benzaldoxime benzoate | 18322-86-6

• 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: benzaldoxime benzoate
• 英文别名: benzaldehyde-(O-benzoyl oxime )；Benzaldehyd-(O-benzoyl-oxim)；O-Benzoyl-benzaldehyd-oxim；O-Benzoylbenzaldehydoxim；Benzaldoxim-benzoat；z-benzaldehyde O-benzoyloxime；[(Z)-benzylideneamino] benzoate
• CAS: 18322-86-6
• 化学式: C₁₄H₁₁NO₂
• 分子量: 225.247
• InChiKey: OILVJUHCCAKJGC-PTNGSMBKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzaldoxime benzoate 、 furan-2,3,5(4H)-trione pyridine (1:1) 生成 苯甲醛肟
  参考文献：
  名称：

  Brady; McHugh, Journal of the Chemical Society, 1925, vol. 127, p. 2421

  摘要：

  DOI：
• 作为产物：
  描述：

  苯甲醛肟 在 乙醚 、 nitrogen oxides 作用下， 生成 benzaldoxime benzoate
  参考文献：
  名称：

  Ciusa; Parisi, Gazzetta Chimica Italiana, 1923, vol. 53, p. 671 Anm. 8

  摘要：

  DOI：

文献信息

• Initiators Based on Benzaldoximes: Bimolecular and Covalently Bound Systems
  作者：Markus Griesser、Arnulf Rosspeintner、Claudia Dworak、Michael Höfer、Gottfried Grabner、Robert Liska、Georg Gescheidt

  DOI：10.1021/ma301959n

  日期：2012.11.13

  photoinitiators (PIs) for radical polymerization of acrylates show only poor photoreactivity because of the undesired effect of back electron transfer. To overcome this limitation, PIs consisting of a benzaldoxime ester and various sensitizers based on aromatic ketones were introduced. The core of the photoinduced reactivity was established by laser flash photolysis, photo-CIDNP, and EPR experiments at short

  由于背电子转移的不良影响，用于丙烯酸酯自由基聚合的典型双分子光引发剂 (PI) 仅显示出较差的光反应性。为了克服这一限制，引入了由苯甲醛肟酯和各种基于芳香酮的敏化剂组成的 PI。光致反应的核心是通过激光闪光光解、光 CIDNP 和短时间尺度的 EPR 实验建立的。根据这些结果，最初形成的亚胺基不是特别活跃。聚合主要由以 C 为中心的自由基引发。Photo-DSC 实验显示的反应性可与经典的单分子 I 型 PI 相媲美，如 Darocur 1173。
• Forster; Judd, Journal of the Chemical Society, 1910, vol. 97, p. 259
  作者：Forster、Judd

  DOI：——

  日期：——
• Elimination Reactions of (<i>E</i>)- and (<i>Z</i>)-Benzaldehyde <i>O</i>-Benzoyloximes. Transition State Differences for the Syn- and Anti-Eliminations Forming Nitriles
  作者：Bong Rae Cho、Hak Suk Chung、Nam Soon Cho

  DOI：10.1021/jo980264s

  日期：1998.7.1

  Elimination reactions of (E)- and (Z)-benzaldehyde O-benzoyloximes 1 and 2 with DBU in MeCN have been investigated kinetically. The reactions are second order and exhibit Substantial Values of Hammett rho and k(H)/k(D) values, and an E2 mechanism is evident. The rate of elimination from 2 is approximately 36000 fold faster than that from 1. For reactions of 1 with DBU in MeCN, k(H)/k(D) = 3.3 +/- 0.2, Hammett rho value of 2.19 +/- 0.05, beta(1g) = -0.49 +/- 0.02, Delta H-double dagger = 10.4 +/- 0.6 kcal/mol, and Delta S-double dagger = -34.3 +/- 2.6 eu have been determined. The corresponding values for 2 are k(H)/k(D) = 7.3 +/- 0.2, rho = 1.21 +/- 0.05, beta(1g) = -0.40 +/- 0.01, Delta H-double dagger = 6.8 +/- 0.5 kcal/mol, and Delta S-double dagger = -25.8 +/- 1.9 eu, respectively. The results indicate that the anti-eliminations from 2 proceed via more symmetrical transition states with smaller degrees of proton transfer and N-alpha-OC(O)Ar bond cleavage, less negative charge development at the beta-carbon, and a greater extent of triple bond formation than that for the syn-elimination.
• The Acylation of Aldoximes. VI. The Relative Ease and Mechanism of Conversion of Benzoyl-syn-aldoximes to Nitriles in the Presence of Pyridine and Pyridinium Chloride¹
  作者：Charles R. Hauser、Gertrude Vermillion

  DOI：10.1021/ja01850a017

  日期：1941.5
• Minunni; Corselli, Gazzetta Chimica Italiana, 1892, vol. 22 II, p. 162
  作者：Minunni、Corselli

  DOI：——

  日期：——