2-methyl-4-(2-nitrophenyl)-3-butyn-2-ol | 33432-51-8

• 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: 2-methyl-4-(2-nitrophenyl)-3-butyn-2-ol
• 英文别名: 2-methyl-4(nitrophenyl)-3-butyn-2-ol；2-Methyl-4-(2-nitrophenyl)but-3-yn-2-ol
• CAS: 33432-51-8
• 化学式: C₁₁H₁₁NO₃
• 分子量: 205.213
• InChiKey: OSCAXMDPFFHQOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methyl-4-(2-nitrophenyl)-3-butyn-2-ol 在 sodium hydroxide 作用下， 90.0~95.0 ℃ 、199.98 Pa 条件下， 生成 1-乙炔基-2-硝基苯
  参考文献：
  名称：

  Acetylenic condensation in the series of substituted iodobenzenes

  摘要：

  DOI：

  10.1007/bf00855382
• 作为产物：
  描述：

  Aethyl(4-O-nitrophenyl-2-methyl-3-butyn-2-yl)acetal (IIIa) 在 盐酸 作用下， 生成 2-methyl-4-(2-nitrophenyl)-3-butyn-2-ol
  参考文献：
  名称：

  Acetylenic condensation in the series of substituted iodobenzenes

  摘要：

  DOI：

  10.1007/bf00855382

文献信息

• Efficient synthesis of tertiary α-hydroxy ketones through CO₂-promoted regioselective hydration of propargylic alcohols
  作者：Haitao He、Chaorong Qi、Xiaohan Hu、Yuqi Guan、Huanfeng Jiang

  DOI：10.1039/c4gc00522h

  日期：——

  A carbon dioxide-promoted and silver acetate-catalyzed hydration of propargylic alcohols for the efficient synthesis of tertiary α-hydroxy ketones has been developed. The reaction is proposed to proceed via a tandem process of carbon dioxide incorporation into propargylic alcohols and subsequent hydrolysis.

  已经开发了二氧化碳促进的和乙酸银催化的炔丙醇的水合，以有效地合成叔α-羟基酮。建议该反应通过将二氧化碳引入到炔丙醇中并随后水解的串联过程来进行。
• Process for the preparation of nitrophenylhydroxyacetylene and conversion to nitrophenylacetylene
  申请人：GULF RESEARCH & DEVELOPMENT COMPANY

  公开号：EP0001479A2

  公开（公告）日：1979-04-18

  Nitrophenylacetylene and certain precursors to nitrophenylacetylene are prepared by reacting a nitrobromobenzene with a substituted terminal acetylene compound containing at least three carbon atoms and a hydroxy group on the carbon atom adjacent to the acetylene group in the presence of a dialkyl or trialkyl amine solvent and a catalyst system consisting of a palladium complex containing two halogen moities and two tri-substituted phosphine moieties. A cuprous iodide promoter is also employed in the reaction sequence.

  硝基苯乙炔和某些硝基苯乙炔前体的制备方法是：在二烷基或三烷基胺溶剂和催化剂体系的存在下，使硝基溴苯与取代的末端乙炔化合物发生反应，取代的末端乙炔化合物含有至少三个碳原子，与乙炔基相邻的碳原子上含有羟基。反应过程中还使用了碘化亚铜促进剂。
• Synthesis and Simple Immobilization of Palladium(II) Acyclic Diaminocarbene Complexes on Polystyrene Support as Efficient Catalysts for Sonogashira and Suzuki–Miyaura Cross-Coupling
  作者：Vladimir N. Mikhaylov、Viktor N. Sorokoumov、Kirill A. Korvinson、Alexander S. Novikov、Irina A. Balova

  DOI：10.1021/acs.organomet.6b00144

  日期：2016.6.13

  Immobilization of palladium(II) acyclic diaminocarbene (Pd(II)-ADC) complexes on a resin support surface has been easily performed by metal-mediated addition of amino groups of benzhydrylamine-polystyrene to the coordinated isocyanide ligand of cis-PdCl2(CNR)(2) (R = t-Bu, Cy). The investigation of the benzhydrylamine reaction with palladium-coordinated isocyanides in solution has revealed that, depending on the reaction conditions, two carbene-type complexes can be obtained as a result of the addition to the CN triple bond, as well as a third complex which is formed via substitution of the isocyanide ligand by benzhydrylamine. Nucleophilic addition of an amino group to the isocyanide ligand has led to a cis-acyclic diaminocarbene complex or a cationic diaminocarbene complex with trans configuration and an intramolecular hydrogen-bonded chloride anion (the nature of this noncovalent interaction was analyzed by DFT calculations, including AIM analysis). The unsupported and resin-supported palladium catalysts have demonstrated high catalytic activity in both Sonogashira and Suzuki-Miyaura cross-coupling. The supported catalyst can be recovered and repeatedly reused without a significant loss in efficiency. The degree of the palladium binding with polystyrene, the oxidation state, and the palladium leaching level were investigated by XPS and XRF analyses.
• US4128588A
  申请人：——

  公开号：US4128588A

  公开（公告）日：1978-12-05
• US4139561A
  申请人：——

  公开号：US4139561A

  公开（公告）日：1979-02-13