2-乙氧基癸烷 | 55962-01-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-乙氧基癸烷
• 英文名称: 2-ethoxydecane
• 英文别名: 2-ethoxy-decane；ethyl-(1-methyl-nonyl)-ether；Aethyl-(1-methyl-nonyl)-aether；2-Aethoxy-decan
• CAS: 55962-01-1
• 化学式: C₁₂H₂₆O
• 分子量: 186.338
• InChiKey: CZMGLSVUJWHROB-UHFFFAOYSA-N

物化性质

• 沸点：
  214.9±8.0 °C(Predicted)
• 密度：
  0.798±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  13
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-乙氧基癸烷 在 三氯化硼 作用下， 生成 2-氯癸烷
  参考文献：
  名称：

  Exact and approximate sum representations for the Dirichlet process

  摘要：

  AbstractThe Dirichlet process can be regarded as a random probability measure for which the authors examine various sum representations. They consider in particular the gamma process construction of Ferguson (1973) and the “stick‐breaking” construction of Sethuraman (1994). They propose a Dirichlet finite sum representation that strongly approximates the Dirichlet process. They assess the accuracy of this approximation and characterize the posterior that this new prior leads to in the context of Bayesian nonpara‐metric hierarchical models.

  DOI：

  10.2307/3315951
• 作为产物：
  描述：

  2-decyl acetate 在 三乙基硅烷 、 溴化铟(III) 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以69%的产率得到2-乙氧基癸烷
  参考文献：
  名称：

  Direct Reduction of Esters to Ethers with an Indium(III) Bromide/Triethylsilane Catalytic System

  摘要：

  一种由三溴化铟和三乙基硅烷组成的试剂体系，能促进酯类直接还原生成相应的非对称醚。这一简便的催化体系也适用于其他羰基化合物，例如三元酰胺和羧酸。

  DOI：

  10.1055/s-0028-1083191

文献信息

• Oxidation of N-alkyl-N′-tosylhydrazines with Hg(OAc)2. A new synthesis of ethers
  作者：F. Gasparrini、L. Caglioti、D. Misiti、G. Palmieri、R. Ballini

  DOI：10.1016/0040-4020(82)80068-9

  日期：1982.1

  N-Alkyl-N′-tosylhydrazines with Hg(OAc)2 in the presence of alcohols or phenol give high yields of corresponding ethers. Reactions in the presence of acetic acid are also examined.

  在醇或苯酚的存在下，带有Hg（OAc）2的N-烷基-N'-甲苯磺酰肼的收率很高。还检查了在乙酸存在下的反应。
• Selective synthesis of 2-ethoxy alkanes through ethoxylation of 1-alkenes with bioethanol over zeolite beta catalyst in a liquid phase continuous process
  作者：Sambhu Radhakrishnan、Joris Franken、Johan A. Martens

  DOI：10.1039/c2gc35220f

  日期：——

  1-Hexene was ethoxylated with ethanol and ethanol–water mixtures mimicking bioethanol in a liquid phase, continuous flow process over a fixed bed of zeolite beta catalyst at a reaction temperature of 423 K and a pressure of 6 MPa. The selectivity for ethoxy alkanes on a hexene basis exceeded 90%. GC-MS, 1H & 13C-NMR and 13C DEPT NMR confirmed the main reaction products to be 2-ethoxy hexane and 3-ethoxy hexane in molar ratio 20 : 1. Side products were diethyl ether from ethanol and dodecenes and hexanol from 1-hexene. Under optimized reaction conditions, the catalyst was stable for at least 14 hours on-stream. The 2-ethoxylation activity of 1-alkenes by zeolite beta was confirmed in reactions with 1-octene and 1-decene. 1-Alkenes can be synthesized out of biomass via conversion into synthesis gas and the Fischer–Tropsch process. The here presented ethoxylation process could contribute green chemicals to the diesel pool and presents a pathway for synthesis of high boiling solvents.

  1-己烯在423 K的反应温度和6 MPa的压力下，使用以乙醇和模仿生物乙醇的乙醇-水混合物进行液相、连续流动反应，通过固定床的β沸石催化剂进行反应。以己烯为基础的乙氧烷烃选择性超过90%。GC-MS、1H和13C NMR以及13C DEPT NMR确认主要反应产物为2-乙氧己烷和3-乙氧己烷，其摩尔比为20:1。副产品包括来自乙醇的二乙醚，以及来自1-己烯的十二烯和己醇。在优化的反应条件下，催化剂至少在在线状态下稳定14小时。通过与1-辛烯和1-癸烯的反应确认了β沸石对1-烯烃的2-乙氧化活性。1-烯烃可以通过转化为合成气和费托合成工艺从生物质中合成。这里提出的乙氧化过程可以为柴油池贡献绿色化学品，并为高沸点溶剂的合成提供了一条途径。
• Reaction of Acetals with Grignard Reagents
  作者：Hiroshi Ishikawa、Teruaki Mukaiyama、Shigeru Ikeda

  DOI：10.1246/bcsj.54.776

  日期：1981.3

  The reaction of dialkyl acetals derived from α,β-unsaturated aldehydes with Grignard reagents using TiCl4in THF afforded the cross coupling products, allyl ethers, in high yields. The TiCl4-promoted reaction of alkyl 2,4-dichlorophenyl acetals, synthesized from 3,4-dihydro-2H-pyran or ethyl vinyl ether and 2,4-dichlorophenol, with Grignard reagents in THF at low temperature afforded the corresponding

  由 α,β-不饱和醛衍生的二烷基缩醛与格氏试剂在 THF 中使用 TiCl4 反应以高产率提供交叉偶联产物烯丙醚。由 3,4-二氢-2H-吡喃或乙基乙烯基醚和 2,4-二氯苯酚合成的烷基 2,4-二氯苯基缩醛在 TiCl4 促进下与格氏试剂在 THF 中的低温反应得到相应的不对称醚高产量。当由芳香醛或乙烯基醚和 2,4-二氯苯酚合成的烷基 2,4-二氯苯缩醛在室温下，在苯或甲苯中，在没有 TiCl4 的情况下，用格氏试剂处理时，发生了交叉偶联反应，并产生了相应的反应。醚以良好的收率分离。
• Method for the production of beta-ketonitriles
  申请人：Vogelbacher Uwe Josef

  公开号：US20100105903A1

  公开（公告）日：2010-04-29

  The present invention relates to a process for preparing β-ketonitriles of the general formula I in which R 1 is, inter alia, C 1 -C 12 -alkyl, C 2 -C 12 -alkenyl, C 2 -C 12 -alkinyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkyl, phenyl-C 1 -C 4 -alkyl, phenoxy-C 1 -C 4 -alkyl or benzyloxy-C 1 -C 4 -alkyl; R 2 is, inter alia, hydrogen, C 1 -C 12 -alkyl, C 2 -C 12 -alkenyl, C 2 -C 12 -alkinyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkyl, phenyl, phenyl-C 1 -C 4 -alkyl, phenoxy-C 1 -C 4 -alkyl or benzyloxy-C 1 -C 4 -alkyl, which comprises reacting a nitrile of the formula II in which R 1 has one of the meanings given above with a carboxylic ester of the formula III in which R 2 has one of the meanings given above and R 3 is C 1 -C 12 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkyl, phenyl-C 1 -C 4 -alkyl, phenoxy-C 1 -C 4 -alkyl or benzyloxy-C 1 -C 4 -alkyl, where the reaction is carried out in the presence of a potassium alkoxide and at least 80% of the nitrile of the formula II are added to the reaction under reaction conditions.

  本发明涉及一种制备一般式I的β-酮腈的方法，其中R1是C1-C12-烷基、C2-C12-烯基、C2-C12-炔基、C3-C8-环烷基、C3-C8-环烷基-C1-C4-烷基、苯基-C1-C4-烷基、苯氧基-C1-C4-烷基或苄氧基-C1-C4-烷基；R2是氢、C1-C12-烷基、C2-C12-烯基、C2-C12-炔基、C3-C8-环烷基、C3-C8-环烷基-C1-C4-烷基、苯基、苯基-C1-C4-烷基、苯氧基-C1-C4-烷基或苄氧基-C1-C4-烷基。该方法包括将具有上述给定含义之一的一般式II的腈与具有上述给定含义之一的一般式III的羧酸酯反应，其中R3是C1-C12-烷基、C1-C4-烷氧基-C1-C4-烷基、C3-C8-环烷基、C3-C8-环烷基-C1-C4-烷基、苯基-C1-C4-烷基、苯氧基-C1-C4-烷基或苄氧基-C1-C4-烷基，在存在钾醇和至少80%的一般式II的腈被加入到反应中，并在反应条件下进行。
• An Efficient One-Pot Synthesis of Unsymmetrical Ethers:  A Directly Reductive Deoxygenation of Esters Using an InBr₃/Et₃SiH Catalytic System
  作者：Norio Sakai、Toshimitsu Moriya、Takeo Konakahara

  DOI：10.1021/jo070814z

  日期：2007.7.1

  This study describes a novel one-pot procedure for a directly reductive conversion of the carbonyl function of esters to the corresponding ethers by Et3SiH in the presence of a catalytic amount of InBr3.