1,1'-亚甲基二(3-甲基哌啶) | 68922-17-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 1,1'-亚甲基二(3-甲基哌啶)
• 中文别名: 1,1&prime-亚甲基双(3-甲基哌啶)
• 英文名称: di(3-methylpiperidin-1-yl)methane
• 英文别名: 1,1'-methylenebis(3-methylpiperidine)；bis(3-methylpiperidino)methane；3-methyl-1-[(3-methylpiperidin-1-yl)methyl]piperidine
• CAS: 68922-17-8
• 化学式: C₁₃H₂₆N₂
• mdl: MFCD00006518
• 分子量: 210.363
• InChiKey: KLFHRQOZJWCFOI-UHFFFAOYSA-N

物化性质

• 沸点：
  160 °C/50 mmHg(lit.)
• 密度：
  0.887 g/mL at 25 °C(lit.)
• 闪点：
  113 °C

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi

反应信息

• 作为反应物：
  描述：

  白杨素 、 1,1'-亚甲基二(3-甲基哌啶) 以 1,4-二氧六环 为溶剂， 以68%的产率得到5,7-dihydroxy-6,8-bis[(3-methylpiperidin-1-yl)methyl]-2-phenyl-4H-chromen-4-one
  参考文献：
  名称：

  Synthesis of Aminomethyl Derivatives of Chrysin

  摘要：

  通过醛胺的作用研究了金丝桃素的氨基甲基化反应。合成了6,8-双取代的金丝桃素衍生物。

  DOI：

  10.1007/s10600-013-0760-4
• 作为产物：
  描述：

  聚合甲醛 、 3-甲基哌啶 以 乙腈 为溶剂， 反应 20.0h， 以90%的产率得到1,1'-亚甲基二(3-甲基哌啶)
  参考文献：
  名称：

  Gem-diamines as highly active organocatalysts for carbon–carbon bond formation

  摘要：

  Diamines with neighbour nitrogen atoms have been used as base catalysts in the Knoevenagel condensation reaction between benzaldehyde and ethyl cyanoacetoacetate. The catalytic results show that a good basic catalyst requires a combination of two factors: high proton affinity and the ability to return the proton to the oxoanion intermediate. Computational chemistry calculations show this by characterizing the reactants, products, and transition states and by calculating the activation energies of the different reaction steps. A diamine, di(3-methylpiperidine)methane (B), has been found with a higher catalytic activity than DMAN despite its lower proton affinity, demonstrating that not only the proton affinity, but also the steric ability to abstract the protons, are important in explaining the catalytic results. (c) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jcat.2006.11.029
• 作为试剂：
  描述：

  乙酰乙酸乙酯 、 苯甲醛 在 1,1'-亚甲基二(3-甲基哌啶) 作用下， 生成 2-苯亚甲基乙酰乙酸乙酯
  参考文献：
  名称：

  Gem-diamines as highly active organocatalysts for carbon–carbon bond formation

  摘要：

  Diamines with neighbour nitrogen atoms have been used as base catalysts in the Knoevenagel condensation reaction between benzaldehyde and ethyl cyanoacetoacetate. The catalytic results show that a good basic catalyst requires a combination of two factors: high proton affinity and the ability to return the proton to the oxoanion intermediate. Computational chemistry calculations show this by characterizing the reactants, products, and transition states and by calculating the activation energies of the different reaction steps. A diamine, di(3-methylpiperidine)methane (B), has been found with a higher catalytic activity than DMAN despite its lower proton affinity, demonstrating that not only the proton affinity, but also the steric ability to abstract the protons, are important in explaining the catalytic results. (c) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jcat.2006.11.029

文献信息

• [EN] PROCESS FOR PREPARING 1,2,3,9-TETRAHYDRO-9-METHYL-3-[(2-METHYL-1H-IMIDAZOLE-1-YL)METHYL]-4H-CARBAZOL-4-ONE OR ITS SALT<br/>[FR] PROCEDE DE PREPARATION DE 1,2,3,9-TETRAHYDRO-9-METHYL-3-[(2-METHYL-1H-IMIDAZOLE-1-YL)METHYL]-4H-CARBAZOL-4-ONE OU D'UN SEL DE CELUI-CI
  申请人：YUHAN CORP

  公开号：WO2005037822A1

  公开（公告）日：2005-04-28

  1,2,3,9-tetrahydro-9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]- 4H-carbazol-4-one or its salt is prepared in high yield by reacting a compound of formula 2 with a compound of formula 3 and a compound of formula 4 in the presence of an acid, an alkylsilylhalide compound or an acylhalide compound, in an solvent, and thus, such an inventive process can be favorably applied to a large-scale mass production thereof.

  1,2,3,9-四氢-9-甲基-3-[(2-甲基-1H-咪唑-1-基)甲基]-4H-咔唑-4-酮或其盐是通过在酸、烷基硅卤化物化合物或酰卤化物化合物的存在下，将式2的化合物与式3的化合物和式4的化合物反应，在溶剂中高产率制备的，因此，这种创新的过程可以有利地应用于其大规模生产。
• Modified Coumarins. 11. Synthesis and Biological Activity of Mannich Bases of Substituted 1,3-Dihydrocyclopenta[c]chromen-4-ones
  作者：Ya. L. Garazd、T. N. Panteleimonova、M. M. Garazd、V. P. Khilya

  DOI：10.1023/b:conc.0000003410.74701.dc

  日期：2003.7

  Mannich bases containing the dialkylaminomethyl group in the 6- and 8-positions of 2,3-di-hydrocyclopenta[c]chromen-4-ones were prepared by condensation of 7- and 9-hydroxy-2,3-dihydrocyclopenta[c]chromen-4-ones with substituted 1,1-diaminomethanes. The effects of 8-chloro-7-hydroxy-6-(1-pyrrolidinylmethyl)-2,3-dihydrocyclopenta[c]chromen-4-one and 8-chloro-7-hydroxy-6-(morpholinomethyl)-2,3-dihyd

  曼尼希碱在 2,3-di-hydrocyclopenta[c]chromen-4-ones 的 6-和 8-位含有二烷基氨基甲基，是通过 7-和 9-羟基-2,3-dihydrocyclopenta[c] 缩合制备的chromen-4-ones 与取代的 1,1-二氨基甲烷。8-chloro-7-hydroxy-6-(1-pyrrolidinylmethyl)-2,3-dihydrocyclopenta[c]chromen-4-one 和 8-chloro-7-hydroxy-6-(morpholinomethyl)-2,3 的作用-dihydrocyclopenta[c]chromen-4-one 对中枢和外周神经系统进行了定义，并能够预测镇静和精神安定特性的存在。
• Synthesis of aminomethyl derivatives of sophoricoside
  作者：S. P. Bondarenko、M. S. Frasinyuk、V. P. Khilya

  DOI：10.1007/s10600-012-0151-2

  日期：2012.3

  Aminomethylation of the natural isoflavonoid sophoricoside (genistein-4-O-β-D-glucoside) was studied. It was shown that the most convenient method for performing the aminomethylation was the use of aminals. 6,8-bis-Substituted derivatives of sophoricoside were synthesized.

  研究了天然异黄酮槐糖苷（染料木素-4-O-β-D-葡萄糖苷）的氨甲基化。结果表明，进行氨基甲基化最方便的方法是使用酰胺基。合成了槐糖苷的 6,8-双取代衍生物。
• Suppression of the evolution of hydrogen sulfide gases from petroleum residua
  申请人：PETROLITE CORPORATION

  公开号：EP0383499A3

  公开（公告）日：1990-10-03

  Hydrogen sulfide gas evolution during storage or transport of petroleum residua are suppressed by the incorporation of an effective amount of a diamine of the formula wherein R₁, R₂, R₃, and R₄ are independently an alkyl radical containing 1 to 14 carbon atoms, (CH₂)n-OR₆ or cycloalkyl containing 5 or 6 carbon atoms and R₅ is hydrogen or methyl. R₁ and R₂ and R₃ and R₄ can be alkylene groups joined together with their respective adjacent N to form a heterocyclic ring. R₆ is hydrogen or an alkyl radical having 1 to 5 carbon atoms and n is an integer of 1 to 5.

  在石油残渣的储存或运输过程中，加入一定量的以下公式中R₁、R₂、R₃和R₄分别独立地表示含有1至14个碳原子的烷基基团，(CH₂)n-OR₆或含有5或6个碳原子的环烷基，而R₅为氢或甲基的二胺化合物，可以抑制氢硫酸气体的生成。其中，R₁和R₂以及R₃和R₄可以是相邻的氮原子结合在一起的亚烷基基团，形成杂环环。R₆为氢或具有1至5个碳原子的烷基基团，n为1至5的整数。
• [EN] PRODUCTION METHOD OF FLUOROETHERCARBOXYLIC ACID FLUORIDE AND FLUOROETHERCARBOXYLIC ACID<br/>[FR] PROCÉDÉ DE PRODUCTION DE FLUORURE D'ACIDE FLUOROÉTHERCARBOXYLIQUE ET D'ACIDE FLUOROÉTHERCARBOXYLIQUE
  申请人：DAIKIN IND LTD

  公开号：WO2010038902A1

  公开（公告）日：2010-04-08

  The present invention is a production method of a fluoroethercarboxylic acid fluoride, comprising the step of selectively producing a fluoroethercarboxylic acid fluoride represented by the formula (I): CF3O(CF(CF3)CF2O)CF(CF3)COF (I) by reacting hexafluoropropylene oxide with carbonyl fluoride in a solvent at a temperature of -30 to 40 °C in the presence of a catalyst, wherein the catalyst comprises at least one species selected from the group consisting of metal fluorides, tertiary amines, tertiary diamines and tetraalkylammonium salts, and the solvent is an aprotic polar solvent.

  本发明是一种氟醚羧酸氟的生产方法，包括以下步骤：在溶剂中，在催化剂的存在下，通过反应六氟丙烷氧化物和羰基氟，以选择性地生产由式(I)表示的氟醚羧酸氟：CF3O(CF(CF3)CF2O)CF(CF3)COF (I)。其中，催化剂包括金属氟化物、三级胺、三级二胺和四烷基铵盐中至少一种物种，溶剂为无水极性溶剂，反应温度在-30到40°C之间。

表征谱图