2-(4-甲氧基苄氧基)乙醇 | 13807-89-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(4-甲氧基苄氧基)乙醇
• 中文别名: 4-甲氧基苄氧基乙醇
• 英文名称: 2-(4-methoxybenzyloxy)ethanol
• 英文别名: 2-((4-methoxybenzyl)oxy)ethan-1-ol；2-[(4-methoxyphenyl)methoxy]ethanol
• CAS: 13807-89-1
• 化学式: C₁₀H₁₄O₃
• mdl: MFCD12756484
• 分子量: 182.219
• InChiKey: PHXZOQVBYCJBHO-UHFFFAOYSA-N

物化性质

• 沸点：
  144 °C(Press: 4 Torr)
• 密度：
  1.093±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2909499000
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温下应存于干燥密封的容器中。

反应信息

• 作为反应物：
  描述：

  2-(4-甲氧基苄氧基)乙醇 在 palladium on activated charcoal 氢气 、 戴斯-马丁氧化剂 、 三苯基膦 、 methyloxirane 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 126.0h， 生成 4-(4-methoxybenzyloxy)butanoic acid methyl ester
  参考文献：
  名称：

  Synthesis of 13C-labeled γ-hydroxybutyrates for EPR studies with 4-hydroxybutyryl-CoA dehydratase

  摘要：

  4-Hydroxybutyryl-CoA dehydratase from Clostridium aminobutyricum catalyses the reversible dehydration of its substrate 4-hydroxybutyryl-CoA (4-HB-CoA) to crotonyl CoA. The enzyme contains one [4Fe-4S](2+) cluster and one flavin adenine dinucleotide (FAD) molecule per homotetramer. Incubation of the enzyme with its substrate under equilibrium conditions followed by freezing at 77 K induced the EPR-spectrum of a neutral flavin semiquinone (g = 2.005, linewidth 2.1 mT), while at 10 K additional signals were detected. In an attempt to characterize these signals, 4-HB-CoA molecules specifically labeled with C-13 have been synthesized. This was achieved via C-13-labeled gamma-butyrolactones, which were obtained from C-13-labeled bromoacetic acids by efficient synthetic routes. Incubation of the C-13-labeled 4-hydroxybutyrate-CoA molecules with 4-hydroxybutyryi-CoA dehydratase did not lead to marked broadening of the signals.(C) 2004 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2004.09.001
• 作为产物：
  描述：

  2-(4-甲氧基苯基)-1,3-二氧戊环 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 乙醚 为溶剂， 生成 2-(4-甲氧基苄氧基)乙醇
  参考文献：
  名称：

  杂原子取代的甲基基团和连接到 1,3-二氧戊环的 C-2 上的乙烯基基团 (CR2=CR-) 对 AlH2Cl、AlH3 或 LiAlH4 对 1,3-二氧戊环氢解的难易和方向的影响

  摘要：

  2-甲基-1,3-二氧戊环的甲基上的杂原子取代基阻碍了 2-取代的 1,3-二氧戊环的醚溶液的 AlH2Cl 的氢解速率。杂原子在降低氢解容易度方面的有效性是 H < S < O < Br < NR2。这种延迟被认为是由于杂原子的电负性和/或一些 AlH2Cl 与杂原子的配位引起的过渡态不稳定导致中间氧碳离子。AlH2Cl 或 AlH3 在室温下乙醚中将 2-乙烯基-或 2-[烷基（或芳基）取代的乙烯基]-1,3-二氧戊环还原为仅 β,γ-不饱和烷基 β-羟乙基醚，预期产物是氢阴离子加成到 C-2 1,3-二氧戊环。

  DOI：

  10.1139/v71-422

文献信息

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  DOI：10.1002/anie.202104863

  日期：2021.7.26

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  DOI：10.1246/bcsj.79.1106

  日期：2006.7

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  DOI：10.1016/j.tet.2018.01.036

  日期：2018.3

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• [EN] NUCLEOSIDE PRODRUGS AND USES RELATED THERETO<br/>[FR] PROMÉDICAMENTS NUCLÉOSIDIQUES ET LEURS UTILISATIONS
  申请人：UNIV EMORY

  公开号：WO2021035214A1

  公开（公告）日：2021-02-25

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• Nickel-Catalyzed Asymmetric Kumada Cross-Coupling of Symmetric Cyclic Sulfates
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  DOI：10.1021/jacs.6b03384

  日期：2016.6.29

  Nickel-catalyzed enantioselective cross-couplings between symmetric cyclic sulfates and aromatic Grignard reagents are described. These reactions are effective with a broad range of substituted cyclic sulfates and deliver products with asymmetric tertiary carbon centers. Mechanistic experiments point to a stereoinvertive SN2-like oxidative addition of a nickel complex to the electrophilic substrate

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