1-phenyl-1-(o-tolyl)prop-2-yn-1-ol | 158583-40-5

• 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-phenyl-1-(o-tolyl)prop-2-yn-1-ol
• 英文别名: 1-o-tolyl-1-phenyl propargyl alcohol；1-(2-Methylphenyl)-1-phenylprop-2-yn-1-ol
• CAS: 158583-40-5
• 化学式: C₁₆H₁₄O
• 分子量: 222.287
• InChiKey: LJZFCZWXFYXFJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  1-phenyl-1-(o-tolyl)prop-2-yn-1-ol 在 copper dichloride 作用下， 以 吡啶 为溶剂， 生成 1,6-Bis(2-methylphenyl)-1,6-diphenylhexa-2,4-diyne-1,6-diol
  参考文献：
  名称：

  Toda, Fumio; Tanaka, Koichi; Miyamoto, Hisakazu, Journal of the Chemical Society. Perkin Transactions 2 (2001), 1997, # 9, p. 1877 - 1885

  摘要：

  DOI：
• 作为产物：
  描述：

  2-甲基二苯甲酮 、 乙炔氢锂 以 氨 为溶剂， 以76%的产率得到1-phenyl-1-(o-tolyl)prop-2-yn-1-ol
  参考文献：
  名称：

  Amino alcohols of the acetylene series

  摘要：

  DOI：

  10.1007/bf00772992

文献信息

• Synthesis of Organophosphorus Compounds through Copper-Catalyzed Annulation Involving C–O and C–P Bond Formations
  作者：Xue-Song Li、Ya-Ping Han、Xin-Yu Zhu、Ming Li、Wan-Xu Wei、Yong-Min Liang

  DOI：10.1021/acs.joc.7b01947

  日期：2017.11.3

  high-efficiency, and atom-economical synthesis of valuable organophosphorus compounds via cascade annulation of propargylic alcohols with diphenylphosphine oxide is described. This protocol, which has a good functional-group compatibility and insensitivity to an ambient atmosphere, provides a simple and direct pathway to the products, organophosphorus compounds, in good yields under mild conditions. The method

  描述了一种新颖的三氟甲磺酸铜（II）催化的高效炔烃与二苯基膦氧化物的级联环氧化合成有价值的有机磷化合物的方法。该方案对环境气氛具有良好的官能团相容性和不敏感性，可在温和条件下以高收率提供一条简单直接的途径通往有机磷化合物产品。该方法可以有效地放大到克级，从而突出了该方法的潜在应用。
• PYRANOQUINAZOLINE DERIVATIVES AND NAPHTHOPYRAN DERIVATIVES
  申请人：KANTO KAGAKU KABUSHIKI KAISHA

  公开号：US20200131193A1

  公开（公告）日：2020-04-30

  [Problem] A problem is presented in that conventional photochromic compounds cannot be considered adequate in terms of the colorizing/decolorizing rate and durability, and the production process therefore has many steps. The present invention provides an industrially applicable photochromic compound that has both a rapid colorizing/decolorizing reaction and high durability and can also be synthesized at a low cost. [Solution] This compound is characterized in that etheric oxygen atoms are bonded to the carbon atoms at position 1 of a pyranoquinazoline (8H-pyrano[3,2-f]quinazoline) skeleton and position 10 of a naphthopyran (3H-naphtho[2,1-b]pyran) skeleton, said compound having photochromic properties and being a photochromic compound that has both a rapid colorizing/decolorizing reaction and high durability. Also provided is an industrially applicable photochromic compound that can be synthesized at a low cost.

  [问题] 传统光致变色化合物在着色/褪色速率和耐久性方面被认为不够充分，因此生产过程步骤繁多。本发明提供了一种工业上可应用的光致变色化合物，该化合物具有快速的着色/褪色反应和高耐久性，并且能够以低成本合成。[解决方案] 该化合物特征在于，吡喃喹唑啉（8H-吡喃[3,2-f]喹唑啉）骨架的1位碳原子和萘并吡喃（3H-萘并[2,1-b]吡喃）骨架的10位碳原子上连接有醚氧原子，该化合物具有光致变色特性，是一种具有快速着色/褪色反应和高耐久性的光致变色化合物。同时还提供了一种工业上可应用的、能够以低成本合成的光致变色化合物。
• Synthesis and reactivity of cationic vinylidene and allenylidene ruthenium(<scp>II</scp>) complexes containing the phosphinoether Prⁱ₂PCH₂CH₂OMe as chelating ligand
  作者：Marta Martín、Olaf Gevert、Helmut Werner

  DOI：10.1039/dt9960002275

  日期：——

  followed by treatment with acidic Al2O3, afforded the cationic allenylidene compounds [RuClCCC(Ph)R}(κ2P,O-Pri2PCH2CH2OMe)2][O3SCF3](R = Ph or C6H4Me-o) in moderate yields. The crystal structure where R = Ph has been determined and reveals an almost linear RuCCC chain with one of the methoxy groups trans to the allenylidene ligand. While the R = C6H4Me-o derivative reacts with CO to give the cationic carbonyl

  用于螯合配合物的制备一种有效的方法将[RuCl 2（κ 2 P，ø -Pr我2 PCH 2 CH 2 OME）2 ] 2，使用[的RuCl 2（C 8 H ^ 12）} Ñ ] 1作为起始材料，已经开发。在Ag（O）存在下，化合物2与末端炔烃HC CR（R = Ph，C 6 H 4 Me- p或C 6 H 4 C CH- m）反应3 SCF 3），得到八面体阳离子偏二络合物将[RuCl（ÇCHR）（κ 2 P， ø -Pr我2 PCH 2 CH 2 OME） 2 ] [0 3 SCF 3 ] 4 - 6在70-80％的产率。类似地制备了母体衍生物3（R ＝ H），但是仅在乙炔气氛下是稳定的。4（R = Ph）的晶体结构分析证实了氯和亚乙烯基配体的顺式排列。用碱性Al 2处理4ø 3产生，由去质子化，两种异构体的混合物将[RuCl（C CPH）（κ 2 P，ø -Pr我2 PCH 2 CH
• Cascade Cyclization of 1,5-Diynols and (RO)₂P(O)SH to Construct Benzo[<i>b</i>]fluorenyl <i>S</i>-Alkyl Phosphorothioates under Catalyst-Free Conditions
  作者：Shimin Jiang、Sha Du、Jiang Bai、Xi Chen、Meng Liang、Shihong Lin、Mu-Jia Luo、Xian-Rong Song、Qiang Xiao

  DOI：10.1021/acs.joc.3c01596

  日期：2023.10.20

  A variety of highly substituted benzo[b]fluorenyl-containing S-alkyl phosphorothioates were successfully constructed in moderate to excellent yields. Furthermore, this protocol exhibited good functional group tolerance, a broad substrate scope, and potential practical applications, with water as the only byproduct. The reaction proceeded with allenyl thiophosphate as a key intermediate, followed by

  开发了一种在温和条件下以 (RO) 2 P(O)SH 作为酸促进剂和亲核试剂的1,5-二炔醇的高效实用级联环化方法。多种高度取代的含苯并[ b ]芴基的S-烷基硫代磷酸酯以中等至优异的产率成功构建。此外，该方案表现出良好的官能团耐受性、广泛的底物范围和潜在的实际应用，水是唯一的副产物。该反应以硫代磷酸丙二酯作为关键中间体进行，然后通过施密特尔型环化过程产生目标产物。
• Synthesis of 3(2<i>H</i>)-furanone derivatives: <i>p</i>-TsOH/halotrimethylsilane promoted cycloketonization of <i>γ</i>-hydroxyl ynones
  作者：Yi-Feng Qiu、Jian-He Cao、Shutao Wang、Qiang Wang、Ming Li、Jun-Jiao Wang、Zheng-Jun Quan、Xi-Cun Wang

  DOI：10.1039/d3ob01500a

  日期：——

  A p-TsOH/halotrimethylsilane facilitated cycloketonization of γ-hydroxyl ynones is detailed. This methodology enables the one-step synthesis of polysubstituted 3(2H)-furanone products. It is remarkable that the reaction exhibits excellent regio- and chemoselectivity by the addition of very small quantities of p-toluenesulfonic acid and water.

  详细描述了对-TsOH /卤代三甲基硅烷促进γ-羟基炔酮的环酮化。该方法能够一步合成多取代的 3(2 H )-呋喃酮产品。值得注意的是，通过添加极少量的对甲苯磺酸和水，该反应表现出优异的区域选择性和化学选择性。