1,9-dimethoxynonane | 91337-21-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,9-dimethoxynonane
• 英文别名: Dimethoxynonan；1,9-Dimethoxy-nonan
• CAS: 91337-21-2
• 化学式: C₁₁H₂₄O₂
• 分子量: 188.31
• InChiKey: GXGHXTUSAJHVBB-UHFFFAOYSA-N

物化性质

• 沸点：
  114-115 °C(Press: 10 Torr)
• 密度：
  0.8553 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,9-dimethoxynonane 在 氢溴酸 作用下， 生成 1,9-二溴壬烷
  参考文献：
  名称：

  v.Braun; Danziger, Chemische Berichte, 1912, vol. 45, p. 1975

  摘要：

  DOI：
• 作为产物：
  描述：

  1,9-壬二醇 在 吡啶 、 sodium methylate 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成 1,9-dimethoxynonane
  参考文献：
  名称：

  Fingerprinting a transition-structure guest by a building-block approach with an incremental series of catalytic hosts. Structural requirements for glyme and .alpha.,.omega.-dimethoxyalkane catalyses in N-methylbutylaminolysis and butylaminolysis of 4-nitrophenyl acetate in chlorobenzene

  摘要：

  Glymes, H-(CH2OCH2)n-H, GLM(n), catalyze butylaminolysis of 4-nitrophenyl acetate in chlorobenzene. Values of k(cat)/Oxy, where Oxy is the number of oxygens in the catalyst, increase with oligomer length up to triglyme, GLM(4), and then plateau. Optimal catalysis on a per oxygen basis requires a -(CH2OCH2)4-fragment, which suggests a four-point recognition of the secondary ammonium ion of the zwitterionic tetrahedral intermediate (TI) (J. Org. Chem. 1991, 56, 2821-2826). Dissection of individual structural components and reassembly to the same structure of the complex verifies this model. The following kinetic studies of 4-nitrophenyl acetate in chlorobenzene have accomplished the task: (a) methylbutylaminolysis catalyzed by GLM(n), n = 2-4; (b) methylbutylaminolysis catalyzed by alpha,omega-dimethoxyalkanes, CH3O-(CH2)n-OCH3, DME(n), n = 2-10 and 12; and (c) butylaminolysis catalyzed by DME(n), n = 2-10 and 12. Experiment a has revealed that k(cat)/Oxy is the same for GLM(2)-GLM(4). Optimal catalysis for breakdown of a zwitterionic TI with one ammonium proton only requires a -(CH2OCH2)2- fragment. Experiment b has shown that k(cat)/Oxy is largest for DME(2) with the values for the remaining DMEs 2-2.5-fold lower. A -CH2CH2- is the best spacer between the two oxygens. Thus, bifurcated hydrogen-bond formation between the two oxygens and the one ammonium proton enhances catalysis. Experiment c has revealed that k(cat)/Oxy for DME(2) exceeds the remaining DMEs by 3-3.6-fold, except for DME(8) and DME(10), which have values of k(cat)/Oxy only 1.7-fold slower. DME(8), the carba analogue of GLM(4), likely binds to the two ammonium protons individually with the two oxygens. DME(10) behaves similarly. GLM(4) catalysis of butylaminolysis identifies -(CH2OCH2)4- as an optimal size. DME(8) catalysis confirms this size, although the two catalysts stabilize the two-proton ammonium ion differently. GLM(4) catalyzes butylaminolysis by forming two bifurcated hydrogen bonds. This suggested structure defines the size of the ammonium ion, which agrees with X-ray structural studies of polyether-ammonium complexes. Mechanistic proposals of butylaminolysis of aryl esters require such an ion. The results of this study confirm the structure of the ion in the rate-limiting step. This building-block approach is a method for ''fingerprinting'' ammonium ions in transition structures of ionogenic reactions.

  DOI：

  10.1021/jo00027a014

文献信息

• Thermodynamic stabilities of Cu+ and Li+ complexes of dimethoxyalkanes (MeO(CH2)nOMe,n = 2–9) in the gas phase: conformational requirements for binding interactions between metal ions and ligands
  作者：Masaaki Mishima、Hideyuki Maeda、Soe Than、Maki Irie、Kiyoshi Kikukawa

  DOI：10.1002/poc.1104

  日期：2006.8

  ML+ = M+ + L (M = Cu+ and Li+) were determined in the gas phase for a series of dimethoxyalkanes (MeO(CH2)nOMe, n = 2–9) by measuring the equilibrium constants of ligand-transfer reactions using a FT-ICR mass spectrometry. Stable 1:1 Cu+-complexes (CuL+) were observed when the chain is longer than n = 4 while the 1:2 complexes (CuL) were formed for smaller compounds as stable ions. The dissociation

  对于一系列二甲氧基烷烃（MeO（CH 2）n OMe，n  = 2–9），在气相中确定了反应ML +  = M +  + L（M = Cu +和Li +）的相对自由能变化。通过使用FT-ICR质谱仪测量配体转移反应的平衡常数来进行。当链长于n  = 4时，观察到稳定的1：1 Cu +-络合物（CuL +），而较小的化合物则以稳定离子形式形成1：2络合物（CuL + ）。CuL +的解离自由能随着链长的增加而显着增加，增加了10 kcal mol-1从n  = 4到9。这种增加归因于与Cu +-络合物的环状构象有关的约束的释放。这与在B3LYP / 6-311G理论水平上通过DFT计算获得的配合物的几何和能量特征一致。相反， 尽管1∶1 Li +-络合物的结构也被认为是环状的，但LiL +的相应解离自由能仅从n = 2增加至9，增加了3 kcal mol -1。从这些结果可以得出结论，Cu [MeO（CH
• Lenne,H.-U. et al., Justus Liebigs Annalen der Chemie, 1970, vol. 732, p. 70 - 96
  作者：Lenne,H.-U. et al.

  DOI：——

  日期：——
• TOLL LIKE RECEPTOR MODULATORS
  申请人：Kandimalla Ekambar

  公开号：US20090053148A1

  公开（公告）日：2009-02-26

  The invention relates to TLR9 antagonist compounds and their therapeutic or prophylactic use. The invention provides novel immune regulatory oligonucleotides and immunomers as antagonist of TLRs and methods of use thereof. These immune regulatory oligonucleotides have unique sequences that suppress, without completely ablating, TLR-mediated signaling in response to a TLR ligand or TLR signaling agonist. The methods may have use in the prevention and treatment of autoimmunity, inflammation, inflammatory bowel disease, lupus, allergy, asthma, infection, sepsis, cancer and immunodeficiency.
• Use of Inhibitors of Toll-Like Receptors in the Prevention and Treatment of Hypercholesterolemia and Hyperlipidemia and Diseases Related Thereto
  申请人：Zhu Fu-Gang

  公开号：US20100098685A1

  公开（公告）日：2010-04-22

  The invention provides the use of TLR inhibitors or a pharmaceutically acceptable derivative thereof, optionally in combination with one or more lipid lowering composition, cholesterol lowering composition, diuretics, non-steroidal anti-inflammatory compounds (NSAIDs), antibodies, antisense oligonucleotides, TLR agonists, TLR antagonists, peptides, proteins or gene therapy vectors or combinations thereof for the prevention or treatment of hypercholesterolemia and/or hyperlipidemia and/or diseases associated therewith.
• CATALYST COMPONENT FOR THE POLYMERIZATION OF OLEFINS
  申请人：Fushimi Masaki

  公开号：US20100120998A1

  公开（公告）日：2010-05-13

  A catalyst component for the polymerization of olefins comprises Mg, Ti, halogen, and an alpha-omega-diether represented by the general formula: (RO)—(CR 1 R 2 ) n —(OR), wherein the number of n is from 5 to 10, R is an alkyl, cycloalkyl or aryl radical containing 1 to 12 carbons, and R 1 and R 2 are independently from each other hydrogen, an alkyl, cycloalkyl or aryl radical containing 1 to 12 carbons. The catalysts prepared with such component provide a high mileage for the production of polyolefins with a high bulk density of the polymer produced in gas-phase polymerization process or in slurry polymerization process. Such catalyst produces narrower MWD PE, if compared with other catalyst systems.