3-(2-hydroxyethoxy)thiophene | 115189-64-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(2-hydroxyethoxy)thiophene
• 英文别名: 2-(thiophen-3-yloxy)ethanol；2-(3-thienyloxy)ethanol；2-(Thiophen-3-yloxy)-ethanol；2-thiophen-3-yloxyethanol
• CAS: 115189-64-5
• 化学式: C₆H₈O₂S
• 分子量: 144.194
• InChiKey: HDBVEDUEWXRKGA-UHFFFAOYSA-N

物化性质

• 熔点：
  38-40 °C
• 沸点：
  253.5±15.0 °C(Predicted)
• 密度：
  1.233±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  57.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2-hydroxyethoxy)thiophene 在 吡啶 、 正丁基锂 、 iron(III)-acetylacetonate 、 四甲基乙二胺 、 mercury(II) diacetate 、 碘 、 4-甲基苯磺酸吡啶 、 sodium hydride 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.67h， 生成 24,30,36,41-Tetratert-butyl-9,14-diiodo-45,46-dimethoxy-3,6,17,20-tetraoxa-10,13-dithiaoctacyclo[20.15.7.128,32.139,43.02,34.07,11.012,16.021,26]hexatetraconta-1,7(11),8,12(16),14,21,23,25,28(46),29,31,34,36,39,41,43(45)-hexadecaene
  参考文献：
  名称：

  Ionoresistivity as a highly sensitive sensory probe: investigations of polythiophenes functionalized with calix[4]arene-based ion receptors

  摘要：

  Herein we report the synthesis, optical, and electrochemical properties of a calix[4]arene-substituted polythiophene which demonstrates ion selective voltammetric, chromic, fluorescent, and resistive responses. The ionochromic response of this polythiophene on exposure to Na+ shows an increased effective conjugation length of the polymer backbone. Despite this, Na+ induces a large positive shift in the potential at which the polymer is oxidized (>+100 mV) commensurate with a large decrease in conductivity (>99%). Although the calix[4]arene-substituted polythiophene exhibits no changes in the W-vis spectrum and only minimal changes in the voltammetric responses on exposure to Li+ or K+, there are large decreases in relative conductivities (69% and 47%, respectively). Thus, although the sensory properties of this polymer are expressed via several measurable entities, the ionoresistive response is clearly the most sensitive. This sensitivity originates from the cooperative nature of carrier transport in a CP and is thus inherent in chemoresistive CPs.

  DOI：

  10.1021/ja00144a009
• 作为产物：
  描述：

  2-thiophen-3-yloxyacetaldehyde 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以60 mg的产率得到3-(2-hydroxyethoxy)thiophene
  参考文献：
  名称：

  A Palladium-Catalyzed Approach to Polycyclic Sulfur Heterocycles

  摘要：

  The synthesis of a variety of polycyclic thiophenes and benzothiophenes is accomplished via a palladium-catalyzed domino ortho-alkylation/direct arylation reaction. An examination of the intramolecular direct arylation of thiophenes suggests that an electrophilic metalation mechanism may be present. This method was further extended to include the synthesis of a (thieno)benzoxepine.

  DOI：

  10.1021/jo8020105

文献信息

• The important role of the location of the alkoxy group on the thiophene ring in designing efficient organic nonlinear optical materials based on double-donor chromophores
  作者：Yuhui Yang、Jialei Liu、Maolin Zhang、Fenggang Liu、Haoran Wang、Shuhui Bo、Zhen Zhen、Ling Qiu、Xinhou Liu

  DOI：10.1039/c5tc00241a

  日期：——

  Best results were obtained when the alkoxy group on the thiophene ring was closer to the donor moiety.

  最佳结果是当噻吩环上的烷氧基接近给体基团时获得的。
• Achieving excellent electro-optic activity of chromophores by introducing a stronger electron donor and modifying the π-bridge
  作者：Yuhui Yang、Wanting Zhang、Wangcong Xu、Yanyan Li、Hongyan Xiao

  DOI：10.1016/j.dyepig.2018.12.040

  日期：2019.4

  three chromophores with the same tricyanofuran acceptor, but with different donor moieties and bridges, synthesized by the conventional technique. Compared with chromophore without the substituted group, these modified chromophores show better stability. Structure analysis and photophysical properties were carried out to compare the molecular mobility and steric hindrance effect on chromophores. Density

  我们在这里介绍了三个发色团，它们具有相同的三氰呋喃受体，但具有不同的供体部分和桥键，这是通过常规技术合成的。与没有取代基的发色团相比，这些修饰的发色团显示出更好的稳定性。进行结构分析和光物理性质以比较分子迁移率和位阻对生色团的影响。利用密度泛函理论（DFT）计算超极化率（β），结果表明，这些生色团的高分子超极化率可以有效地转化为大的电光系数。通过在非晶聚碳酸酯（APC）中以25 wt％的高负载掺杂这些生色团，电光（EO）系数（r 33）高达163 pm V -1可以实现1310 nm的波长。这些结果表明，在供体部分或桥部分上引入的烷氧基可以增强供体能力，还可以减少分子间的静电相互作用，从而增强宏观电光活性，这表明结构与性质之间的关系至关重要。
• Polymerizable thiophene monomers
  申请人：Cookson Group plc

  公开号：US04992559A1

  公开（公告）日：1991-02-12

  Thiophene derivatives of the formula ##STR1## wherein R.sup.1 and R.sup.2 are certain specified substituent groups can be homopolymerized or copolymerized to form polymers which are electroconductive. These polymers find many uses, for example, as EMI/RF shielding materials, in electrochromic display systems, as antistatics, as ion and pH sensors, as battery electrode materials etc.

  公式为##STR1##的噻吩衍生物，其中R.sup.1和R.sup.2为特定的取代基团，可以进行同聚或共聚反应，形成电导聚合物。这些聚合物有许多用途，例如作为EMI / RF屏蔽材料，在电致色显示系统中，作为抗静电剂，作为离子和pH传感器，作为电池电极材料等。
• Certain arylaliphatic and heteroaryl-aliphatic piperazinyl pyrazines and their use in the treatment of serotonin-related diseases
  申请人：Biovitrum, AB, a Stockholm, Sweden corporation

  公开号：US20030092694A1

  公开（公告）日：2003-05-15

  The invention relates to compounds of the general formula (I): 1 wherein Ar is optionally substituted aryl or heteroaryl; A is (i) —O—, —S—, —SO 2 —, —NH—, (ii) a C 1-4 -alkyl- or C 1-6 -acyl-substituted nitrogen atom or (iii) a C 1-8 -alkylene chain or a heteroalkylene chain having 2 to 8 chain atoms, which optionally contains at least one unsaturation, and which may be substituted and/or contain a bridge to form a saturated or partially or fully unsaturated ring having 3-8 ring members; B is —C(R 4 )(R 5 )—, —OC(R 4 )(R 5 )—, —N(R 6 )C(R 4 )(R 5 )—, —N(R 6 )—, —O—, —S— or —SO 2 —; R is optionally substituted C 3-8 -cycloalkyl, aryl or heteroaryl; R 1 is (i) a saturated or unsaturated azacyclic or aminoazacyclic ring, or a saturated diazacyclic or aminodiazacyclic ring, which has 4 to 7 ring members, or a saturated aminoazabicyclic, azabicyclic or diazabicyclic ring which has 7 to 10 ring members, which rings optionally are substituted in one or more positions, or a group —[C(R 4 )(R 5 )] x N(R 2a )(R 3a )]; R 2a , R 3a , R 4 , R 5 , R 6 and x are as defined in the claims, and n is 0 or 1; and pharmaceutically acceptable salts, hydrates and prodrug forms thereof The compounds may be prepared by per se conventional methods and can be used for treating a human or animal subject suffering from a serotonin-related disorder, such as eating disorders, especially obesity, memory disorders, schizophrenia, mood disorders, anxiety disorders, pain, sexual dysfunctions, and urinary disorders The invention also relates to such use as well as to pharmaceutical compositions comprising a compound of formula (I)

  本发明涉及一般式（I）的化合物：其中Ar是可选取代的芳基或杂环芳基；A是（i）-O-，-S-，-SO2-，-NH-，（ii）C1-4-烷基或C1-6-酰基取代的氮原子或（iii）C1-8-烷基链或具有2至8个链原子的杂烷基链，可选地含有至少一个不饱和度，并且可以取代和/或包含桥以形成具有3-8个环成员的饱和或部分或完全不饱和的环；B是-C（R4）（R5）-，-OC（R4）（R5）-，-N（R6）C（R4）（R5）-，-N（R6）-，-O-，-S-或-SO2-；R是可选取代的C3-8-环烷基，芳基或杂环芳基；R1是（i）饱和或不饱和的氮杂环或氨基氮杂环环，或具有4至7个环成员的饱和二氮杂环或氨基二氮杂环环，或具有7至10个环成员的饱和氨基氮杂双环、氮杂双环或二氮杂双环环，这些环可选地在一个或多个位置上取代，或一个组-［C（R4）（R5）］xN（R2a）（R3a）；其中R2a，R3a，R4，R5，R6和x如所述，n为0或1；以及其药学上可接受的盐、水合物和前药形式。这些化合物可以通过常规方法制备，并可用于治疗患有血清素相关疾病的人类或动物受试者，例如进食障碍，特别是肥胖，记忆障碍，精神分裂症，情绪障碍，焦虑症，疼痛，性功能障碍和泌尿系统疾病。本发明还涉及这种用途以及包含式（I）化合物的药物组合物。
• Aryl-quinazoline/aryl-2amino-phenyl methanone derivatives
  申请人：Altmann Eva

  公开号：US20060079685A1

  公开（公告）日：2006-04-13

  A compound of formula (I): wherein R1, R2, R3 and Y are as defined herein, or a pharmaceutically-acceptable and -cleavable ester, or acid addition salt thereof, useful for promoting the release of parathyroid hormone, e.g. for preventing or treating bone conditions which are associated with increased calcium depletion or resorption or in which stimulation of bone formation and calcium fixation in the bone is desirable.

  化合物的化学式为(I): 其中R1，R2，R3和Y的定义如下，或其药学上可接受和可水解酯或酸盐，用于促进甲状旁腺激素的释放，例如预防或治疗与钙流失或吸收增加或骨形成和钙固定在骨中有关的骨病情况。