1-羟基-2-金刚烷酮 | 26921-51-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-羟基-2-金刚烷酮
• 英文名称: 1-hydroxy-2-adamantanone
• 英文别名: 1-hydroxyadamantan-2-one；hydroxyl-oxo-adamantane
• CAS: 26921-51-7
• 化学式: C₁₀H₁₄O₂
• 分子量: 166.22
• InChiKey: XRDNWHRYHHULRF-UHFFFAOYSA-N

物化性质

• 沸点：
  296.5±23.0 °C(Predicted)
• 密度：
  1.301±0.06 g/cm3(Predicted)
• 保留指数：
  1550;1566;1578;1550;1566

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 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：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-羟基-2-金刚烷酮 生成 Spiro
  参考文献：
  名称：

  Perpendicularly twisted cyclopropylcarbinyl and allyl cations. Acetolysis of some 2-substituted derivatives of 1-adamantyl tosylate

  摘要：

  DOI：

  10.1021/ja00709a040
• 作为产物：
  描述：

  adamantanediol 生成 1-羟基-2-金刚烷酮
  参考文献：
  名称：

  Phosphates of bridgehead alcohols as putative inositol monophosphatase inhibitors: molecular design and synthetic approach

  摘要：

  To enhance the lipophilicity of D-3,5,6-trideoxyinositol monophosphate, the IMPase inhibitor, its bridgehead analogues were suggested on the basis of molecular modeling. Adamantane-1,2- and 1,4-diols were converted into their 1-phosphates via the step of benzylic protection of the secondary hydroxy groups; the Baeyer-Villiger oxidation of 1-hydroxyadamantan-2-one occurred to initially cleave C(1)-C(2) bond.

  DOI：

  10.1016/j.mencom.2011.09.003

文献信息

• POSITIVE RESIST COMPOSITION AND PATTERNING PROCESS
  申请人：NISHI Tsunehiro

  公开号：US20100062374A1

  公开（公告）日：2010-03-11

  A positive resist composition comprises (A) a resin component which becomes soluble in an alkaline developer under the action of an acid and (B) an acid generator. The resin (A) is a polymer comprising recurring units containing a non-leaving hydroxyl group represented by formula (1) wherein R 1 is H, methyl or trifluoromethyl, X is a single bond or methylene, m is 1 or 2, and the hydroxyl group attaches to a secondary carbon atom. The composition is improved in resolution when processed by lithography.

  一种正性光刻胶组合物包括（A）在酸的作用下在碱性显影剂中变得可溶的树脂组分和（B）酸发生剂。树脂（A）是一种聚合物，包含由式（1）表示的非离去羟基的重复单元，其中R1为H、甲基或三氟甲基，X为单键或亚甲基，m为1或2，并且羟基连接到次级碳原子。当通过光刻工艺处理时，该组合物在分辨率方面得到改善。
• COMPOUNDS CONTAINING AN ALICYCLIE STRUCTURE AND ANTI-TUMOR APPLICATION
  申请人：Xu Lifeng

  公开号：US20140045779A1

  公开（公告）日：2014-02-13

  This invention relates with anti-tumor activities of new compounds containing an adamantyl group or analogs thereof. The invention also relates with the medication applications of anti-tumor and other diseases by this kind of compounds with the combination of S, P, T structures containing adamantyl group and the formation of stereoisomer, tautomers, prodrug, pharmaceutically acceptable salts, complex salts or solvates to their anticancer application and anticancer agents, which have the following general formula:

  这项发明涉及含有金刚烷基团或其类似物的新化合物的抗肿瘤活性。该发明还涉及利用这种含有金刚烷基团的S、P、T结构的化合物与立体异构体、互变异构体、前药、药用盐、复杂盐或溶剂化物的结合来治疗抗肿瘤和其他疾病的药物应用，这些抗肿瘤剂具有以下一般公式：
• Directed Hydroxylation of sp² and sp³ C–H Bonds Using Stoichiometric Amounts of Cu and H₂O₂
  作者：Rachel Trammell、Lorenzo D’Amore、Alexandra Cordova、Pavel Polunin、Nan Xie、Maxime A. Siegler、Paola Belanzoni、Marcel Swart、Isaac Garcia-Bosch

  DOI：10.1021/acs.inorgchem.9b00901

  日期：2019.6.3

  protocol for the regioselective hydroxylation of sp2 and sp3 C–H bonds using a directing group, stoichiometric amounts of Cu and H2O2. A wide array of aromatic ketones and aldehydes are oxidized in the carbonyl γ-position with remarkable yields. We also expanded this methodology to hydroxylate the β-position of alkylic ketones. Spectroscopic characterization, kinetics, and density functional theory calculations

  与其他金属相比，将铜用于C–H键功能化的研究相对较少。在本文中，我们报告了使用导向基团，化学计量的Cu和H 2 O 2对sp 2和sp 3 C–H键的区域选择性羟基化的合成方案。各种各样的芳族酮和醛在羰基γ位被氧化，收率很高。我们还扩展了该方法以羟基化烷基酮的β-位。光谱表征，动力学和密度泛函理论计算都指向单核LCu II（OOH）物种的参与，该物种会氧化芳香族sp 2 通过协调的杂合O-O键裂解C-H键，并伴随对芳烃系统的亲电子攻击。
• Polymeric compound and resin composition for photoresist
  申请人：——

  公开号：US20020169266A1

  公开（公告）日：2002-11-14

  A photoresist polymeric compound includes a monomer unit represented by following Formula (I): 1 The polymeric compound may further include at least one of monomer units represented by following Formulae (IIa) to 2 wherein R 1 , R 13 , R 14 and R 15 are each a hydrogen atom or methyl group; R 2 and R 3 are each a hydrocarbon group having from 1 to 8 carbon atoms; R 4 , R 5 and R 6 are each a hydrogen atom, hydroxyl group or a methyl group; R 7 and R 8 are each a hydrogen atom, hydroxyl group or —COOR 9 group, where R 9 is a t-butyl group, 2-tetrahydropyranyl group, etc.; R 10 and R 11 are each a hydrogen atom, hydroxyl group or oxo group; R 12 is a hydrocarbon group having a tertiary carbon atom at a bonding site with an oxygen atom indicated in the formula; R 16 is a t-butyl group, 2-tetrahydropyranyl group, etc.; and n denotes an integer from 1 to 3. The photoresist polymeric compound can exhibit high adhesion to substrates and can highly precisely form fine patterns.

  一种光阻聚合物化合物包括以下式(I)所表示的单体单元：1该聚合物化合物还可以包括以下式(IIa)至(IIb)所表示的至少一种单体单元中的至少一种：其中，R1、R13、R14和R15均为氢原子或甲基基团；R2和R3均为具有1至8个碳原子的碳氢基团；R4、R5和R6均为氢原子、羟基或甲基基团；R7和R8均为氢原子、羟基或-COOR9基团，其中R9为叔丁基基团、2-四氢呋喃基团等；R10和R11均为氢原子、羟基或酮基；R12为具有在公式中指示的氧原子与三级碳原子成键位的碳氢基团；R16为叔丁基基团、2-四氢呋喃基团等；n表示1至3的整数。该光阻聚合物化合物可以表现出对基材的高粘附性，并可以高精度地形成细小图案。
• Process for producing adamantanol and adamantanone
  申请人：——

  公开号：US20040199022A1

  公开（公告）日：2004-10-07

  There is provided a process for producing adamantanol and adamantanone which comprises reacting adamantane and oxygen in the presence of an oxidation catalyst constituted of a rare earth metal salt and a promoter containing an element selected from group 4 to group 10 of the new Periodic Table, and it is made possible through the production process according to the present invention to produce 2-adamantanol and 2-adamantanone in a high selectivity, high efficiency and safety by oxidizing adamantane under a mild reaction condition.

  提供一种生产金刚烷醇和金刚烷酮的方法，该方法包括在氧化催化剂的存在下，通过将金刚烷和氧反应，所述氧化催化剂由稀土金属盐和含有新周期表4到10族元素的促进剂组成。通过本发明的生产过程，可以在温和的反应条件下氧化金刚烷，从而高选择性、高效率和安全地生产2-金刚烷醇和2-金刚烷酮。