1,3-二羟基金刚烷二乙酸酯 | 29817-47-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 1,3-二羟基金刚烷二乙酸酯
• 英文名称: 1,3-dihydroxyadamantane diacetate
• 英文别名: 1,3-Adamantyl diacetate；1,3-diacetoxyadamantane；1,3-bis(acetyloxy)adamantane；1,3-adamantanediacetic acid；1,3-Diacetoxyadamantan；1,3-Diacetyloxyadamantane；(3-acetyloxy-1-adamantyl) acetate
• CAS: 29817-47-8
• 化学式: C₁₄H₂₀O₄
• 分子量: 252.31
• InChiKey: PFQLYOIUXIEHQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-二羟基金刚烷二乙酸酯 以 1,1,2-三氯乙烷 为溶剂， 以5%的产率得到1,3-<2-Hydryl-F-adamantyl> bis(trifluoroacetate)
  参考文献：
  名称：

  Polarized C-H Groups as Novel Hydrogen-Bond Donors in Hydryl-F-alkyl Esters: Unequivocal Examples of the Pinchas Effect

  摘要：

  H-1 NMR and IR spectral evidence for a C-H...O hydrogen bonds in 1-[2-hydryl-F-adamantyl] trifluoroacetate and 1,3-[2-hydryl-F-adamantyl] bis(trifluoroacetate) are presented. Evidence indicating a three-center hydrogen bond in 1,3-[2-hydryl-F-adamantyl] bis-(trifluoroacetate) is also presented. Both compounds, despite otherwise normal H-1 NMR chemical shift displacements and carbonyl stretching frequency depressions, show strong increases in C-H stretching frequencies related to hydrogen-bond interactions (the ''Pinchas Effect'').

  DOI：

  10.1021/jo00112a021
• 作为产物：
  描述：

  1-金刚烷甲酸 在 lithium aluminium tetrahydride 作用下， 以 溶剂黄146 为溶剂， 生成 1,3-二羟基金刚烷二乙酸酯
  参考文献：
  名称：

  Burkhard,J. et al., Collection of Czechoslovak Chemical Communications, 1974, vol. 39, p. 1083 - 1090

  摘要：

  DOI：

文献信息

• 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。
• Functionalization and cleavage of adamantane with lead tetra-acetate; the formation of 2(3 ? 4)abeo-adamantane from adamantane
  作者：W. H. W. Lunn

  DOI：10.1039/j39700002124

  日期：——

  Two different oxidative reactions of the adamantane nucleus with lead tetra-acetate are described. With adamantane and 2-adamantan-1-ylethanol in acetic acid sequential introduction of acetate groups at the bridgehead position occurs. In the presence of iodine, adamantan-1-ol affords tricyclo[4,3,1,03,8] decan-4-one via a bicyclo [3,3,1]-nonanone.

  描述了金刚烷核与四乙酸铅的两种不同的氧化反应。用在乙酸中的金刚烷和2-金刚烷-1-基乙醇顺序地在桥头位置引入乙酸酯基团。在碘存在下，金刚烷-1-醇经由双环[3,3,1]-壬酮提供三环[4,3,1,0 3,8 ] decan-4-one 。
• Adamantane derivatives and process for producing them
  申请人：Daicel Chemical Industries, Ltd.

  公开号：US06392104B1

  公开（公告）日：2002-05-21

  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.

  在存在一种亚酰基化合物（例如，N-羟基邻苯二甲酰亚胺）的情况下，其化学式如下（2）：其中R1和R2分别表示氢原子、卤素原子、烷基、芳基、环烷基；或者R1和R2可以结合形成双键或芳香或非芳香环；Y为O或OH，n为1至3；或者亚酰基化合物和一个共催化剂（例如，过渡金属化合物），用氧气氧化含有功能基团的金刚烷衍生物，如硝基基团、氨基基团、羟基、羧基、羟甲基基团和异氰基基团。根据上述方法，可以高效地得到一个同时具有羟基和硝基、氨基、羟基、羧基、羟甲基基团和异氰基基团等功能基团的金刚烷衍生物。
• 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。
• POLYMERIZABLE ADAMANTANE DERIVATIVES AND PROCESS FOR PRODUCING THE SAME
  申请人：Daicel Chemical Industries, Ltd.

  公开号：EP0915077B1

  公开（公告）日：2004-11-17