3-ethynylbiphenyl-4-ol | 15540-95-1

• 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: 3-ethynylbiphenyl-4-ol
• 英文别名: 2-Ethynyl-4-phenylphenol
• CAS: 15540-95-1
• 化学式: C₁₄H₁₀O
• 分子量: 194.233
• InChiKey: KNRVYVZHFDZUJT-UHFFFAOYSA-N

物化性质

• 熔点：
  119-120 °C
• 沸点：
  338.6±35.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-ethynylbiphenyl-4-ol 在 二(三苯基膦)环戊二烯基氯化钌(II) 作用下， 以 吡啶 为溶剂， 反应 2.0h， 以84%的产率得到5-phenylbenzofuran
  参考文献：
  名称：

  通过催化Ru Vinylidenesnes环芳香异构和双同炔丙基醇的形成：苯并呋喃和异色酮的形成

  摘要：

  钌催化的芳香族均丙和双均丙炔醇的环异构化可有效提供苯并呋喃和异苯并二氢萘。这些（5-和6-过程被证明是化疗和区域选择性内切环化）从关键孺偏二中间体衍生的。胺/铵碱式酸对的存在对于催化循环至关重要。

  DOI：

  10.1021/ol902212h
• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 3-ethynylbiphenyl-4-ol
  参考文献：
  名称：

  Mild and Efficient Ir(III)-Catalyzed Direct C–H Alkynylation of N-Phenoxyacetamides with Terminal Alkyne

  摘要：

  Ir(III)-catalyzed direct C-H alkynylation of arenes has been developed using commercially available TIPS-acetylene as an efficient alkynylating reagent, where O-NHAc was employed as an autocleavable oxidizing-directing group (ODG(auto)), thus giving rise to ortho-alkynylated phenols under mild reaction conditions in a highly efficient and redox-neutral manner. The reaction proceeded with high regioselectivity and broad substrate/functional group (FG) tolerance. The synthetic application of the products has been briefly exemplified. Preliminary mechanistic studies have been conducted, and a five-membered iridacycle has also been identified as a key intermediate.

  DOI：

  10.1021/acscatal.5b01571

文献信息

• Gold(I)-Catalyzed Synthesis of Heterocycles via Allene Oxide from Propargylic Alcohols
  作者：Nabakumar Bera、Bhabani Sankar Lenka、Sangita Bishi、Shantanu Samanta、Debayan Sarkar

  DOI：10.1021/acs.joc.2c00780

  日期：2022.8.5

  gold(I) catalysis has been proposed toward the efficient synthesis of N-protected pyrroles, 5,6-dihydropyridin-3(4H)-ones from N-protected 5-aminopent-2-yn-1-ol, and 5-aminopent-2-yn-1-ol. Control experiments support that the reaction proceeded via the neighboring group participation of the oxygen atom of propargylic alcohol to form an allene oxide intermediate where the nucleophilic heteroatom attacks

  金（I）催化炔丙醇活化的新机制已被提出用于高效合成N-保护的吡咯，5,6-dihydropyridin-3（4 H)-来自 N-保护的 5-aminopent-2-yn-1-ol 和 5-aminopent-2-yn-1-ol。对照实验支持该反应通过炔丙醇的氧原子的相邻基团参与形成氧化丙二烯中间体，其中亲核杂原子在分子内攻击。此外，该方法成功地推断为羟烷基吲哚和苯并呋喃的原子经济合成。30 s 的短反应时间、0.5 mol% 的低催化剂负载量、高产率、底物范围的变化以及程序简单的开瓶反应条件使该方法得到了广泛应用。
• Techniques for the preparation of highly fluorinated polyethers
  申请人：——

  公开号：US20040198906A1

  公开（公告）日：2004-10-07

  A process for preparing a fluorinated poly(arylene ether) comprising the repeating unit: 1 wherein n provides a molecular weight up to about 30,000 to 100,000, X represents one of following groups: none, ketone, sulfone, sulfide, ether, hexafluoroisopropylidene, &agr;&ohgr;-perfluoroalkylene, oxadiazole, and Y is 4,4′-(hexafluoroisopropylidene)-diphenyl, 4,4′-isopropylidene diphenyl, 3,3′-isopropylidene diphenyl, phenyl, or chlorinated phenol which process comprises reacting a bis(pentafluorophenyl) compound and a bisphenol or hydroquinone in the presence of a dehydrating agent and a polar aprotic solvent is disclosed. Polymers resulting from the process show good promise as new passive optic polymer waveguide materials.

  一种包含重复单元的氟化聚芳基醚的制备工艺： 1 其中 n 的分子量最高约为 30,000 至 100,000，X 代表下列基团之一：无、酮、砜、硫醚、醚、六氟异亚丙基、&agr;&ohgr；-Y 是 4,4′-(六氟异亚丙基)-二苯基、4,4′-异亚丙基二苯基、3,3′-异亚丙基二苯基、苯基、或氯化苯酚，其工艺包括在脱水剂和极性非烷基溶剂存在下，使双（五氟苯基）化合物和双酚或对苯二酚发生反应。该工艺产生的聚合物有望成为新型无源光学聚合物波导材料。
• US4221895A
  申请人：——

  公开号：US4221895A

  公开（公告）日：1980-09-09
• US7049393B2
  申请人：——

  公开号：US7049393B2

  公开（公告）日：2006-05-23
• [EN] TECHNIQUES FOR THE PREPARATION OF HIGHLY FLUORINATED POLYETHERS<br/>[FR] TECHNIQUE DE PREPARATION DE POLYETHERS HAUTEMENT FLUORES
  申请人：CA NAT RESEARCH COUNCIL

  公开号：WO2003099907A1

  公开（公告）日：2003-12-04

  A process for preparing a fluorinated poly(arylene ether) comprising the repeating unit: formula (I), wherein n provides a molecular weight up to about 30,000 to 100,000, X represents one of following groups: none, ketone, sulfone, sulfide, ether, hexafluoroisopropylidene, αω-perfluoroalkylene, oxadiazole, and Y is 4,4'-(hexafluoroisopropylidene)-diphenyl, 4,4'-isopropylidene diphenyl, 3,3'-isopropylidene diphenyl, phenyl, or chlorinated phenol which process comprises reacting a bis(pentafluorophenyl) compound and a bisphenol or hydroquinone in the presence of a dehydrating agent and a polar aprotic solvent is disclosed. Polymers resulting from the process show good promise as new passive optic polymer waveguide materials.