2-(2-Norbornyl)Pyridine | 97691-04-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-(2-Norbornyl)Pyridine
• 英文别名: 2-(2-Bicyclo[2.2.1]heptanyl)pyridine
• CAS: 97691-04-8
• 化学式: C₁₂H₁₅N
• 分子量: 173.258
• InChiKey: OAHRFFSZDKGJOH-UHFFFAOYSA-N

物化性质

• 沸点：
  283.3±9.0 °C(Predicted)
• 密度：
  1.065±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  吡啶 、 降冰片烯 在 C₃₄H₄₉AlN₃P₂Rh 作用下， 以 neat (no solvent) 为溶剂， 反应 18.0h， 以63%的产率得到2-(2-Norbornyl)Pyridine
  参考文献：
  名称：

  铑-铝配合物对吡啶的 C2 选择性烷基化

  摘要：

  报道了使用杂双金属 Rh-Al 催化剂对各种吡啶和吖嗪与未活化的烯烃和乙烯基芳烃进行 C2 和单选择性烷基化反应。脂肪族烯烃的使用专门提供线性烷基化产物，而乙烯基芳烃主要提供支化烷基化产物。通过DFT计算揭示了反应机理的细节：产物的还原消除是定速的，这与实验结果一致。基于变形/相互作用分析阐明了线性/分支选择性的起源。

  DOI：

  10.1016/j.tet.2021.132339

文献信息

• Photochemical generation of aliphatic radicals from benzophenone oxime esters: simple synthesis of alkylbenzenes and alkylpyridines
  作者：Masato Hasebe、Takashi Tsuchiya

  DOI：10.1016/s0040-4039(00)84763-2

  日期：1986.1

  aliphatic carboxylic acids and benzophenone oxime, in benzene and pyridine generates various primary, secondary and tertiary aliphatic radicals selectively, and corresponding alkylbenzenes and alkylpyridines are produced in good yields, respectively.

  用脂肪族羧酸和二苯甲酮肟制得的二苯甲酮肟酯在苯和吡啶中的光解选择性地产生各种伯，仲和叔脂族基团，并分别以高收率生产相应的烷基苯和烷基吡啶。
• Norbornyl pyridine derivatives, their production and compositions comprising them
  申请人：INTERNATIONAL FLAVORS & FRAGRANCES INC.

  公开号：EP0154844A1

  公开（公告）日：1985-09-18

  Described are norbornyl pyridine derivatives defined according to the generic structure: wherein R5, R5', R5", R5"' and R5"" each represents hydrogen or methyl with the proviso that at least four of R5, R5', R5". R5"' and Rs"" represent hydrogen; wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond and wherein the pyridinyl moiety is bonded to the norbornyl moiety at the 2' position of the norbornyl moiety and at either the 2 or the 4 position of the pyridinyl moiety as well as organoleptic uses thereof in augmenting or enhancing the aroma or taste of foodstuffs, chewing gums, toothpastes, chewing tobaccos, medicinal products, perfume compositions, colognes and perfumed articles including, but not limited to solid or liquid anionic, cationic, zwitterionic and nonionic detergents, cosmetic compositions, fabric softener compositions, fabric softener articles, hair preparations, and perfumed polymers. Also described are processes for preparing such compounds comprising reacting vinyl pyridines defined according to the structure: wherein one of R1 or R2 is hydrogen and the other of R1 or R2 is vinyl with a bicyclopentadiene derivative defined according to the structure: wherein R3, R3', R3", R3"' and R3"' each represents hydrogen or methyl with the proviso that at least four of R3, R3', R3", R3"' and R3"' represent hydrogen and wherein R4, R4', R4", R4"' and R4"' each represents hydrogen or methyl with at least four of R4, R4', R4", R4"' and R4"' representing hydrogen and then as desired hydrogenating the resulting product.

  所描述的是根据通用结构定义的降冰片基吡啶衍生物： 其中 R5、R5'、R5"、R5"'和 R5""各自代表氢或甲基，但 R5、R5'、R5"'和 R5""中至少有四个代表氢。R5"' 和 Rs"" 代表氢；其中虚线代表碳-碳单键或碳-碳双键，吡啶基在降冰片烷基的 2'位和吡啶基的 2 或 4 位上与降冰片烷基键合、口香糖、牙膏、嚼用烟草、医药产品、香水组合物、古龙水和加香物品，包括但不限于固体或液体阴离子、阳离子、齐聚离子和非离子洗涤剂、化妆品组合物、织物柔软剂组合物、织物柔软剂物品、头发制剂和加香聚合物。此外，还描述了制备此类化合物的工艺，包括使根据以下结构定义的乙烯基吡啶发生反应： 其中 R1 或 R2 中的一个是氢，R1 或 R2 中的另一个是乙烯基与根据结构定义的双环戊二烯衍生物反应： 其中 R3、R3'、R3"、R3"'和 R3"'各自代表氢或甲基，但 R3、R3'、R3"、R3"'和 R3"'中至少有四个代表氢；其中 R4、R4'、R4"、R4"'和 R4"'各自代表氢或甲基，但 R4、R4'、R4"、R4"'和 R4"'中至少有四个代表氢，然后根据需要将所得产物氢化。
• Rare-Earth-Catalyzed C–H Bond Addition of Pyridines to Olefins
  作者：Bing-Tao Guan、Zhaomin Hou

  DOI：10.1021/ja208129t

  日期：2011.11.16

  An efficient and general protocol for the ortho-alkylation of pyridines via C-H addition to olefins has been developed, using cationic half-sandwich rare-earth catalysts, which provides an atom-economical method for the synthesis of alkylated pyridine derivatives. A wide range of pyridine and olefin substrates including alpha-olefins, styrenes, and conjugated dienes are compatible with the catalysts.
• US4539143A
  申请人：——

  公开号：US4539143A

  公开（公告）日：1985-09-03
• US4568538A
  申请人：——

  公开号：US4568538A

  公开（公告）日：1986-02-04