alpha1,alpha1,alpha3,alpha3-四甲基-三环[3.3.1.1(3,7)]癸烷-1,3-二甲醇 | 101725-90-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: alpha1,alpha1,alpha3,alpha3-四甲基-三环[3.3.1.1(3,7)]癸烷-1,3-二甲醇
• 英文名称: 1,3-Adamantane bis(α,α-dimethylmethyl) diol
• 英文别名: 1,3-bis-(α-hydroxy-isopropyl)-adamantane；1,3-Bis-(α-hydroxy-isopropyl)-adamantan；1,3-adamantane-diisopropanol；2-[3-(2-Hydroxypropan-2-yl)-1-adamantyl]propan-2-ol
• CAS: 101725-90-0
• 化学式: C₁₆H₂₈O₂
• mdl: MFCD01838783
• 分子量: 252.397
• InChiKey: IZDGERAJICQHIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  alpha1,alpha1,alpha3,alpha3-四甲基-三环[3.3.1.1(3,7)]癸烷-1,3-二甲醇 在 磷化氢 、 氢碘酸 作用下， 生成 1,3-di-isopropyladamantane
  参考文献：
  名称：

  Landa; Kamycek, Collection of Czechoslovak Chemical Communications, 1959, vol. 24, p. 1320,1323

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3-金刚烷二羧酸二甲酯 、 甲基溴化镁 在 水 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 4.0h， 生成 alpha1,alpha1,alpha3,alpha3-四甲基-三环[3.3.1.1(3,7)]癸烷-1,3-二甲醇
  参考文献：
  名称：

  Adamantane derivatives and resin compositions using the same as raw material

  摘要：

  本发明的金刚烷衍生物由通式(1)表示：其中X是氢原子、烷基、含卤素的烷基、卤素、或羟基、卤素、腈基或醚基的烃基，如果有的话，多个X基团可以相同或不同；n1是1到14的整数；R1至R4可以相同或不同，独立地是烷基或含卤素的烷基；Y1和Y2可以相同或不同，独立地是氢原子或由通式(2)表示的基团：其中R5至R7可以相同或不同，独立地是氢原子、烷基、卤素或含卤素的烷基，在光学性能、耐热性和酸解离性方面表现优异，可用作交联型树脂、光学材料如光纤、光波导、光盘基板和光刻胶以及其原材料、药品或农药的中间体和各种其他工业产品。

  公开号：

  US07078562B2

文献信息

• ADAMANTANEMETHANOL DERIVATIVES AND PRODUCTION PROCESSES THEREOF
  申请人：——

  公开号：US20020016516A1

  公开（公告）日：2002-02-07

  An adamantanemethanol derivative of the invention is represented by the following formula (1), wherein R a is a hydrogen atom or a hydrocarbon group; R b is a hydrocarbon group having a carbon atom, to which carbon atom at least one hydrogen atom is bonded, at a bonding site with the adjacent carbon atom; R c , R d and R e are each a hydrogen atom, a hydroxyl group which may be protected by a protective group or the like; provided that a hydroxyl group protected by a protective group or the like is bonded to at least one carbon atom constituting the adamantane skeleton when R a is a hydrogen atom or a methyl group and R b is a methyl group; and at least one substituent, in addition to the HO—C(R a ) (R b )— group indicated in the formula (1), is bonded to the adamantane ring when one of R a and R b is a methyl group and the other is an ethyl group. 1

  该发明的一种金刚烷甲醇衍生物由以下公式（1）表示，其中R是氢原子或烃基；Rb是具有碳原子的烃基，在与相邻碳原子的结合位点上至少与一个氢原子键合；Rc、Rd和Re分别是氢原子、羟基或被保护基团等；前提是当R为氢原子或甲基基团，Rb为甲基基团时，至少一个被保护羟基或类似物被键合到构成金刚烷骨架的至少一个碳原子上；当Ra和Rb中有一个为甲基基团，另一个为乙基基团时，除公式（1）中指示的HO—C（Ra）（Rb）基团外，至少有一个取代基键合到金刚烷环上。
• Process for producing vinyl ether compounds
  申请人：Ishii Yasutaka

  公开号：US20060205957A1

  公开（公告）日：2006-09-14

  A process produces vinyl ether compounds and includes allowing a vinyl ester compound represented by following Formula (1): wherein R 1 , R 2 , R 3 and R 4 are the same or different and are each a hydrogen atom or an organic group, to react with a hydroxy compound represented by following Formula (2): R 5 OH  (2) wherein R 5 is an organic group, in the presence of at least one transition element compound to thereby yield a vinyl ether compound represented by following Formula (3): wherein R 2 , R 3 , R 4 and R 5 have the same meanings as defined above. Such transition element compounds include iridium compounds and other compounds containing Group VIII elements.

  该过程生产乙烯基醚化合物，包括让以下式(1)所代表的乙烯酯化合物与以下式(2)所代表的羟基化合物反应：其中R1、R2、R3和R4相同或不同，分别为氢原子或有机基团；R5为有机基团；在至少一种过渡金属化合物的存在下，从而产生以下式(3)所代表的乙烯基醚化合物：其中R2、R3、R4和R5的含义如上所定义。这样的过渡金属化合物包括铱化合物和其他含有第八族元素的化合物。
• METHOD FOR PRODUCING ADAMANTYL (METH)ACRYLATES
  申请人：Furukawa Kikuo

  公开号：US20100168464A1

  公开（公告）日：2010-07-01

  The present invention provides an efficient production method suitable to industrial-scale production not requiring column purification for adamantyl (meth)acrylates having an adamantane skeleton and useful as monomers for use for resins excellent in optical properties, etc. A method for producing adamantyl (meth)acrylates of formulae (3) and (4), includes a reaction step of reacting a compound of formula (1) with a (meth)acryloyl halide or a (meth)acrylic anhydride in a reaction solution to give a mixture of compounds of formulae (2) to (4), and a separation step of separating the mixture of compounds of formulae (2) to (4), wherein the separation step comprises an extraction step of extracting compounds of formulae (2) and (3) from the reaction solution with a mixed solvent of water and a polar organic solvent, thereby giving a water/polar organic solvent solution containing the compounds of formulae (2) and (3) and the mixed solvent, and a back-extraction step of back-extracting the compound of formula (3) from the water/polar organic solvent solution with a non-polar organic solvent: wherein X's are the same or different, each representing a hydrogen atom, an alkyl group, a halogen-containing alkyl group, a halogen group, a nitrile group, or an ether group; n indicates an integer of 14; R 1 to R 4 are the same or different, each representing an alkyl group or a halogen-containing alkyl group; and Y 1 and Y 2 are the same or different, each representing a hydrogen atom, lithium, sodium, or a magnesium halide group, wherein X's are the same or different, each representing a hydrogen atom, an alkyl group, a halogen-containing alkyl group, a halogen group, a nitrile group, or an ether group; n indicates an integer of 14; and R 1 to R 4 are the same or different, each representing an alkyl group or a halogen-containing alkyl group, wherein X's are the same or different, each representing a hydrogen atom, an alkyl group, a halogen-containing alkyl group, a halogen group, a nitrile group, or an ether group; n indicates an integer of 14; R 1 to R 4 are the same or different, each representing an alkyl group or a halogen-containing alkyl group; and R 5 represents a hydrogen atom or a methyl group, wherein X's are the same or different, each representing a hydrogen atom, an alkyl group, a halogen-containing alkyl group, a halogen group, a nitrile group, or an ether group; n indicates an integer of 14; R 1 to R 4 are the same or different, each representing an alkyl group or a halogen-containing alkyl group; and R 5 and R 6 are the same or different, each representing a hydrogen atom or a methyl group.

  本发明提供了一种高效的制备方法，适用于工业规模生产，无需柱层纯化，用作树脂单体的具有金刚烷骨架的金刚烷基（甲基）丙烯酸酯，其具有优异的光学性能等。一种制备式（3）和（4）的金刚烷基（甲基）丙烯酸酯的方法，包括将式（1）的化合物与（甲基）丙烯酰卤或（甲基）丙烯酸酐在反应溶液中反应，以得到式（2）至（4）的化合物混合物的反应步骤，以及分离步骤，其中分离步骤包括用水和极性有机溶剂的混合溶剂从反应溶液中提取式（2）和（3）的化合物的萃取步骤，从而得到含有式（2）和（3）的化合物和混合溶剂的水/极性有机溶剂溶液，以及用非极性有机溶剂从水/极性有机溶剂溶液中回萃取式（3）的化合物的回萃取步骤：其中X相同或不同，分别表示氢原子，烷基，含卤素的烷基，卤素基，腈基或醚基；n表示整数14；R1至R4相同或不同，分别表示烷基或含卤素的烷基；Y1和Y2相同或不同，分别表示氢原子，锂，钠或镁卤素基，其中X相同或不同，分别表示氢原子，烷基，含卤素的烷基，卤素基，腈基或醚基；n表示整数14；R1至R4相同或不同，分别表示烷基或含卤素的烷基；其中X相同或不同，分别表示氢原子，烷基，含卤素的烷基，卤素基，腈基或醚基；n表示整数14；R1至R4相同或不同，分别表示烷基或含卤素的烷基；R5表示氢原子或甲基，其中X相同或不同，分别表示氢原子，烷基，含卤素的烷基，卤素基，腈基或醚基；n表示整数14；R1至R4相同或不同，分别表示烷基或含卤素的烷基；R5和R6相同或不同，分别表示氢原子或甲基。
• ADAMANTANEMETHANOL DERIVATIVES AND PROCESS FOR THE PREPARATION THEREOF
  申请人：Daicel Chemical Industries, Ltd.

  公开号：EP0990632A1

  公开（公告）日：2000-04-05

  An adamantanemethanol derivative of the invention is represented by the following formula (1), wherein Ra is a hydrogen atom or a hydrocarbon group; Rb is a hydrocarbon group having a carbon atom, to which carbon atom at least one hydrogen atom is bonded, at a bonding site with the adjacent carbon atom; Rc, Rd and Re are each a hydrogen atom, a hydroxyl group which may be protected by a protective group or the like; provided that a hydroxyl group protected by a protective group or the like is bonded to at least one carbon atom constituting the adamantane skeleton when Ra is a hydrogen atom or a methyl group and Rb is a methyl group; and at least one substituent, in addition to the HO-C(Ra)(Rb)- group indicated in the formula (1), is bonded to the adamantane ring when one of Ra and Rb is a methyl group and the other is an ethyl group.

  本发明的一种金刚烷甲醇衍生物由下式（1）表示，其中 Ra 是氢原子或烃基；Rb 是烃基，其上有一个碳原子，该碳原子上至少有一个氢原子与相邻碳原子的键合部位成键；Rc、Rd 和 Re 各为一个氢原子、一个羟基，该羟基可能受保护基团或类似基团的保护；条件是，当 Ra 为氢原子或甲基且 Rb 为甲基时，受保护基团或类似基团保护的羟基与构成金刚烷骨架的至少一个碳原子键合；当 Ra 和 Rb 中一个为甲基且另一个为乙基时，除式（1）中所示的 HO-C(Ra)(Rb)- 基团外，至少一个取代基与金刚烷环键合。
• Vinyl ether compounds and preparation process thereof
  申请人：Daicel Chemical Industries, Ltd.

  公开号：EP1288186A2

  公开（公告）日：2003-03-05

  A process produces vinyl ether compounds and includes allowing a vinyl ester compound represented by following Formula (1): wherein R1, R2, R3 and R4 are the same or different and are each a hydrogen atom or an organic group, to react with a hydroxy compound represented by following Formula (2):         R5OH     (2) wherein R5 is an organic group, in the presence of at least one transition element compound to thereby yield a vinyl ether compound represented by following Formula (3): wherein R2, R3, R4 and R5 have the same meanings as defined above. Such transition element compounds include iridium compounds and other compounds containing Group VIII elements. A vinyl ether compound represented by following Formula (4): wherein W is a divalent hydrocarbon; n is 0 or 1; m is an integer from 1 to 8; ring Z is any one of cyclic groups represented by following Formulae (5) through (12):

  一种生产乙烯基醚化合物的工艺，包括让下式（1）代表的乙烯基酯化合物与下式（2）代表的羟基化合物反应： 其中 R1、R2、R3 和 R4 相同或不同，且各自为氢原子或有机基团，与下式（2）所代表的羟基化合物反应： R5OH (2) 其中 R5 为有机基团，在至少一种过渡元素化合物存在的情况下，生成下式 (3) 所代表的乙烯基醚化合物： 其中 R2、R3、R4 和 R5 的含义与上述定义相同。此类过渡元素化合物包括铱化合物和其他含有第八族元素的化合物。 由下式（4）表示的乙烯基醚化合物： 其中 W 为二价烃；n 为 0 或 1；m 为 1 至 8 的整数；环 Z 为下式（5）至（12）所代表的任一环状基团：