(E)-(3-butoxyprop-1-en-1-yl)benzene | 78877-09-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-(3-butoxyprop-1-en-1-yl)benzene
• 英文别名: [(E)-3-butoxyprop-1-enyl]benzene
• CAS: 78877-09-5
• 化学式: C₁₃H₁₈O
• 分子量: 190.285
• InChiKey: HEFJSONEMSGDFI-JXMROGBWSA-N

物化性质

• 沸点：
  289.0±19.0 °C(Predicted)
• 密度：
  0.938±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  (E)-(3-butoxyprop-1-en-1-yl)benzene 在 乙醚 、 碘 、 mercury(II) oxide 作用下， 生成 1-methylamino-3-butyloxy-1-phenyl-propanol-(2)
  参考文献：
  名称：

  Electrohydrodynamically Enhanced Convective Boiling of Alternative Refrigerants: Fundamental Understanding and Applicability

  摘要：

  Electrohydrodynamically (EHD) enhanced convective boiling, based on the extraction phenomenon, is experimentally investigated. The working fluids are R-134a and R404A refrigerants. Both smooth and enhanced tubes are investigated in a horizontal configuration. The heat transfer enhancement and suppression with the corresponding pressure-drop data are presented. The ratio of EHD power consumption relative to the heat transferred was less than 1.5% for the data presented A theoretical analysis is presented to determine the contributing terms of the EHD power consumption, and it was determined that the electric conduction mechanism was the primary contributing factor to current flow. The transient application of EHD, in the case that resulted in the suppression of the heat transfer under steady-state conditions, provided transient enhancements for convective boiling of R-404A in a horizontal smooth tube. Additional, applicability of the EHD extraction phenomenon to convective boiling is discussed.

  DOI：

  10.1080/10789669.2002.10391294
• 作为产物：
  描述：

  3-苯基丙-2-烯-1-醇 在 palladium diacetate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 三氟乙酸 作用下， 以 甲苯 为溶剂， 反应 0.25h， 以89%的产率得到(E)-(3-butoxyprop-1-en-1-yl)benzene
  参考文献：
  名称：

  多米诺骨牌催化：钯催化的烯丙醇羰基化为β，γ-不饱和酯

  摘要：

  使之绿色：钯醇与脂肪醇的钯催化羰基化代表了一种经济高效，无盐且原子经济的羰基化过程，产生水作为唯一的副产品。机理研究发现了一个新的多米诺骨牌CO偶联/羰基化反应途径。

  DOI：

  10.1002/anie.201303850

文献信息

• Step-economy etherification of acylated alcohols
  作者：Hua-Dong Xu、Ke Xu、Qing Zheng、Wei-Jie He、Mei-Hua Shen、Wen-Hao Hu

  DOI：10.1016/j.tetlet.2014.10.077

  日期：2014.12

  An efficient and convenient protocol has been developed for ether bond formation in mild conditions. A mixture of primary/secondary ester and allylic/benzylic halide in tetrahydrofuran was treated with KOtBu at room temperature to give ether in high yield. This step economic method enabled direct alkylation of the acyl group masked O-nucleophiles. Application of this method in carbohydrate synthesis

  已经开发出一种有效且方便的方案，用于在温和条件下形成醚键。在室温下用KO t Bu处理伯/仲酯和烯丙基/苄基卤化物在四氢呋喃中的混合物，以高收率得到醚。此步骤的经济方法使酰基掩蔽的O-亲核试剂能够直接烷基化。该方法在碳水化合物合成中的应用是可行的，并且可以实现化学选择性。
• Ligand-Controlled Palladium-Catalyzed Alkoxycarbonylation of Allenes: Regioselective Synthesis of α,β- and β,γ-Unsaturated Esters
  作者：Jie Liu、Qiang Liu、Robert Franke、Ralf Jackstell、Matthias Beller

  DOI：10.1021/jacs.5b04052

  日期：2015.7.8

  The palladium-catalyzed regioselective alkoxycarbonylation of allenes with aliphatic alcohols allows to produce synthetically useful α,β- and β,γ-unsaturated esters in good yields. Efficient selectivity control is achieved in the presence of appropriate ligands. Using Xantphos as the ligand, β,γ-unsaturated esters are produced selectively in good yields. In contrast, the corresponding α,β-unsaturated

  钯催化的丙二烯与脂肪醇的区域选择性烷氧基羰基化可以以良好的产率生产合成有用的 α,β- 和 β,γ-不饱和酯。在合适的配体存在下实现有效的选择性控制。使用 Xantphos 作为配体，可以选择性地以良好的产率生产 β,γ-不饱和酯。相比之下，在 PPh2Py 作为配体的情况下，以高区域选择性获得了相应的 α,β-不饱和酯。初步机理研究表明，这两种催化过程通过不同的反应途径进行。此外，这种新颖的方案已成功应用于将工业上可用的大宗化学品 1,2-丁二烯转化为己二酸二甲酯，这是一种用于聚合物和增塑剂合成的宝贵原料，
• <i>o</i>-Benzenedisulfonimide as Reusable Brønsted Acid Catalyst for Acid-Catalyzed Organic Reactions
  作者：Margherita Barbero、Silvano Cadamuro、Stefano Dughera、Paolo Venturello

  DOI：10.1055/s-2008-1072564

  日期：2008.5

  Acid-catalyzed organic reactions, such as etherification, esterification, acetal synthesis, cleavage, and interconversion, and pinacol rearrangement were carried out in the presence of catalytic amounts of o-benzenedisulfonimide as Bronsted acid catalyst; the conditions were mild and selective. The catalyst was easily recovered and purified, ready to be used in further reactions, with economic and ecological

  酸催化的有机反应，如醚化、酯化、缩醛合成、裂解、互变、频哪醇重排等，在催化量的邻苯二磺酰亚胺作为布朗斯台德酸催化剂存在下进行；条件温和且有选择性。该催化剂易于回收和纯化，可用于进一步反应，具有经济和生态优势。
• Palladium-Catalyzed Aerobic Oxygenation of Allylarenes
  作者：Chunsheng Li、Meng Li、Jianxiao Li、Jianhua Liao、Wanqing Wu、Huanfeng Jiang

  DOI：10.1021/acs.joc.7b01729

  日期：2017.10.20

  efficient and practical protocol for the synthesis of (E)-allylethers from readily available olefins with alcohols or phenols was developed. This aerobic oxidative allylic C–H oxygenation protocol features mild conditions, broad substrate scope, and high atom and step economy, making it a valuable and convenient synthetic method. Notably, molecular oxygen is the sole oxidant in this novel transformation.

  从有效获得的烯烃与醇或苯酚合成（E）-烯丙基醚的有效和实用的协议被开发出来。该好氧氧化烯丙基CH氧化方案具有条件温和，底物范围广，原子和步骤经济性高的特点，使其成为一种有价值且方便的合成方法。值得注意的是，在这种新颖的转化中，分子氧是唯一的氧化剂。
• Lewis Acid-catalyzed Reductive Etherification of Carbonyl Compounds with Alkoxyhydrosilanes
  作者：Katsukiyo Miura、Kazunori Ootsuka、Shuntaro Suda、Hisashi Nishikori、Akira Hosomi

  DOI：10.1055/s-2002-19779

  日期：——

  The TMSI-catalyzed reaction of aldehydes and ketones with alkoxydimethylsilanes gave unsymmetrical ethers in good to high yields. This reductive etherification is superior to the conventional method using two kinds of silicon reagents in terms of atom efficiency and ease of operation.

  TMSI催化的醛和酮与醇基二甲基硅烷的反应生成不对称醚，产率良好至很高。这种还原醚化反应在原子利用率和操作简易性方面优于传统使用两种硅试剂的方法。