1,3-Diethoxyadamantan | 69078-92-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-Diethoxyadamantan
• 英文别名: 1,3-diethoxyadamantane
• CAS: 69078-92-8
• 化学式: C₁₄H₂₄O₂
• 分子量: 224.343
• InChiKey: GZQRLVFIAKNFFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  三甲基乙氧基硅烷 、 1,3-二氟金刚烷 在 aluminium(III) triflate 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以82%的产率得到1,3-Diethoxyadamantan
  参考文献：
  名称：

  Synthesis of functionalized adamantanes from fluoroadamantanes

  摘要：

  Selective introduction of functional groups on the tert-carbon of adamantane was performed by substitution with fluorides. A methyl, phenacyl, aryl, cyclohexyl, alkoxy, or azido group was introduced into the adamantane skeleton without influencing the other functional groups present. Various functionalized adamantanes were synthesized using this scheme. A fluorinated analog of memantine (3-fluoro-5,7-dimethyl-1-adamantylammoniurn acetate 25) was synthesized from methyl 3,5-dimethyladamantane-1-carboxylate 6. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.02.059

文献信息

• Competing Fragmentation, Substitution and Elimination in the Solvolysis of Alkylated 3-Chloropropanols and their Ethers. Fragmentation reactions no. 28
  作者：Walter Fischer、Cyril A. Grob

  DOI：10.1002/hlca.19780610707

  日期：1978.11.1

  The unstrained 3-chloroalcohols 1a, 2a and 3a do not undergo solvolytic fragmentation in neutral and weakly acidic 80% ethanol, only substitution and elimination products being formed by the limiting SN1-E1 mechanisms. This also applies to the corresponding ethers 1b and 3b. Addition of sodium hydroxide causes the observed rate constants for the 3-chloroalcohols to rise steeply by factors of at least

  未应变3- chloroalcohols 1A，2A和3A中不发生在中性和弱酸性的80％乙醇溶剂化碎片，仅替代和消除产物由限制性形成小号Ñ 1 - E1的机制。这也适用于相应的醚1b和3b。加入氢氧化钠会使3-氯醇的观测到的速率常数急剧上升至少10 3至10 5倍。由于相反的离子强度效应，这些在较高的碱浓度下趋于稳定。而3a片段定量在碱的存在下1A和2A片段与消除竞争的Δ 3烯烃9A和10分别。2a还产生2％的氧杂环丁烷6b。
• OXIDATION CATALYST SYSTEM AND PROCESS FOR OXIDATION WITH THE SAME
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP0824962A1

  公开（公告）日：1998-02-25

  A substrate (e.g., a cycloalkane, a polycyclic hydrocarbon, an aromatic compound having a methyl group or methylene group adjacent to an aromatic ring) is oxidized with oxygen in the presence of an oxidation catalyst comprising an imide compound of the following formula (1) (e.g., N-hydroxyphthalimide), and a co-catalyst (except phosphovanadomolybdic acid) containing an element selected from the group consisting of Group 2A elements of the Periodic Table of Elements, transition metals (Group 3A to 7A elements, Group 8 elements, Group 1B elements and Group 2B elements of the Periodic Table of Elements) and Group 3B elements of the Periodic Table of Elements, for the formation of an oxide (e.g., a ketone, an alcohol, a carboxylic acid):    wherein R1 and R2 represent a substituent such as a hydrogen atom or a halogen atom, or R1 and R2 may together form a double bond or an aromatic or nonaromatic 5- to 12-membered ring, X is O or OH, and n is 1 to 3.

  底物（如环烷烃、多环烃、与芳香环相邻的具有甲基或亚甲基的芳香族化合物）在氧化催化剂存在下被氧气氧化，氧化催化剂包括下式(1)的亚胺化合物（如：N-羟基邻苯二甲酰亚胺）和助催化剂（磷酰二钼酸除外），助催化剂含有选自元素周期表 2A 族元素组成的组的元素、N-羟基邻苯二甲酰亚胺），以及含有选自元素周期表 2A 族元素、过渡金属（元素周期表 3A 族至 7A 族元素、8 族元素、1B 族元素和 2B 族元素）和 3B 族元素组成的组的元素的助催化剂（磷钒钼酸除外），以形成氧化物（如酮、醇、羧酸）： 其中 R1 和 R2 代表取代基，如氢原子或卤素原子，或 R1 和 R2 可共同形成双键或芳香族或非芳香族 5 至 12 元环，X 为 O 或 OH，n 为 1 至 3。
• Oxidation catalytic system and oxidation process
  申请人：Daicel Chemical Industries, Ltd.

  公开号：EP0858835A1

  公开（公告）日：1998-08-19

  A substrate (e.g., a cycloalkane, a polycyclic hydrocarbon, an aromatic compound having a methyl group) is oxidized with oxygen in the presence of an oxidation catalytic system comprising an imide compound of the following formula (1) (e.g. N-hydroxyphthalimide) and a co-catalyst containing a element selected from Group 3 to 12 elements (in particular, Group 4 to 11 elements) of the Periodic Table of Elements. The co-catalyst comprises a compound contains plural elements (except heteropolyacid and a combination of Group 7 and 8 elements of the Periodic Table of Elements), and is useful for the formation of an oxide (e.g., a ketone, an alcohol, a carboxylic acid):    wherein R1 and R2 represent a substituent such as a hydrogen atom or a halogen atom, or R1 and R2 may together form a double bond or an aromatic or nonaromatic 5- to 12-membered ring, X is O or OH, and n is 1 to 3.

  底物（如环烷烃、多环烃、具有甲基的芳香族化合物）在由下式(1)的酰亚胺化合物（如 N-羟基邻苯二甲酰亚胺）和含有选自元素周期表第 3 至 12 族元素（特别是第 4 至 11 族元素）的助催化剂组成的氧化催化系统存在的情况下与氧进行氧化。助催化剂由含有多种元素（杂多酸和元素周期表第 7 族和第 8 族元素的组合除外）的化合物组成，可用于形成氧化物（如酮、醇、羧酸）： 其中 R1 和 R2 代表取代基，如氢原子或卤素原子，或 R1 和 R2 可共同形成双键或芳香族或非芳香族 5 至 12 元环，X 为 O 或 OH，n 为 1 至 3。
• Oxidation catalytic system and oxidation process using same
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP1258292A1

  公开（公告）日：2002-11-20

  The present invention relates to an oxidation catalytic system which comprises an imide compound and a co-catalyst comprising a compound containing a Group 7A element of the Periodic Table of Elements, and a compound containing a Group 8 element of the Periodic Table of Elements. The present invention further relates to a process for oxidation which comprises the step of contacting a substrate with oxygen in the presence of said oxidation catalytic system.

  本发明涉及一种氧化催化体系，该体系包括一种亚胺化合物和一种助催化剂，助催化剂包括一种含有元素周期表第7A族元素的化合物和一种含有元素周期表第8族元素的化合物。本发明还涉及一种氧化工艺，该工艺包括在上述氧化催化体系存在下使底物与氧气接触的步骤。
• USE OF AN OXIDATION CATALYST SYSTEM AND PROCESS FOR OXIDATION WITH THE SAME
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP0824962B1

  公开（公告）日：2003-05-07