1-methyl-2-adamantol | 28786-69-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-methyl-2-adamantol
• 英文别名: 1-methyl-2-adamantanol；1-Methyladamantan-2-ol
• CAS: 28786-69-8
• 化学式: C₁₁H₁₈O
• 分子量: 166.263
• InChiKey: WAWDOXBVBCAQBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-methyl-2-adamantol 在 四氯化碳 、 三苯基膦 作用下， 生成 2-chloro-1-methyladamantane
  参考文献：
  名称：

  二卤金刚烷：闭环与重排或卤素置换反应

  摘要：

  合成了三种二卤代金刚烷 [即 2-溴-1-(氯甲基)金刚烷 (1)、1-(溴甲基)-2-氯金刚烷 (2) 和 2-溴-1-(溴甲基)金刚烷 (3)]，并且研究了它们通过使用金属钠或烷基锂试剂进行的相应闭环反应。化合物 1 在甲苯或四甘醇二甲醚中与 Na 反应，得到 1,2-甲基金刚烷 (4) 作为主要产物。然而，相应的反应，当使用 2 和 3 作为底物时，产生甲基金刚烷 (5) 或 4-亚甲基原金刚烷 (6) 作为主要反应产物。1 和 2 与 tBuLi 或 nBuLi 的相应反应得到少量 4、5 和 6 以及相应的单卤化物，即 1-(氯甲基)金刚烷 (7) 和 2-氯-1-甲基金刚烷 (8)，它们构成了这些反应的主要产物。

  DOI：

  10.1002/ejoc.200400121
• 作为产物：
  描述：

  4-(methylene)protoadamantane 生成 1-methyl-2-adamantol
  参考文献：
  名称：

  乙酸3-高金刚烷热解为4-亚甲基原金刚烷和3-乙烯基去甲金刚烷

  摘要：

  乙酸3-高金刚烷在500-600°C的温度下热解，生成4-亚甲基原金刚烷和3-乙烯基降金刚烷，它们通过臭氧分解，氢化和重排反应转化为各种衍生物。

  DOI：

  10.1039/c39720001310

文献信息

• Ion-Molecule Complexes in 1,2-Alkyl Shifts
  作者：Andrea Gappa、Ekkehard Herpers、Roland Herrmann、Volker Huelsewede、Wilhelm Kappert、Matthias Klar、Wolfgang Kirmse

  DOI：10.1021/ja00154a010

  日期：1995.12

  The internal return of neutral leaving groups was studied in rearrangements of polycyclic systems (2-norpinyl --> 2-norbornyl, endo- --> exo-tricyclo[5.2.1.0(2,6)]dec-8-yl, bicyclo[3.2.0]hept-2-yl --> 7-norbornyl, and 4-protoadamantyl --> 2-adamantyl). Acid catalysis was applied to O-18-labeled alcohols in aqueous organic solvents, to alcohols in methanol, and to ethers R-O-R' in alcohols R''-OH. The leaving group was found to attack the migration origin in competition with solvent molecules, Return:exchange ratios were obtained from product distributions, either directly or by kinetic simulation (in cases of partial exchange prior to rearrangement). If departure and return of the leaving group occur on the same side of the carbon framework, return:exchange ratios ranging from 1 to 11.5 were observed. Less internal return was found for bridged than for open carbocations, Migration of the departing molecule to the opposite face (exo reversible arrow endo) or to a beta carbon is a minor process (return:exchange 0.1), in accordance with previous reports on inverting displacements and allylic 1,3 shifts. These data are rationalized in terms of short-lived ion-molecule (ion-dipole) complexes whose collapse competes with ligand exchange.
• Adamantanes and related compounds. XI. Rearrangement during thermal decomposition of 3-homoadamantyl acetate
  作者：Benjamin L. Adams、Peter Kovacic

  DOI：10.1021/ja00843a036

  日期：1975.5
• POLYMER AND COMPOSITIONS THEREOF FOR FORMING PATTERNED LAYERS AFTER IMAGE-WISE EXPOSURE TO ACTINIC RADIATION
  申请人：Sumitomo Bakelite Company, Ltd.

  公开号：EP2731994A2

  公开（公告）日：2014-05-21
• [EN] A SELF-IMAGEABLE LAYER FORMING POLYMER AND COMPOSITIONS THEREOF<br/>[FR] POLYMÈRE FORMANT DES COUCHES AUTO-IMAGEABLES ET COMPOSITIONS ASSOCIÉES
  申请人：SUMITOMO BAKELITE CO

  公开号：WO2013010190A2

  公开（公告）日：2013-01-17

  Copolymers and compositions thereof useful for forming self-imageable films encompassing such copolymers are disclosed. Such copolymers encompass norbornene-type repeating units and maleic anhydride-type repeating units where at least some of such and maleic anhydride-type repeating units have been ring-opened. The films formed from such copolymer compositions provide self imageable, low-k, thermally stable layers for use in microelectronic and optoelectronic devices.