2-丁基四氢呋喃 | 1004-29-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢呋喃
• 中文名称: 2-丁基四氢呋喃
• 中文别名: 2-正丁基四氢呋喃
• 英文名称: 2-butanyltetrahydrofuran
• 英文别名: 2-butyltetrahydrofuran；2-n-butyltetrahydrofuran；2-butyloxolane
• CAS: 1004-29-1
• 化学式: C₈H₁₆O
• 分子量: 128.214
• InChiKey: GBOMEIMCQWMHGB-UHFFFAOYSA-N

物化性质

• 沸点：
  159-160 °C(Press: 768 Torr)
• 密度：
  0.8626 g/cm3(Temp: 9 °C)
• LogP：
  2.537 (est)
• 保留指数：
  975

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  1.0
• 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

ADMET

毒理性

• 副作用

神经毒素 - 急性溶剂综合征

Neurotoxin - Acute solvent syndrome

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• 海关编码：
  2932190090

反应信息

• 作为反应物：
  描述：

  2-丁基四氢呋喃 在 hafnium tetrakis(trifluoromethanesulfonate) 、 palladium 10% on activated carbon 、 氢气 作用下， 以 水 为溶剂， 180.0 ℃ 、4.0 MPa 条件下， 反应 12.0h， 生成 正辛烷
  参考文献：
  名称：

  Rapid Ether and Alcohol C–O Bond Hydrogenolysis Catalyzed by Tandem High-Valent Metal Triflate + Supported Pd Catalysts

  摘要：

  The thermodynamically leveraged conversion of ethers and alcohols to saturated hydrocarbons is achieved efficiently with low loadings of homogeneous M(OTf)(n) + heterogeneous Pd tandem catalysts (M = transition metal; OTf = triflate; n = 4). For example, Hf(OTf)(4) mediates rapid endothermic ether reversible arrow alcohol and alcohol reversible arrow alkene equilibria, while Pd/C catalyzes the subsequent, exothermic alkene hydrogenation. The relative C-O cleavage rates scale as 30 degrees > 20 degrees > 1 degrees. The reaction scope extends to efficient conversion of biomass-derived ethers, such as THF derivatives, to the corresponding alkanes.

  DOI：

  10.1021/ja411546r
• 作为产物：
  描述：

  2-正丁基呋喃 在 palladium 10% on activated carbon 、 氢气 作用下， 40.0 ℃ 、4.0 MPa 条件下， 反应 16.0h， 以55%的产率得到2-丁基四氢呋喃
  参考文献：
  名称：

  Rapid Ether and Alcohol C–O Bond Hydrogenolysis Catalyzed by Tandem High-Valent Metal Triflate + Supported Pd Catalysts

  摘要：

  The thermodynamically leveraged conversion of ethers and alcohols to saturated hydrocarbons is achieved efficiently with low loadings of homogeneous M(OTf)(n) + heterogeneous Pd tandem catalysts (M = transition metal; OTf = triflate; n = 4). For example, Hf(OTf)(4) mediates rapid endothermic ether reversible arrow alcohol and alcohol reversible arrow alkene equilibria, while Pd/C catalyzes the subsequent, exothermic alkene hydrogenation. The relative C-O cleavage rates scale as 30 degrees > 20 degrees > 1 degrees. The reaction scope extends to efficient conversion of biomass-derived ethers, such as THF derivatives, to the corresponding alkanes.

  DOI：

  10.1021/ja411546r

文献信息

• PHOSPHONATED RIFAMYCINS AND USES THEREOF FOR THE PREVENTION AND TREATMENT OF BONE AND JOINT INFECTIONS
  申请人：Rose Yannick Stephane

  公开号：US20110263534A1

  公开（公告）日：2011-10-27

  The present invention relates to phosphonated Rifamycins, and methods of making and using such compounds. These compounds are useful as antibiotics for prophylaxis and/or the treatment of bone and joint infections, especially for the prophylaxis and/or treatment of osteomyelitis.

  本发明涉及磷酸化利福霉素以及制备和使用这类化合物的方法。这些化合物可用作预防和/或治疗骨骼和关节感染的抗生素，特别是用于预防和/或治疗骨髓炎。
• 6' SUBSTITUTED COMPOUNDS HAVING 5-HT6 RECEPTOR AFFINITY
  申请人：Dunn Robert

  公开号：US20080200471A1

  公开（公告）日：2008-08-21

  The present disclosure provides compounds having affinity for the 5-HT6 receptor which are of the formula (I): wherein R 1 —R 4 A, B, D, E, and G are as defined herein. The disclosure also relates to methods of preparing such compounds, compositions containing such compounds, and methods of use thereof.

  本公开提供了具有亲和力的化合物，其对5-HT6受体具有亲和力，其化学式为（I）： 其中R1-R4，A，B，D，E和G如本文所定义。该公开还涉及制备这种化合物的方法，含有这种化合物的组合物，以及这些化合物的使用方法。
• Selective Hydrogenation and Hydrodeoxygenation of Aromatic Ketones to Cyclohexane Derivatives Using a Rh@SILP Catalyst
  作者：Gilles Moos、Meike Emondts、Alexis Bordet、Walter Leitner

  DOI：10.1002/anie.201916385

  日期：2020.7.13

  sed supported ionic liquid phase (Rh@SILP(Ph3‐P‐NTf2)) enabled the selective hydrogenation and hydrodeoxygenation of aromatic ketones. The flexible molecular approach used to assemble the individual catalyst components (SiO2, ionic liquid, nanoparticles) led to outstanding catalytic properties. In particular, intimate contact between the nanoparticles and the phosphonium ionic liquid is required for

  固定在无酸三苯基phosph基支持的离子液相（Rh @ SILP（Ph 3 -P-NTf 2））上的铑纳米颗粒能够选择性氢化和芳族酮加氢脱氧。用于组装各个催化剂组分（SiO 2，离子液体，纳米颗粒）的灵活分子方法导致了出色的催化性能。特别地，纳米颗粒与phospho离子液体之间的紧密接触对于脱氧反应性是必需的。Rh @ SILP（Ph 3 -PNTf 2）催化剂在温和条件下对苄基酮的加氢脱氧具有活性，并且通过调节反应温度以高选择性控制氢化（醇）和加氢脱氧（烷烃）之间非苄基酮的产物分布。多功能的Rh @ SILP（Ph 3 -P-NTf 2）催化剂为Friedel-Crafts酰化产物和木质素衍生的芳族酮的加氢和/或加氢脱氧开辟了生产各种高价值环己烷衍生物的途径。 。
• Potential Vegetable‐Based Diesel Fuels from Perkin Condensation of Furfuraldehyde and Fatty Acid Anhydrides
  作者：Lawrence C. Baldwin、Matthew C. Davis、Alicia M. Hughes、David V. Lupton

  DOI：10.1002/aocs.12210

  日期：2019.5

  imported oil for powering transportation and infrastructure in the future. In this report, we reacted medium‐chain and long‐chain fatty anhydrides (capric, caprylic, lauric, and palmitic) with furfuraldehyde by the Perkin condensation to produce 2‐n‐alkenylfurans. In the second step, the 2‐n‐alkenylfurans were hydrogenated to form 2‐n‐alkyltetrahydrofurans. Basic fuel property testing (melting point

  国内生产的生物燃料将来可能有助于减少对进口石油的依赖，从而为运输和基础设施提供动力。在本报告中，我们通过珀金缩合反应使中链和长链脂肪酸酐（癸酸，辛酸，月桂酸和棕榈酸）与糠醛反应生成2- n-烯基呋喃。在第二步中，将2- n-烯基呋喃氢化形成2- n-烷基四氢呋喃。基本燃料特性测试（熔点，密度，运动粘度，衍生十六烷值，和热值）的2- Ñ烷基四氢呋喃表明它们潜在地可用作柴油发动机的燃料。由2-辛基和2-癸基四氢呋喃组成的混合物具有最佳的燃料特性组合，包括低熔点（-39°C），十六烷值高（63.1），闪点高（98.2°C）和低粘度（2.26 mm 2 s -1，40 °C），与2号柴油和生物柴油的规格相比具有优势。
• Synthesis of 1‐Octanol and 1,1‐Dioctyl Ether from Biomass‐Derived Platform Chemicals
  作者：Jennifer Julis、Walter Leitner

  DOI：10.1002/anie.201203669

  日期：2012.8.20

  The happy medium: A new catalytic pathway for the synthesis of the linear primary C8 alcohol products 1‐octanol and dioctyl ether from furfural and acetone has been developed using retrosynthetic analysis. This opens a general strategy for the synthesis of medium‐chain‐length alcohols from carbohydrate feedstock.

  令人满意的介质： 使用逆合成分析方法开发了一种新的催化途径，可从糠醛和丙酮中合成线性伯C 8醇产物1-辛醇和二辛醚。这开启了从碳水化合物原料合成中链醇的一般策略。

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