双环[3.3.1]壬烷-9-醇 | 15598-80-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 双环[3.3.1]壬烷-9-醇
• 英文名称: bicyclo[3.3.1]nonan-9-ol
• 英文别名: 9-bicyclo<3.3.1>nonanol
• CAS: 15598-80-8
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: FCEAXXVYZXAQHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• 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

安全信息

• 海关编码：
  2906199090

反应信息

• 作为反应物：
  描述：

  双环[3.3.1]壬烷-9-醇 在 硫酸 、 铬酸 、 溶剂黄146 作用下， 以 水 为溶剂， 生成 双环(3.3.1)壬基-9-酮
  参考文献：
  名称：

  立体反应对反应速率的影响– III。力场计算在醇铬酸氧化中的应用

  摘要：

  已经测量了15种双环和多环仲醇的铬酸氧化速率，并将其与通过MM1-程序计算出的醇和相应酮之间的应变变化相关联。通过用CH 3-菌株表示OH-菌株，可获得相同质量的相关性。讨论了与氧化机理相关的意义以及力场计算对反应性问题的适用性的局限性。

  DOI：

  10.1002/hlca.19820650410
• 作为产物：
  描述：

  双环[3.3.1]壬-2-烯-9-酮 生成 双环[3.3.1]壬烷-9-醇
  参考文献：
  名称：

  双环[3.3.1]壬烷的研究—II：桥联自行车中的氢化萘的氢化位移

  摘要：

  DOI：

  10.1016/0040-4020(67)85027-0

文献信息

• Steric effects on reaction rates II: Rate and equilibrium constants for oxidation of bicyclic alcohols
  作者：Paul Müller、Jacky Blanc

  DOI：10.1016/0040-4039(81)80131-1

  日期：1981.1

  Equilibrium constants for oxidation of a series of bicyclic alcohols with cyclohexanone have been determined under Meerwein-Ponndorf conditions. The data provide the thermodynamic background for interpretation of the mechanism of alcohol oxidation and ketone reductions. Free energies of the equilibrium (ΔGox) are compared with values calculated by molecular mechanics.

  在Meerwein-Ponndorf条件下，已确定了一系列双环醇与环己酮的氧化平衡常数。数据为解释醇氧化和酮还原的机理提供了热力学背景。平衡（ΔG的自由能牛）与由分子力学计算的值进行比较。
• Diplogelasinospora grovesii IMI 171018, a new whole cell biocatalyst for the stereoselective reduction of ketones
  作者：José D. Carballeira、Emilio Álvarez、Mercedes Campillo、Leonardo Pardo、José V. Sinisterra

  DOI：10.1016/j.tetasy.2004.01.034

  日期：2004.3

  and showed very high activity and stereoselectivity in the reduction of cyclic ketones. The fungus was selected due to its selectivity towards monocyclic and bicyclic ketones and its easy culture conditions, which allow an easy scale-up. D. grovesii is more active in the reduction of conventional ketones than S. cerevisiae type II (from Sigma) and can work in the presence of high ketone concentrations

  筛选了416株（71细菌菌株，45放线菌，59酵母，60担子菌，33海洋真菌和148丝状真菌）以寻找在没有氧化酶活性的情况下表现出还原酶活性的微生物。分离出一种新的微生物，Diplogelasinospora grovesii IMI 171018（一种非病原菌菌株），它在还原环酮方面显示出很高的活性和立体选择性。选择该真菌是由于其对单环和双环酮的选择性以及易于培养的条件，从而易于扩大规模。与传统啤酒酵母相比，格罗夫氏杆菌在还原传统酮方面更活跃。II型（来自Sigma），可以在高酮浓度（<60 mM）存在的情况下工作。为了说明作为微生物醇还原酶底物的羰基化合物的空间和电子性质，已应用比较分子场分析（CoMFA）。CoMFA模型具有高度预测性（q 2 = 0.549），可用于解释和预测可被该微生物还原或无法还原的酮的结构。
• Studies on bicyclononanes. Part IV. 2-Dialkylaminobicyclononan-9-ols and related compounds
  作者：C. S. Dean、J. R. Dixon、S. H. Graham、D. O. Lewis

  DOI：10.1039/j39680001491

  日期：——

  The stereochemistry of the 2-aminobicyclononan-9-ones and their reduction products is discussed, and fragmentation reactions of 9-hydroxybicyclononan-2-ylammonium salts are described. New observations are reported on the preparation of 5-carboxycyclo-octene.

  讨论了2-氨基双环壬酮-9-及其还原产物的立体化学，并描述了9-羟基双环壬酮-2-亚胺盐的断裂反应。据报道，有关5-羧基环辛烯的制备有新的观察结果。
• Polymerizable ester compounds, polymers, resist compositions and patterning process
  申请人：Watanabe Takeru

  公开号：US20080008962A1

  公开（公告）日：2008-01-10

  Novel polymerizable ester compounds having formulae (1) to (4) undergo no acid-induced decomposition by β-elimination wherein A 1 is a polymerizable functional group having a carbon-carbon double bond, R 1 is H or —C—(R 5 ) 3 , R 2 and R 3 are alkyl, R 4 is H or alkyl, R 5 is a monovalent hydrocarbon group, X is alkylene, Y is methylene, ethylene or isopropylidene, Z is alkylene, and n=1 or 2. Resist compositions comprising polymers derived from the ester compounds have excellent sensitivity and resolution and lend themselves to micropatterning lithography.

  具有式（1）至（4）的新型可聚合酯化合物在β-消除反应中不会发生酸诱导分解，其中A1是具有碳-碳双键的可聚合官能团，R1为H或-C-（R5）3，R2和R3为烷基，R4为H或烷基，R5为一价的碳氢基团，X为烷基，Y为亚甲基、乙烯基或异丙基亚甲基，Z为烷基，n=1或2。由酯化合物衍生的聚合物制备的抗蚀剂具有优异的敏感性和分辨率，并适用于微型图案制造技术。
• Rationally designed ‘dipeptoid’ analogues of cholecystokinin (CCK): N-terminal structure-affinity relationships of α-methyl-tryptophan derivatives
  作者：JM Eden、M Higginbottom、DR Hill、DC Horwell、JC Hunter、K Martin、MC Pritchard、SS Rahman、RS Richardson、E Roberts

  DOI：10.1016/0223-5234(93)90077-r

  日期：1993.1

  The structure-affinity relationships (SAR) between the N-terminii of a series of alpha-methyl-tryptophanylphenethylamide derivatives and the cholecystokinin (CCK) B receptor are discussed. A series of compounds with the general formula R-X-alpha-methyl-tryptophanylphenethylamide was prepared, where R is a cycloalkyl, a bicycloalkyl or a tricycloalkyl group and X is a urethane, thiourethane, amide, urea or a sulphinamide linking group. The CCK-B receptor binding affinities of these are discussed. The SAR form part of a systematic program for the rational design of 'dipeptoid' analogues of the neuropeptide CCK. Beginning with 1,1-dimethylpropyl (+/-)-[1-(1H-indol-3-ylmethyl)-1-methyl-2-oxo-2-[(2-phenylethyl)amino]ethyl]carbamate (IC50 = 4720 nM on CCK-B binding affinity) the N-terminal moiety was systematically changed for groups of varying size, shape and lipophilicity until the optimal N-terminal group was obtained and the favoured linking group chosen, resulting in the compound tricyclo[3.3.1.1(3,7)]dec-2-yl(R)-[(1H-indol-3-ylmethyl)-1-methyl-2-oxo-2-[(2-phenylethyl)amino]ethyl]carbamate with an IC50 = 32 nM on CCK-B receptor binding affinity.