1-甲氧基-4-(1-甲氧基戊基)苯 | 159754-78-6

• 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: 1-甲氧基-4-(1-甲氧基戊基)苯
• 英文名称: 1-methoxy-4-(1-methoxypentyl)benzene
• 英文别名: Benzene, 1-methoxy-4-(1-methoxypentyl)-
• CAS: 159754-78-6
• 化学式: C₁₃H₂₀O₂
• 分子量: 208.301
• InChiKey: IQSOHZHIFKBYRV-UHFFFAOYSA-N

物化性质

• 沸点：
  273.7±23.0 °C(Predicted)
• 密度：
  0.949±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 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-甲氧基-4-(1-甲氧基戊基)苯 以90%的产率得到
  参考文献：
  名称：

  Azzena Ugo, Melloni Giovanni, Pisano Luisa, Sechi Barbara, Tetrahedron Lett, 35 (1994) N 36, S 6759-6762

  摘要：

  DOI：
• 作为产物：
  描述：

  正丁基锂 、 4-甲氧基苯甲醛二甲缩醛 在 三氟化硼乙醚 、 鹰爪豆碱 作用下， 以 乙醚 为溶剂， 以91%的产率得到1-甲氧基-4-(1-甲氧基戊基)苯
  参考文献：
  名称：

  Asymmetric Nucleophilic Substitution of Acetals

  摘要：

  DOI：

  10.1002/1099-0690(200111)2001:21<4137::aid-ejoc4137>3.0.co;2-4

文献信息

• Nonclassical Mechanism in the Cyclodehydration of Diols Catalyzed by a Bifunctional Iridium Complex
  作者：Greco González Miera、Aitor Bermejo López、Elisa Martínez‐Castro、Per‐Ola Norrby、Belén Martín‐Matute

  DOI：10.1002/chem.201805460

  日期：2019.2.18

  1,4‐ and 1,5‐diols undergo cyclodehydration upon treatment with cationic N‐heterocyclic carbene (NHC)–IrIII complexes to give tetrahydrofurans and tetrahydropyrans, respectively. The mechanism was investigated, and a metal‐hydride‐driven pathway was proposed for all substrates, except for very electron‐rich ones. This contrasts with the well‐established classical pathways that involve nucleophilic

  1,4-和1,5-二醇在用阳离子N-杂环卡宾(NHC)-Ir III络合物处理后发生环化脱水，分别生成四氢呋喃和四氢吡喃。研究了该机制，并提出了一种适用于所有底物的金属氢化物驱动途径，除了电子非常丰富的底物。这与涉及亲核取代的成熟经典途径形成对比。
• Iron-catalyzed N-alkylation using π-activated ethers as electrophiles
  作者：Xiaohui Fan、Lin-An Fu、Na Li、Hao Lv、Xiao-Meng Cui、Yuan Qi

  DOI：10.1039/c3ob27128e

  日期：——

  A new method for the synthesis of diverse N-alkylation compounds was developed via an iron-catalyzed etheric Csp3–O cleavage with the C–N bond formation in the reaction of π-activated ethers with various nitrogen-based nucleophiles. In addition, the mechanism of this reaction was investigated.

  通过铁催化的醚类Csp3–O键断裂并伴随C–N键形成反应，开发了一种合成多种N-烷基化化合物的新方法，即在π活性醚与各种含氮亲核试剂的反应中生成C–N键。此外，还研究了该反应的机理。
• Single and double reductive cleavage of CO bonds of aromatic dimethyl acetals and ketals: Generation of benzylic mono- and dicarbanions
  作者：Ugo Azzena、Giovanni Melloni、Luisa Pisano、Barbara Sechi

  DOI：10.1016/s0040-4039(00)73488-5

  日期：1994.9

  The reductive cleavage of aromatic dimethyl acetals and ketals, 1, with Li metal in THF at low temperature allows the generation of stable α-alkoxy-α-arylsubstituted carbanions, avoiding the Wittig rearrangement. Reaction of these carbanions with various electrophiles afforded the expected products 2. Further in situ reaction of compounds 2 afforded the products of reductive electrophilic disubstitution

  在低温下用四氢呋喃中的锂金属对芳族二甲基乙缩醛和缩酮1进行还原性裂解，可生成稳定的α-烷氧基-α-芳基取代的碳负离子，从而避免了Wittig重排。这些碳负离子与各种亲电试剂的反应提供了预期的产物2。进一步原位化合物的反应2得到的还原电双取代，的产品3。
• Silver‐Catalyzed Synthesis of Benzyl Ethers via Alkoxylation of Benzylic C(sp³)−H Bonds
  作者：Peng Huang、Guang'an Zhang、Zechao Wang、Junliang Wu

  DOI：10.1002/asia.202300425

  日期：2023.7.17

  employing potassium persulfate as an oxidant at room temperature has been disclosed. The protocol tolerated a variety of primary, secondary, and tertiary alcohol nucleophiles, affording corresponding benzyl ethers up to 80 % yields. This method shows good site selectivity and broad functional group tolerance. Mechanistic study indicates this strategy undergoes a single electron transfer process.

  已经公开了在室温下使用过硫酸钾作为氧化剂的银催化的苄基C(sp 3 )-H键的烷氧基化。该方案可耐受多种伯醇、仲醇和叔醇亲核试剂，相应的苄基醚收率高达 80%。该方法显示出良好的位点选择性和广泛的官能团耐受性。机理研究表明该策略经历了单个电子转移过程。
• Metalation of arylmethyl alkyl ethers
  作者：Ugo Azzena、Luciano Pilo、Alessandra Sechi

  DOI：10.1016/s0040-4020(98)00758-3

  日期：1998.10

  Arylmethyl alkyl ethers 1a-11 were metallated with n-BuLi or sec-BuLi in THF at different temperatures, affording alpha-alkoxy-substituted arylmethyllithium derivatives. At low temperature, the organometallics derived from methyl and isopropyl ethers are sufficiently stable to react with added electrophiles affording the expected products 4aa-4jb. On the contrary, under similar conditions, lithium derivatives of primary alkyl benzyl ethers rapidly decay to benzyl alcohol 3. (C) 1998 Elsevier Science Ltd. All rights reserved.