环己基甲醛环己基亚胺 | 138469-42-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 环己基甲醛环己基亚胺
• 英文名称: Cyclohexylcarboxaldehyde cyclohexylimine
• 英文别名: cyclohexylmethylenecyclohexylamine
• CAS: 138469-42-8
• 化学式: C₁₃H₂₃N
• 分子量: 193.332
• InChiKey: JJKFACXTVSOZFK-SDNWHVSQSA-N

物化性质

• 沸点：
  305.4±15.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  环己基甲醛环己基亚胺 在 N-氯代丁二酰亚胺 、 sodium methylate 、 草酸 作用下， 以 甲醇 、 四氯化碳 、 二氯甲烷 、 水 为溶剂， 反应 27.0h， 生成 1-cyclohexene-1-carboxaldehyde
  参考文献：
  名称：

  Kimpe, Norbert De; Stevens, Christian, Bulletin des Societes Chimiques Belges, 1990, vol. 99, # 1, p. 41 - 46

  摘要：

  DOI：
• 作为产物：
  描述：

  1-cyclohexyl-1-aza-spiro[2.5]octane 生成 环己基甲醛环己基亚胺
  参考文献：
  名称：

  DE KIMPE N.; VERHE R.; DE BUYCK L.; SCHAMP N., REC. TRAV. CHIM. , 1977, 96, NO 9, 242-246

  摘要：

  DOI：

文献信息

• A BEt₃-Base Catalyst for Amide Reduction with Silane
  作者：Wubing Yao、Huaquan Fang、Qiaoxing He、Dongjie Peng、Guixia Liu、Zheng Huang

  DOI：10.1021/acs.joc.9b00277

  日期：2019.5.17

  herein is the development of a simple but practical catalytic system for the selective reduction of amides with hydrosilane or hydrosiloxane. Low-cost and readily available triethylborane (1.0 M in THF), in combination with a catalytic amount of an alkali metal base, was found to catalyze the reduction of all three amide classes (tertiary, secondary, and primary amides) to form amines under mild conditions

  本文报道了一种简单但实用的催化体系的开发，该体系用于用氢硅烷或氢硅氧烷选择性还原酰胺。发现低成本且易于获得的三乙基硼烷（在THF中为1.0 M）与催化量的碱金属碱结合，可催化所有三种酰胺类别（叔，仲和伯酰胺）的还原反应，从而在室温下形成胺。温和的条件。另外，还可以通过使用BEt 3和碱的适当组合来实现将仲酰胺选择性转化为醛亚胺和将伯酰胺选择性转化为腈。这些赌注3的范围碱催化的酰胺氢化硅烷化反应已被深入研究。机理研究的初步结果表明，经过改进的Piers硅烷Si–H···B活化方式，其中BEt 3提取氢化物的过程是通过烷氧基或氢氧根阴离子与Si中心的配位来促进的。
• Ester compounds and their preparation, polymers, resist compositions and patterning process
  申请人：Ohashi Masaki

  公开号：US20080008965A1

  公开（公告）日：2008-01-10

  Novel ester compounds having formulae (1) to (4) wherein A 1 is a polymerizable functional group having a carbon-carbon double bond, A 2 is oxygen, methylene or ethylene, R 1 is a monovalent hydrocarbon group, R 2 is H or a monovalent hydrocarbon group, any pair of R 1 and/or R 2 may form an aliphatic hydrocarbon ring, R 3 is a monovalent hydrocarbon group, and n is 0 to 6 are polymerizable into polymers. Resist compositions comprising the polymers as a base resin are thermally stable and sensitive to high-energy radiation, have excellent sensitivity and resolution, and lend themselves to micropatterning with electron beam or deep-UV.

  具有以下化学式（1）至（4）的新酯化合物，其中A1是具有碳-碳双键的可聚合官能团，A2是氧、亚甲基或乙烯基，R1是一价碳氢基团，R2是氢或一价碳氢基团，任意一对R1和/或R2可能形成脂肪烃环，R3是一价碳氢基团，n为0至6，可聚合成聚合物。作为基础树脂的聚合物组成物具有热稳定性，并对高能辐射敏感，具有出色的敏感度和分辨率，并适用于电子束或深紫外微图案化。
• Efficient Catalytic Effects of Lewis Acids in the 1,3-Dipolar Cycloaddition Reactions of Carbonyl Ylides with Imines
  作者：Hiroyuki Suga、Yasutaka Ebiura、Kazuaki Fukushima、Akikazu Kakehi、Toshihide Baba

  DOI：10.1021/jo051743b

  日期：2005.12.1

  products, but rather the dimeric product of the corresponding carbonyl ylide. In contrast, in the presence of Lewis acids such as Yb(OTf)3, the 1,3-dipolar cycloaddition reactions of the corresponding 1-methoxy-2-benzopyrylium-4-olate proceeded smoothly with several imines, giving in most cases exo-selectivity and no formation of the dimeric product. When Yb(OTf)3 was used as a Lewis acid catalyst

  发现由串联的分子内类胡萝卜素-羰基环化反应生成的亚胺和羰基酰间1,3-偶极环加成反应可被路易斯酸（10摩尔％）有效地催化。在没有路易斯酸的情况下，Rh 2（OAc）4催化邻-（甲氧羰基）-α-二重氮苯乙酮与亚胺如N- [2-（苄氧基）亚苄基]苯胺的反应没有得到1,3-偶极环加成产物，而是相应的羰基叶立德的二聚体产物。相反，在路易斯酸如Yb（OTf）3的存在下，相应的1-甲氧基-2-苯并吡啶-4-油酸酯的1,3-偶极环加成反应可与几种亚胺平稳地进行，在大多数情况下为外显子。-选择性，没有形成二聚产物。当Yb（OTf）3用作路易斯酸催化剂时，在亚胺与1-重氮-5-苯基-2,5-戊二酮，1-重氮- 2,5-己二酮和重氮甲基2,3,4,5-四氯-6-甲氧基羰基苯乙酮。通过使用ONIOM（B3LYP / 6-31G（d）：PM3）方法的计算，可以根据存在和不存在路易斯酸的情况下的环加成能，令人满意地解释这种有效的催化作用。
• ESTER COMPOUNDS AND THEIR PREPARATION, POLYMERS, RESIST COMPOSITIONS AND PATTERNING PROCESS
  申请人：OHASHI Masaki

  公开号：US20110039204A1

  公开（公告）日：2011-02-17

  Novel ester compounds having formulae (1) to (4) wherein A 1 is a polymerizable functional group having a carbon-carbon double bond, A 2 is oxygen, methylene or ethylene, R 1 is a monovalent hydrocarbon group, R 2 is H or a monovalent hydrocarbon group, any pair of R 1 and/or R 2 may form an aliphatic hydrocarbon ring, R 3 is a monovalent hydrocarbon group, and n is 0 to 6 are polymerizable into polymers. Resist compositions comprising the polymers as a base resin are thermally stable and sensitive to high-energy radiation, have excellent sensitivity and resolution, and lend themselves to micropatterning with electron beam or deep-UV.

  具有公式（1）至（4）的新型酯化合物，其中A1是具有碳-碳双键的可聚合官能团，A2是氧、亚甲基或乙烯基，R1是一价碳氢基团，R2是氢或一价碳氢基团，任意一对R1和/或R2可以形成脂环烃环，R3是一价碳氢基团，n为0至6，这些化合物可聚合成聚合物。以这些聚合物为基础树脂的抗蚀剂组合物具有热稳定性和对高能辐射的敏感性，具有优异的敏感性和分辨率，并适用于电子束或深紫外微图案化。
• Neighboring group participation in Lewis acid-promoted [3 + 4] and [3 + 5] annulations. The stereocontrolled synthesis of tricyclic ethers
  作者：Gary A. Molander、Kimberly O. Cameron

  DOI：10.1021/jo00074a018

  日期：1993.10

  A variety of 1,4- and 1,5-keto aldehydes derived from cycloalkanes are coupled with the bis(trimethylsilyl) enol ether of methyl acetoacetate in the presence of either TMSOTf or TrSbCl6 to generate tricyclic ethers. The reactions proceed with excellent regiochemical control by a mechanism involving neighboring group participation. This mechanism involves initial formation of a bicyclic oxocarbenium ion intermediate from the keto aldehyde substrates. The geometries of selected bicyclic intermediates have been optimized using the AM1 method allowing successful prediction of the stereochemical outcomes in the cyclization in most cases. Epimerization of alpha-chiral keto aldehyde substrates does not appear to occur in these Lewis acid-promoted annulation reactions.