecules into their co-assembly with surfactants, the color of the emissions can be continuously tailored which covers most of the visible region. Since the multi-colors were obtained without any structural modification on the fluorescent molecules, we have demonstrated a real unimolecular platform for fabricating multicolor emissions. In contrast, only dual emissions can be obtained from TTC4L using host–guest chemistry. As a simple approach of ‘tunable emissions’, this surfactant-assisted unimolecular platform opens a new vista for the application of molecular assemblies in advanced light emitting materials.

  我们在此介绍一种基于含噻吩的双亲化合物 TTC4L 单分子平台的简单分子组装方法。双亲化合物在溶液中自组装成囊泡，发出蓝色光。通过将 TTC4L 分子的自组装转化为与表面活性剂的共组装，控制荧光噻吩基团之间的距离，就可以不断调整发射颜色，使其覆盖大部分可见光区域。由于在不对荧光分子进行任何结构修饰的情况下就能获得多色荧光，我们展示了一个真正的单分子多色荧光平台。相比之下，使用主客体化学方法只能从 TTC4L 中获得双发射。作为 "可调发射 "的一种简单方法，这种表面活性剂辅助的单分子平台为分子组装在先进发光材料中的应用开辟了新的前景。
• Medicinal thiophene compounds
  申请人：Industrial Technology Research Institute

  公开号：US05747525A1

  公开（公告）日：1998-05-05

  A method of treating tumor including administering to a subject an effective amount of a compound of the following formula: ##STR1## wherein m is 1-4; and each of A and B, independently, is H, C.sub.1-7 alkyl, C.sub.2-7 alkenyl, C.sub.2-7 alkynyl, (CH.sub.2).sub.n CHO, (CH.sub.2).sub.o COOH, C.sub.1-7 alkoxy, C.sub.2-7 alkoxyalkyl, C.sub.1-7 hydroxyalkyl, CN, NO.sub.2, halogen, CH(OR.sup.1).sub.2, CO.R.sup.1, NR.sup.2 R.sup.3 or its acid salt, CO.NR.sup.2 R.sup.3, CHR.sup.1 NR.sup.2 R.sup.3 or its acid salt, CH.dbd.NR.sup.2, C.tbd.CR.sup.4, CR.sup.1 .dbd.CR.sup.5 R.sup.6, CO.CH.dbd.CHR.sup.7, CH.dbd.CHR.sup.8, or COOR.sup.9 ; in which each of n and o, independently, is 0-4; R.sup.1 is C.sub.1-4 alkyl or C.sub.1-4 acyl; each of R.sup.2 and R.sup.3, independently, is H, C.sub.1-4 alkyl, or C.sub.1-4 hydroxyalkyl; R.sup.4 is H, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, COR.sup.2, COOR.sup.10, C.sub.1-4 hydroxyalkyl or its acid ester or 2-tetrahydropyranyl ether, C.sub.1-4 dihydroxyalkyl or its acid ester or 2-tetrahydropyranyl ether, C.sub.1-4 halogenated alkyl; OR.sup.1, or NHR.sup.7 ; each of R.sup.5 and R.sup.6, independently, is H, CHO, COR.sup.1, COOH, COOR.sup.9, CN, or halogen; R.sup.7 is H, C.sub.1-4 alkyl, 2-thienyl, phenyl, mono-substituted phenyl, or di-substituted phenyl; R.sup.8 is COOR.sup.2, CO.CHO, C.sub.1-4 hydroxyalkyl or its acid ester or 2-tetrahydropyranyl ether; and R.sup.9 is H, C.sub.1-4 alkyl, phenyl, mono-substituted phenyl, di-substituted phenyl, or 2-thienyl.

  一种治疗肿瘤的方法，包括向受试者施用以下化合物的有效量：##STR1## 其中m为1-4；且A和B各自独立地为H、C.sub.1-7烷基、C.sub.2-7烯基、C.sub.2-7炔基、(CH.sub.2).sub.nCHO、(CH.sub.2).sub.oCOOH、C.sub.1-7烷氧基、C.sub.2-7烷氧基烷基、C.sub.1-7羟基烷基、CN、NO.sub.2、卤素、CH(OR.sup.1).sub.2、CO.R.sup.1、NR.sup.2R.sup.3或其酸盐、CO.NR.sup.2R.sup.3、CHR.sup.1NR.sup.2R.sup.3或其酸盐、CH.dbd.NR.sup.2、C.tbd.CR.sup.4、CR.sup.1.dbd.CR.sup.5R.sup.6、CO.CH.dbd.CHR.sup.7、CH.dbd.CHR.sup.8或COOR.sup.9；其中n和o各自独立地为0-4；R.sup.1为C.sub.1-4烷基或C.sub.1-4酰基；R.sup.2和R.sup.3各自独立地为H、C.sub.1-4烷基或C.sub.1-4羟基烷基；R.sup.4为H、C.sub.1-4烷基、C.sub.2-4烯基、COR.sup.2、COOR.sup.10、C.sub.1-4羟基烷基或其酸酯或2-四氢吡喃基醚、C.sub.1-4二羟基烷基或其酸酯或2-四氢吡喃基醚、C.sub.1-4卤代烷基；OR.sup.1或NHR.sup.7；R.sup.5和R.sup.6各自独立地为H、CHO、COR.sup.1、COOH、COOR.sup.9、CN或卤素；R.sup.7为H、C.sub.1-4烷基、2-噻吩基、苯基、单取代苯基或双取代苯基；R.sup.8为COOR.sup.2、CO.CHO、C.sub.1-4羟基烷基或其酸酯或2-四氢吡喃基醚；R.sup.9为H、C.sub.1-4烷基、苯基、单取代苯基、双取代苯基或2-噻吩基。