1-Amino-bicyclo<3.3.1>nonan | 17530-64-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-Amino-bicyclo<3.3.1>nonan
• 英文别名: 1-Aminobicyclononan；1-Amino-bicyclo[3.3.1]nonan；Bicyclo[3.3.1]nonanamine；bicyclo[3.3.1]nonan-1-amine
• CAS: 17530-64-2
• 化学式: C₉H₁₇N
• mdl: MFCD00498702
• 分子量: 139.241
• InChiKey: MZKHNNHHGGKELH-UHFFFAOYSA-N

物化性质

• 沸点：
  206.0±8.0 °C(Predicted)
• 密度：
  0.973±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-Amino-bicyclo<3.3.1>nonan 生成 1-Dimethylaminobicyclo-<3.3.1>-nonan
  参考文献：
  名称：

  Bredt's rule. Bicyclo[3.3.1]non-1-ene

  摘要：

  DOI：

  10.1021/ja00999a050
• 作为产物：
  描述：

  bicyclo[3.3.1]nonan-1-carboxylic acid 生成 1-Amino-bicyclo<3.3.1>nonan
  参考文献：
  名称：

  Bredt's rule. III. Synthesis and chemistry of bicyclo[3.3.1]non-1-ene

  摘要：

  DOI：

  10.1021/ja00707a035

文献信息

• Alcohol Oxidation Catalyst and Method of Synthesizing the Same
  申请人：Iwabuchi Yoshiharu

  公开号：US20070232838A1

  公开（公告）日：2007-10-04

  An organic oxidation catalyst for alcohols which is environmentally less harmful and with which efficient oxidation can be conducted. The oxidation catalyst for alcohols is a 1-alkyl-2-azadamantan-N-oxyl which has a nitroxyl group incorporated in the adamantane skeleton and was synthesized from as a base material a bicyclic compound obtained by the Grob-type ring-opening reaction of 1,3-adamantanediol. Due to the nitroxyl group on the adamantane skeleton, the α-position hydrogen is stabilized based on Bredt's rule and the stability of the oxoammonium group generated by the oxidation thereof is ensured. Compared to TEMPO, which is a conventional oxidation catalyst, this catalyst is reduced in steric hindrance and is usable in a wide range of reaction fields. Because of this, not only a primary alcohol but a secondary alcohol having a sterically complicated structure, which has been difficult to oxidize with TEMPO, can be oxidized at a high efficiency.

  这是一种对醇类进行高效氧化且环境友好的有机氧化催化剂。该醇类氧化催化剂是一种含有亚胺氧基的1-烷基-2-氮杂双环[10.2.1]戊烷-N-氧化物，其亚胺氧基嵌入了双环戊烷骨架中，并以1,3-戊二醇的Grob型开环反应产物为基础材料合成而成。由于双环戊烷骨架上的亚胺氧基，根据Bredt规则，α-位置的氢被稳定，确保氧化后生成的氧羟铵基团的稳定性。与传统氧化催化剂TEMPO相比，这种催化剂的立体位阻更小，可用于广泛的反应领域。因此，不仅可以高效地氧化一级醇，还可以氧化二级醇，即使其具有立体构型复杂的结构，在TEMPO中也难以氧化。
• ALCOHOL OXIDATION CATALYST AND METHOD OF SYNTHESIZING THE SAME
  申请人：TOHOKU UNIVERSITY

  公开号：EP1775296A1

  公开（公告）日：2007-04-18

  An organic oxidation catalyst for alcohols which is environmentally less harmful and with which efficient oxidation can be conducted. The oxidation catalyst for alcohols is a 1-alkyl-2-azadamantan-N-oxyl which has a nitroxyl group incorporated in the adamantane skeleton and was synthesized from as a base material a bicyclic compound obtained by the Grob-type ring-opening reaction of 1,3-adamantanediol. Due to the nitroxyl group on the adamantane skeleton, the α-position hydrogen is stabilized based on Bredt's rule and the stability of the oxoammonium group generated by the oxidation thereof is ensured. Compared to TEMPO, which is a conventional oxidation catalyst, this catalyst is reduced in steric hindrance and is usable in a wide range of reaction fields. Because of this, not only a primary alcohol but a secondary alcohol having a sterically complicated structure, which has been difficult to oxidize with TEMPO, can be oxidized at a high efficiency.

  一种对环境危害较小并能进行高效氧化的有机醇类氧化催化剂。这种醇类氧化催化剂是一种 1-烷基-2-氮杂金刚烷-N-氧代物，它的金刚烷骨架上含有一个亚硝基，是以 1,3-金刚烷二醇通过格劳博型开环反应得到的双环化合物为基料合成的。由于金刚烷骨架上含有硝基，根据布雷特法则，α 位氢得以稳定，并确保了由其氧化产生的氧氨基团的稳定性。与传统氧化催化剂 TEMPO 相比，该催化剂的立体阻碍减少，可用于广泛的反应领域。因此，不仅是伯醇，就连 TEMPO 难以氧化的立体结构复杂的仲醇也能高效氧化。
• SUBSTITUTED ETHYNYL GOLD-NITROGENATED HETEROCYCLIC CARBENE COMPLEX AND ORGANIC ELECTROLUMINESCENT DEVICE USING SAME
  申请人：Ube Industries, Ltd.

  公开号：EP1847545B1

  公开（公告）日：2013-03-06
• One-pot amination of cage hydrocarbons
  作者：M. V. Leonova、M. Yu. Skomorokhov、I. K. Moiseev、Yu. N. Klimochkin

  DOI：10.1134/s1070428015120064

  日期：2015.12

  A one-pot procedure has been proposed for the synthesis of amines directly from cage hydrocarbons. A number of cage amines have been synthesized by treatment of adamantane, its homologs, and structurally related cage hydrocarbons with nitric acid in acetic acid and subsequent addition of urea and heating.
• SASAKI, TADASHI;EGUCHI, SHOJI;OKANO, TAKASHI;WAKATA, YUICHI, J. ORG. CHEM., 1983, 48, N 22, 4067-4072
  作者：SASAKI, TADASHI、EGUCHI, SHOJI、OKANO, TAKASHI、WAKATA, YUICHI

  DOI：——

  日期：——