N-benzylidenecyclohexylamine N-oxide | 3376-25-8

• 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: N-benzylidenecyclohexylamine N-oxide
• 英文别名: N-cyclohexyl-α-phenylnitrone；Benzaldehyd-；benzylidene-cyclohexyl-amine oxide；Benzylidene-cyclohexyl-oxido-azanium；N-cyclohexyl-1-phenylmethanimine oxide
• CAS: 3376-25-8
• 化学式: C₁₃H₁₇NO
• 分子量: 203.284
• InChiKey: ZJLVWLICFJLAGC-UHFFFAOYSA-N

物化性质

• 熔点：
  82-83 °C(Solv: ligroine (8032-32-4))
• 沸点：
  346.6±25.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  28.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2925290090

反应信息

• 作为反应物：
  描述：

  N-benzylidenecyclohexylamine N-oxide 在 甲醇 、 铂 作用下， 生成 N-苄基-N-环己基羟胺
  参考文献：
  名称：

  Horner; Juergens, Chemische Berichte, 1957, vol. 90, p. 2184,2187

  摘要：

  DOI：
• 作为产物：
  描述：

  N-苄基环己胺 在 [(nBu₃Sn)₂WO₄] 、 双氧水 作用下， 以 甲醇 、 水 为溶剂， 反应 5.0h， 以85%的产率得到N-benzylidenecyclohexylamine N-oxide
  参考文献：
  名称：

  有机锡-氧钨酸配位聚合物：胺类选择性氧化的有效催化剂

  摘要：

  摘要 有机金属配位聚合物[( n Bu 3 Sn) 2 WO 4 ]分别催化仲胺和伯胺选择性氧化为硝酮和肟。发现该催化剂可重复使用五个催化循环而没有任何明显的活性损失。在优化的反应条件下[4 mol% 催化剂，3-4 当量过氧化氢（30 wt%，水溶液），甲醇作为溶剂，rt]，可以高效地获得相应的硝酮和肟。

  DOI：

  10.1016/j.crci.2014.06.005

文献信息

• [EN] REGULATORS FOR CONTROLLING LINEAR AND PSEUDO-RING EXPANSION POLYMERIZATION OF VINYL MONOMERS<br/>[FR] RÉGULATEURS POUR RÉGULER LA POLYMÉRISATION LINÉAIRE ET PAR EXPANSION DE PSEUDO-CYCLES DE MONOMÈRES VINYLIQUES
  申请人：DISPOLTEC B V

  公开号：WO2017076992A1

  公开（公告）日：2017-05-11

  The invention concerns new regulator compounds for a novel polymerization process for vinyl monomers, which yields polymers with improved control over composition and nearly full to full conservation of architectural integrity up to high conversion. The regulator compounds are defined by according to anyone of the Formulas (1A), (1B), (1C), (1D), (1E), (1F), (1G), (1H) and (1I), wherein R1 stands for an optionally substituted secondary or tertiary alkyl or secondary or tertiary aralkyl; Z1 stands for -CN or a carboxylic acid ester of formula C(O)OR21; Z2 may be chosen from the group of -CN, carboxylic acid, salts of carboxylic acids, carboxylic acid ester, carboxylic acid amides, (hetero)aryl, alkenyl and halogen; R2, R3, R4 and R5 are each independently chosen from the group of H, alkyl, aralkyl, (hetero)aryl, -CN and carboxylic acid ester of formula C(O)OR22; R7 stands for a primary alkyl or primary aralkyl, -CN or hydrogen; Y stands for a bridging group and n is 2, 3, 4, 5 or 6; in case R1 stands for tertiary alkyl or tertiary aralkyl, R6 stands for a primary alkyl or primary aralkyl, -CN or a carboxylic acid ester of formula C(O)OR26; in case R1 stands for a secondary alkyl or secondary aralkyl, R6 stands for a primary or secondary alkyl or primary or secondary aralkyl, -CN, a carboxylic acid ester of formula C(O)OR26 or a phosphonic acid ester of formula P(O)(OR27)2, a (hetero)aryl or an alkenyl; R21, R22, R26 and R27 each independently stand for alkyl or aralkyi having from 1-30 carbon atoms, optionally containing heteroatoms.

  该发明涉及一种用于乙烯单体的新型聚合过程的调节剂化合物，该过程产生具有改善的组成控制和在高转化率下几乎完全至完全保持结构完整性的聚合物。调节剂化合物根据以下任一式(1A)、(1B)、(1C)、(1D)、(1E)、(1F)、(1G)、(1H)和(1I)中的任一式定义，其中R1代表可选择地取代的二级或三级烷基或二级或三级芳基烷基；Z1代表-CN或具有C(O)OR21式的羧酸酯；Z2可从-CN、羧酸、羧酸盐、羧酸酯、羧酸酰胺、(杂)芳基、烯基和卤素的群中选择；R2、R3、R4和R5分别独立地选择自H、烷基、芳基烷基、(杂)芳基、-CN和具有C(O)OR22式的羧酸酯的群；R7代表初级烷基或初级芳基、-CN或氢；Y代表桥接基，n为2、3、4、5或6；如果R1代表三级烷基或三级芳基，则R6代表初级烷基或初级芳基、-CN或具有C(O)OR26式的羧酸酯；如果R1代表二级烷基或二级芳基，则R6代表初级或二级烷基或初级或二级芳基、-CN、具有C(O)OR26式的羧酸酯或具有P(O)(OR27)2式的膦酸酯、(杂)芳基或烯基；R21、R22、R26和R27各自独立地代表具有1-30个碳原子的烷基或芳基，可选择地含有杂原子。
• Regioselective formation of 4-isoxazolines from n-aryl nitrones and alkynes
  作者：A. Libuori、R. Ottana、G. Romeo、G. Sindona、N. Uccella

  DOI：10.1016/s0040-4020(01)85905-6

  日期：1988.1

  4-Regioisomeric 4-isoxazolines are selectively formed by 1,3-dipolar cycloaddition of N-arylnitrones to substituted alkynes. The reactivity and regioselectivity of the addition process are interpreted by the application of FMO principles. Secondary orbital interactions between reactants affect the transition state for the 4- and 5-regioisomeric 4-isoxazolines, while the steric effect is limited as

  通过将N-芳基硝酮的1，3-偶极环加成到取代的炔烃上，选择性地形成4-区域异构的4-异恶唑啉。加成过程的反应性和区域选择性是通过FMO原理来解释的。反应物之间的次级轨道相互作用会影响4-和5-区域异构的4-异恶唑啉的过渡态，而空间效应受到N-烷基硝酮的实验所限制。
• Acid-Catalyzed 1,3-Dipolar Cycloaddition of 2<i>H</i>-Azirines with Nitrones: An Unexpected Access to 1,2,4,5-Tetrasubstituted Imidazoles
  作者：Anikó Angyal、András Demjén、János Wölfling、László G. Puskás、Iván Kanizsai

  DOI：10.1021/acs.joc.9b03288

  日期：2020.3.6

  The first 1,3-dipolar cycloaddition of 2H-azirines with nitrones, a straightforward approach toward the regioselective synthesis of 1,2,4,5-tetrasubstituted imidazoles, is reported. This trifluoroacetic acid-catalyzed protocol tolerates a broad range of aliphatic and aromatic substrates, offering an efficient access to highly diverse, multisubstituted imidazoles in isolated yields up to 83% under mild

  据报道，2H-叠氮基与硝酮的第一个1,3-偶极环加成反应是对1,2,4,5-四取代的咪唑进行区域选择性合成的直接方法。该三氟乙酸催化的方案可耐受多种脂族和芳族底物，在温和条件下，分离出的收率高达83％，可高效获得高度多样化的多取代咪唑。
• Nitrone—XI Isoxazolidin-verbindungen—VIII
  作者：H. Stamm、H. Steudle

  DOI：10.1016/0040-4020(79)87010-6

  日期：1979.1

  The two step procedure of the Reformatzky reaction with nitrones enables the synthesis of 2-alkyl 3-aryl 5-isoxazolidinones from α-bromo esters and such nitrones, which are too basic for the one step procedure, Diethyl α-bromo methylmalonate is especially suited for the Reformatzky reaction with nitrones, yielding the E-isomer of the corresponding isoxazolidinone. Reaction of ethyl α-bromo butyrate

  Reformatzky与硝酮反应的两步程序可以从α-溴酸酯和此类硝酮合成2烷基3-芳基5-异恶唑烷酮，这对于一步法而言太碱性了，α-溴甲基丙二酸二乙酯特别适合用于与硝酮的重整反应，得到相应的异恶唑烷酮的E-异构体。α-溴代丁酸乙酯的反应主要产生Z-异构体，从中得出关于一次加成步骤的过渡态的结论。
• Regulators for controlling linear and pseudo-ring expansion polymerization of vinyl monomers
  申请人：DISPOLTEC B.V.

  公开号：US10947325B2

  公开（公告）日：2021-03-16

  New regulator compounds for a novel polymerization process for vinyl monomers, which yields polymers with improved control over composition and nearly full to full conservation of architectural integrity up to high conversion. The regulator compounds are defined by according to anyone of the Formulas 1A, 1B, 1C, 1D, 1E, 1F, 1G, 1H and 1I: wherein R1 stands for an optionally substituted secondary or tertiary alkyl or secondary or tertiary aralkyl; Z1 stands for —CN or a carboxylic acid ester of formula C(O)OR21; Z2 may be chosen from the group of —CN, carboxylic acid, salts of carboxylic acids, carboxylic acid ester, carboxylic acid amides, (hetero)aryl, alkenyl and halogen; R2, R3, R4 and R5 are each independently chosen from the group of H, alkyl, aralkyl, (hetero)aryl, —CN and carboxylic acid ester of formula C(O)OR22; R7 stands for a primary alkyl or primary aralkyl, —CN or hydrogen; Y stands for a bridging group and n is 2, 3, 4, 5 or 6; in case R1 stands for tertiary alkyl or tertiary aralkyl, R6 stands for a primary alkyl or primary aralkyl, —CN or a carboxylic acid ester of formula C(O)OR26; in case R1 stands for a secondary alkyl or secondary aralkyl, R6 stands for a primary or secondary alkyl or primary or secondary aralkyl, —CN, a carboxylic acid ester of formula C(O)OR26 or a phosphonic acid ester of formula P(O)(OR27)2, a (hetero)aryl or an alkenyl; R21, R22, R26 and R27 each independently stand for alkyl or aralkyl having from 1-30 carbon atoms, optionally containing heteroatoms.

  用于乙烯基单体新型聚合工艺的新型调节剂化合物，该工艺生产的聚合物可改善对成分的控制，并在高转化率条件下几乎完全保持结构的完整性。这些调节剂化合物是根据公式 1A、1B、1C、1D、1E、1F、1G、1H 和 1I 中的任何一个公式定义的： 其中 R1 代表任选取代的仲或叔烷基或仲或叔烷基；Z1 代表-CN 或式 C(O)OR21 的羧酸酯；Z2 可选自-CN、羧酸、羧酸盐、羧酸酯、羧酸酰胺、（杂）芳基、烯基和卤素；R2、R3、R4 和 R5 各自独立地选自 H、烷基、芳基、（杂）芳基、-CN 和式 C(O)OR22 的羧酸酯组；R7 代表伯烷基或伯芳基、-CN 或氢；如果 R1 代表叔烷基或叔芳烷基，R6 代表伯烷基或伯芳烷基、-CN 或式 C(O)OR26 的羧酸酯；R1代表仲烷基或仲烷基，R6代表伯烷基或仲烷基或伯烷基或仲烷基、-CN、式C(O)OR26的羧酸酯或式P(O)(OR27)2的膦酸酯、（杂）芳基或烯基；R21、R22、R26和R27各自独立地代表具有1-30个碳原子的烷基或芳烷基，可选择含有杂原子。