cyclohepta-1,3,5-trien-3-ol | 116453-16-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cyclohepta-1,3,5-trien-3-ol
• 英文别名: 1,3,6-Cycloheptatrien-1-ol；cyclohepta-1,3,6-trien-1-ol
• CAS: 116453-16-8
• 化学式: C₇H₈O
• 分子量: 108.14
• InChiKey: SRRXREVXVRCGEN-UHFFFAOYSA-N

物化性质

• 沸点：
  215.2±33.0 °C(Predicted)
• 密度：
  1.091±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  偶氮苯六氟磷酸盐 、 cyclohepta-1,3,5-trien-3-ol 以 水 为溶剂， 反应 2.0h， 以20%的产率得到(2Z)-2-(phenylhydrazinylidene)cyclohepta-3,5-dien-1-one
  参考文献：
  名称：

  Diazo-coupling reactions of cycloheptatrienols: a combined experimental and theoretical study

  摘要：

  研究发现，异构环庚三烯酚 1、2 和 3 可通过三种不同的途径发生酮化和重氮偶联反应；实验和 ab initio 计算表明，2-羟基对壬二烯 11 具有微小但有效的稳定作用。

  DOI：

  10.1039/c39950000175

文献信息

• Generation, Characterization, and Diazo-Coupling Reaction of Cycloheptatrienols¹
  作者：Calvin S. Q. Lew、Brian Capon

  DOI：10.1021/jo961977i

  日期：1997.8.1

  Three isomeric cycloheptatrienols, cyclohepta-1,3,5-trien-1-ol (1), cyclohepta-1,3,5-trien-2-ol (2), and cyclohepta-1,3,5-trien-3-ol (3), were generated by controlled acid-catalyzed hydrolysis or methanolysis of their corresponding trimethylsilyl enol ethers in DMSO. H-1 NMR spectroscopic studies indicate that ketonization of 1-3 all took place by cli-protonation to give cyclohepta-3,5-dien-1-one (4), cyclohepta-2,4-dien-1-one (5), and cyclohepta-2,5-dien-1-one (9), respectively. 9 is not stable at room temperature and isomerized to 4 via enol 1 as an intermediate. The diazo-coupling reaction of these enols with p-substituted-benzenediazonium ions 10 was also studied, and three different behaviors were observed, 1 reacted at the alpha-position(s) with 1 and 2 equiv of 10 to give intramolecularly H-bonded 2-(p-substituted-phenylhydrazono)cyclohepta-3,5-dien-1-ones 15 and 2,7-bis(p-substituted-phenylhydrazono) 3,5-dien-1-ones 16, respectively. Coupling of 2 with p-chlorobenzenediazonium ion (10d) proceeded through its valence tautomer bicyclo[4.1.0]hepta 2,4-dien-2-ol (20), to give 4-(p-chlorophenylhydrazono)bicyclo[4.1.0]hept-3-en-2-one (24d). Diazocoupling of enol 3 with 10a,b yielded both 15a,b and 16a,b, the same products as the coupling reaction of P. Our results suggest that the most probable reaction pathway of 3 is instead of undergoing direct coupling, it is isomerized first to enol 1 which then reacted. Kinetics for the three coupling reactions were also studied by conventional and stopped-flow UV/vis spectroscopy. The reaction constant (p = 1.15) for the diazo coupling reaction of Be, the enolate anion of 1, is much smaller than that for the same reaction of phenolate anion (p = 4.2), suggesting that the formation of the transition state in the reaction of le has a greater activation energy than that for the aromatic phenolate anion, This observation and the dramatic difference in reactivity toward electrophilic additions are considered as evidence for the lack of significant homoaromatic stabilization in the cycloheptatriene derivatives.
• US9777132B2
  申请人：——

  公开号：US9777132B2

  公开（公告）日：2017-10-03
• [EN] COMPOSITIONS AND SYSTEMS FOR DISINFECTION<br/>[FR] COMPOSITIONS ET SYSTÈMES DE DÉSINFECTION
  申请人：PANCHERI EUGENE J

  公开号：WO2021178774A1

  公开（公告）日：2021-09-10

  A disinfectant system, comprising a first aqueous composition having a peracid reactant compound that is either a peroxide compound or an organic acid compound, and a second aqueous composition comprising the peracid reactant compound not selected for the first composition. Each composition is applied separately to, and combined upon, a surface to form a reaction layer, within which a peracid is formed in situ, disinfecting the surface. The compositions can have a flash point, surface tension, and vapor pressure compatible for application as a spray, mist, aerosol, or fog, and can be formulated with an alcohol blend that enables the reaction layer to completely evaporate from the surface after disinfection is complete. In use, the disinfectant systems disclosed herein have up to 99.999% antimicrobial efficacy against organism such as Staphylococcus aureus, Pseudomonas aeruginosa, and Candida auris.
• Diazo-coupling reactions of cycloheptatrienols: a combined experimental and theoretical study
  作者：Calvin S. Q. Lew、Ting-Hua Tang、Imre G. Csizmadia、Brian Capon

  DOI：10.1039/c39950000175

  日期：——

  Isomeric cycloheptatrienols 1, 2 and 3 are found to undergo ketonizations as well as diazo-coupling reactions via three different pathways; experiments and ab initio calculations suggest that the 2-hydroxy group provides a small but effective stabilization effect on norcaradiene 11.

  研究发现，异构环庚三烯酚 1、2 和 3 可通过三种不同的途径发生酮化和重氮偶联反应；实验和 ab initio 计算表明，2-羟基对壬二烯 11 具有微小但有效的稳定作用。