F-Adamantanone | 141635-73-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: F-Adamantanone
• 英文别名: 1,3,4,4,5,6,6,7,8,8,9,9,10,10-Tetradecafluorotricyclo[3.3.1.1~3,7~]decan-2-one；1,3,4,4,5,6,6,7,8,8,9,9,10,10-tetradecafluoroadamantan-2-one
• CAS: 141635-73-6
• 化学式: C₁₀F₁₄O
• 分子量: 402.087
• InChiKey: GPHLNASZLNOFTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  F-Adamantanone 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以93%的产率得到2-hydryl-F-adamantan-2-ol
  参考文献：
  名称：

  Highly Fluorinated Adamantanols:  Synthesis, Acidities, and Reactivities

  摘要：

  Aerosol direct fluorination of 1-adamantyl acetate produces F-1-adamantyl trifluoroacetate and 2-hydryl-F-1-adamantyl trifluoroacetate in a near 1:1 ratio. Hydrolyses of these two esters give the corresponding alcohols, F-adamantan-1-ol and 2-hydryl-F-adamantan-1-ol. 2-Hydryl-F-adamantan-2-ol is synthesized by LiAlH4 reduction of F-adamantanone, The acidities of these alcohols and the rates of their acetylation reactions were measured. A H-1 NMR study of their hydrogen bonding with t-BuOCH(3) is described.

  DOI：

  10.1021/jo9511096
• 作为产物：
  描述：

  金刚烷酮 在 fluorine 作用下， 生成 F-Adamantanone
  参考文献：
  名称：

  Synthesis and nucleophilic and photochemical reactions of F-adamantanone

  摘要：

  DOI：

  10.1021/jo00041a045

文献信息

• Perfluoroadamantly acrylate compound and intermediate therefor
  申请人：Tanaka Shinji

  公开号：US20050131247A1

  公开（公告）日：2005-06-16

  A perfluoroadamantyl acrylate compound which is highly useful as a raw material for functional resins,etc.;and an intermediate therefore. The perfluoroadamantyl acrylate compound comprises perfluoroadamantane having a CH 2 ═C(R)COO group(wherein R is a hydrogen atom, a methyl group or a trifluoromethyl group) at the 1 -position, at each of the 1 - and 3 -positions, at each of the 1 -, 3 - and 5 -positions, at each of the 1 -, 3 -, 5 - and 7 -positions, or at the 2-position.

  一种全氟金刚烷丙烯酸酯化合物及其中间体，该化合物可用作功能性树脂等的原料，用途广泛。全氟金刚烷丙烯酸酯化合物包括全氟金刚烷，其 CH 2 C(R)COO基团（其中 R 是氢原子、甲基或三氟甲基）的全氟金刚烷。 1 -位、1 1 - 和 3 -位置，在每个 1 -, 3 - 和 5 -位置，在每个 1 -, 3 -, 5 - 和 7 -位或 2 位。
• PERFLUOROADAMANTYL ACRYLATE COMPOUND AND INTERMEDIATE THEREFOR
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：EP1460057B1

  公开（公告）日：2006-12-13
• Onset on Anh Hyperconjugation in the Transition State of Carbonyl Addition by Deactivation of Periplanar Vicinal Bonds
  作者：Mira Kaselj、James L. Adcock、Huimin Luo、Huqiu Zhang、Haifang Li、William J. le Noble

  DOI：10.1021/ja00132a007

  日期：1995.7

  The previously observed preferential syn delivery of-hydride anion in the reduction of the carbonyl group of 5-fluoroadamantan-2-one is inverted if the identities of all hydrogen and fluorine atoms are reversed. A similar and somewhat smaller alteration is observed in the reduction of 5-chloroperfluoroadamantan-2-one. The interpretation is that the periplanar bonds are then no longer capable of stabilizing the transition state by electron donation, and instead do so by accepting electron density from the incipient bond into the sigma* orbitals. The configurations of the reduction products were deduced from their F-19 NMR spectra by means of a chemical shift additivity procedure.
• US7084295B2
  申请人：——

  公开号：US7084295B2

  公开（公告）日：2006-08-01