金刚烷-1,3-二醇单乙酸酯 | 56137-59-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 金刚烷-1,3-二醇单乙酸酯
• 英文名称: 1-hydroxy-3-acetoxyadamantane
• 英文别名: 1-acetyloxy-3-adamantanol；1-Acetoxy-3-hydroxyadamantan；1-Oxy-3-acetoxyadamantan；(3-hydroxy-1-adamantyl) acetate
• CAS: 56137-59-8
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: HUJWKUYIFQXZEA-UHFFFAOYSA-N

物化性质

• 沸点：
  287.9±13.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿、DCM、乙酸乙酯

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  p-Toluolsulfonsaeure-(3-acetoxy-1-adamantyl)ester 在 1,4-二氧六环 、 水 、 三乙胺 作用下， 生成 金刚烷-1,3-二醇单乙酸酯
  参考文献：
  名称：

  Herstellung和Solvolyse von 3- subituierten p - Toluolsulfonsäure-（1-adamantyl）estern

  摘要：

  3-取代的1-金刚烷基甲苯磺酸盐的制备和溶剂化

  DOI：

  10.1002/hlca.19820650607

文献信息

• Polar Effects. X. Polar Substituent Effects in the Solvolysis of 3-Substituted 1-Adamantyl Bromides and Toluenesulfonates
  作者：Cyril A. Grob、Bruno Schaub

  DOI：10.1002/hlca.19820650606

  日期：1982.9.22

  p-toluenesulfonates 3a-3k in ethanol/water 80:20 correlate well with the respective inductive substituent constants σ. The reaction constant ρ for the toluenesulfonates 3 is 10% larger than for the corresponding bromides 2, indicating somewhat more charge separation in the activation of the toluenesulfonates. Evidence is presented that stabilization of the resultant 1-adamantyl cations by induction involves graded

  3-取代的金刚烷基对甲苯磺酸盐3a - 3k在乙醇/水80:20中的速率常数与各自的感应取代基常数σ紧密相关。甲苯磺酸盐3的反应常数ρ比相应的溴化物2大10％，这表明在甲苯磺酸盐的活化中电荷分离稍微更多。证据表明，通过感应稳定生成的1-金刚烷基阳离子涉及1，3-桥连，这在取代基为电离基团时是有利的，而正电子给体的稳定涉及C，C-超共轭。甲苯磺酸盐3和溴化物1的比率超过10 3，并且几乎独立于3个取代基。根据当前的假设，对此进行了讨论。
• Process for producing oxygen-bearing compound
  申请人：Yamanaka Ichiro

  公开号：US20060235245A1

  公开（公告）日：2006-10-19

  Provided is a process for industrially advantageously producing an oxygen-bearing compound (e.g., an alcohol, a diol, a polyol, or a ketone) through oxidation of an alkane or an alcohol, which process requires no treatment for separation/removal of a catalyst and causes no equipment corrosion. Specifically, there are provided a process for producing an oxygen-bearing compound, including oxidizing an alkane in the presence of a catalyst containing at least one element selected from among transition metal elements belonging to Groups 5 and 8 to 10 of the periodic table, wherein the oxygen-bearing compound is an alcohol, a diol, a polyol, or a ketone; and a process for producing an oxygen-bearing compound, including oxidizing an alcohol in the presence of a catalyst containing at least one element selected from among transition metal elements belonging to Groups 5 and 8 to 10 of the periodic table, wherein the oxygen-bearing compound is a diol, a polyol, or a ketone.

  提供的是一种工业上有利的生产含氧化合物（例如醇、二醇、多元醇或酮）的过程，通过氧化烷烃或醇来实现，该过程无需进行催化剂的分离/去除处理，也不会导致设备腐蚀。具体来说，提供了一种生产含氧化合物的过程，包括在催化剂的存在下氧化烷烃，所述催化剂含有周期表5、8至10族过渡金属元素中至少一种元素，其中所述含氧化合物为醇、二醇、多元醇或酮；以及一种生产含氧化合物的过程，包括在催化剂的存在下氧化醇，所述催化剂含有周期表5、8至10族过渡金属元素中至少一种元素，其中所述含氧化合物为二醇、多元醇或酮。
• PHOTOACID GENERATOR, PHOTORESIST, COATED SUBSTRATE, AND METHOD OF FORMING AN ELECTRONIC DEVICE
  申请人：Rohm and Haas Electronic Materials LLC

  公开号：US20150064620A1

  公开（公告）日：2015-03-05

  A photoacid generator compound has formula (1) wherein n is zero or 1; and R 1 -R 6 are each independently hydrogen, halogen, or unsubstituted or substituted C 1-20 linear or branched alkyl, C 1-20 cycloalkyl, C 6-20 aryl, C 3-20 heteroaryl, or an acid-generating group having the structure *L-Z − M + ] wherein L is an unsubstituted or substituted C 1-50 divalent group; Z − is a monovalent anionic group; and M + is an iodonium or sulfonium cation. Geminal R groups can combine to form a ring with the carbon to which they are attached, as long as no more than two such rings are formed. At least one of R 1 -R 6 includes the acid-generating group or two germinal R groups combine to form the acid-generating group. Also described are a photoresist composition incorporating the photoacid generator compound, a coated substrate including a layer of the photoresist composition, and a method of forming an electronic device using a layer of the photoresist composition.

  一种光酸发生剂化合物的化学式为（1），其中n为零或1；R1-R6各自独立地为氢、卤素、未取代或取代的C1-20线性或支链烷基、C1-20环烷基、C6-20芳基、C3-20杂环芳基或具有结构*L-Z−M+的产生酸的基团，其中L为未取代或取代的C1-50二价基团；Z−为单价阴离子基团；M+为碘离子或硫离子阳离子。同位素R基团可以结合形成与它们附着的碳原子的环，只要不形成超过两个这样的环即可。R1-R6中至少有一个包括产生酸的基团，或两个同位素R基团结合形成产生酸的基团。还描述了包含光酸发生剂化合物的光刻胶组合物、包括光刻胶组合物层的涂覆基板以及使用光刻胶组合物层形成电子器件的方法。
• POSITIVE RESIST COMPOSITION AND PATTERNING PROCESS
  申请人：Ohsawa Youichi

  公开号：US20090202943A1

  公开（公告）日：2009-08-13

  A positive resist composition comprises a polymer comprising recurring units having a sulfonium salt incorporated therein as a base resin which becomes soluble in alkaline developer under the action of acid. The polymer generates a strong sulfonic acid upon exposure to high-energy radiation so as to facilitate effective scission of acid labile groups in the resist composition.

  一种正极性光阻组合物包括聚合物，其中包含有硫鎓盐的重复单元作为基础树脂，并在酸的作用下在碱性显影剂中变为可溶性。该聚合物在高能辐射下产生强烈的磺酸，以便于有效切断光阻组合物中的酸敏感基团。
• ADAMANTANE DERIVATIVES AND PROCESS FOR PRODUCING THEM
  申请人：Daicel Chemical Industries, Ltd.

  公开号：EP0927711A1

  公开（公告）日：1999-07-07

  In the presence of an imide compound (e.g., N-hydroxyphthalimide) shown by the formula (2):    wherein R1 and R2 independently represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a cycloalkyl group; or R1 and R2 may bond together to form a double bond or an aromatic or non-aromatic ring; Y is O or OH and n = 1 to 3; or the imide compound and a co-catalyst (e.g., a transition metal compound), an adamantane derivative having a functional group such as a nitro group, an amino group, a hydroxyl group, a carboxyl group, a hydroxymethyl group and an isocyanato group is oxidized with oxygen. According to the above method, an adamantane derivative having a hydroxyl group together with a functional group such as a nitro group, an amino group, a hydroxyl group, a carboxyl group, a hydroxymethyl group and an isocyanato group is efficiently obtained.

  在存在式（2）所示的酰亚胺化合物（如 N-羟基邻苯二甲酰亚胺）的情况下： 其中 R1 和 R2 分别代表氢原子、卤素原子、烷基、芳基、环烷基；或 R1 和 R2 可键合在一起形成双键或芳香环或非芳香环；Y 为 O 或 OH，n = 1 至 3； 或亚胺化合物和助催化剂（如过渡金属化合物），具有诸如硝基、氨基、羟基、羧基、羟甲基和异氰酸基等官能团的金刚烷衍生物与氧发生氧化反应。根据上述方法，可有效地获得具有羟基和硝基、氨基、羟基、羧基、羟甲基和异氰酸基等官能团的金刚烷衍生物。