1-phenyl-3-isopropoxy-1-propyne | 37828-71-0

• 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-3-isopropoxy-1-propyne
• 英文别名: 3-isopropoxy-1-phenyl-1-propyne；1-Phenyl-3-isopropyloxy-propin；3-Propan-2-yloxyprop-1-ynylbenzene
• CAS: 37828-71-0
• 化学式: C₁₂H₁₄O
• 分子量: 174.243
• InChiKey: YXTDRTJCSQSDDU-UHFFFAOYSA-N

物化性质

• 沸点：
  247.6±23.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 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：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯丙炔醛 反应 8.0h， 生成 1-phenyl-3-isopropoxy-1-propyne
  参考文献：
  名称：

  Padwa, Albert; Austin, David J.; Gareau, Yves, Journal of the American Chemical Society, 1993, vol. 115, # 7, p. 2637 - 2647

  摘要：

  DOI：

文献信息

• A study of the rearrangement chemistry of alkynyl carbenes
  作者：Albert Padwa、Yves Gareau、Simon L. Xu

  DOI：10.1016/s0040-4039(00)74467-4

  日期：1991.2

  Thermal decomposition of a series of aziridinylimines derived from alkynyl substituted aldehydes lead to products derived from a rearranged alkynyl carbene.

  衍生自炔基取代的醛的一系列叠氮基嘧啶的热分解产生衍生自重排炔基卡宾的产物。
• Silver Ion-assisted Solvolysis of 2,2-Dibromo-1-phenylcyclopropanecarboxylic Acid: Solvent-dependent Competition between Decarboxylation and Ring Closure.
  作者：Leiv K. Sydnes、Rajesh Mungaroo、John S. Svendsen、Jacek Stawinski

  DOI：10.3891/acta.chem.scand.52-1392

  日期：——

  The solvolysis of the title compound has been studied in several alcohols (methanol, 2,2,2-trifluoroethanol, isopropyl alcohol, tert-butyl alcohol and 1,I,1,3,3,3-hexafluoro-2-propanol [HFP]) in the presence of an excess of sliver trifluoroacetate. In all solvents the corresponding butenolide, 4-bromo-3-phenyl-2(SH)-furanone, was a major or the predominant product. Another product formed in all solvents but HFP was (Z)-4-alkoxy-3-bromo-2-phenyl-2-butenoic acid, which resulted from solvent attack on intermediate allylic cations. Furthermore, both 3-alkoxy-1-phenyl-1-propyne and 3-alkoxy-1-phenyl-1-propanone were formed except when reactions were performed in HFP; their formation involved decarboxylation and their total yield was 15-40%.
• Electrochemical Properties and Reactions of Organoboronic Acid Esters Containing Unsaturated Bonds at Their α-Position
  作者：Kazuhiro Ohtsuka、Shinsuke Inagi、Toshio Fuchigami

  DOI：10.1149/2.0561702jes

  日期：——

  Electrochemical analyses of 2-(cynnamyl) boronic acid pinacol ester and (3-phenyl-2-propynyl) boronic acid pinacol ester, and their trimethylsilyl analogues as well as their parent compounds were comparatively studied by cyclic voltammetry measurements. We found remarkable negative shifts of the oxidation potentials of the organoboronic acid pinacol esters in the presence of fluoride ions compared to those in the absence of fluoride ions. The negative shift observed was more pronounced than that of the corresponding trimethylsilyl compounds. Such marked negative shift seems to be derived from the formation of negatively charged boron-ate complex with fluoride ions as well as beta-effect of organoborate. Anodic acetoxylation of organoboronic acid pinacol esters was achieved in NaOAc/AcOH, while their alkoxylation was successfully carried out in the presence of fluoride ions. (C) 2016 The Electrochemical Society.
• Reisdorf,D.; Normant,H., Organometallics in Chemical Synthesis, 1972, vol. 1, p. 393 - 414
  作者：Reisdorf,D.、Normant,H.

  DOI：——

  日期：——
• A New Method of Synthesis for Propargylic Amines and Ethers via Benzotriazole Derivatives Using Sodium Dialkynyldiethylaluminates
  作者：Jin Hee Ahn、Meyoung Ju Joung、Nung Min Yoon、Daniela C. Oniciu、Alan R. Katritzky

  DOI：10.1021/jo9814750

  日期：1999.1.1

  1-(alpha-Aminoalkyl)benzotriazoles react with sodium dialkynyldiethylaluminates to give propargylic amines in excellent yields, including unsubstituted N,N-dialkyl propargylamines, which are difficult to obtain from Lithium acetylide. The reaction of alpha-benzotriazolyl alkyl ethers and sodium dialkynyldiethylaluminate in the presence of zinc iodide also gives propargylic ethers in excellent yields. Unsubstituted propargyl ethers are prepared via the desilylation of trimethylsilylpropargyl ethers.