4-甲氧基-1-萘甲酸乙酯 | 51934-42-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 4-甲氧基-1-萘甲酸乙酯
• 英文名称: ethyl 4-methoxy-1-naphthoate
• 英文别名: 4-methoxy-[1]naphthoic acid ethyl ester；4-Methoxy-[1]naphthoesaeure-aethylester；Ethyl 4-methoxy-1-naphthalenecarboxylate；ethyl 4-methoxynaphthalene-1-carboxylate
• CAS: 51934-42-0
• 化学式: C₁₄H₁₄O₃
• 分子量: 230.263
• InChiKey: SPWUICZIBGBZPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-甲氧基-1-萘甲酸乙酯 在 一水合肼 作用下， 生成 4-methoxy-1-naphthohydrazide
  参考文献：
  名称：

  Bioisosteric-replacement-driven optimization of 4-methoxynaphthalene-N-acylhydrazones with anti-Paracoccidioides activity

  摘要：

  这项工作采用的总体工作流程。

  DOI：

  10.1039/d3nj01975f
• 作为产物：
  描述：

  2-[(三甲基硅基)乙炔基]苯甲醛 在 silver hexafluoroantimonate 、 氯[2-(二叔丁基磷)二苯基]金 、 对甲苯磺酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 20.0h， 生成 4-甲氧基-1-萘甲酸乙酯
  参考文献：
  名称：

  金催化2-乙炔基苄基醚与有机氧化物和α-重氮酯的正式环加成反应

  摘要：

  可能性无限：2-乙炔基苄基醚与有机氧化物和α-重氮酯的金催化反应分别得到1,3-二氢异苯并呋喃和萘衍生物（参见方案； EWG =吸电子基团）。通过同位素标记阐明了形成正式环加合物的机理。

  DOI：

  10.1002/anie.201303016

文献信息

• Thermal and Photochemical Decomposition Pathways of Trinitromethylarenes. Part II. The Effects of Ethanol on the Photolysis Reactions of Some Alkoxy- and Dialkoxyarenes in the Presence of Tetranitromethane. Enhancement of Adduct and Trinitromethyl Substitution Product Formation.
  作者：Craig P. Butts、Lennart Eberson、Michael P. Hartshorn、Ola Persson、Ward T. Robinson、Bryan R. Wood、Ward T. Robinson、Björn O. Roos、Claire Vallance、Bryan R. Wood

  DOI：10.3891/acta.chem.scand.51-0718

  日期：——

  The photolysis of the charge transfer (CT) complex of tetranitromethane 1-methoxynaphthalene, 1,4-dimethoxybenzene, 1,2-dimethoxybenzene 1,2-methylenedioxybenzene or 2-methylanisole is reported for dichloromethane acetonitrile, dichloromethane-ethanol and acetonitrile-ethanol solvent systems, The effects of adding ethanol (8% v/v similar to 1.4 mol dm(-3)) to dichloromethane or acetonitrile as reaction solvents include: (i) the stabilization of alkoxytrinitromethylarenes, thus reducing their normal tendency for decomposition according ArC(NO2)(3) -->ArCOOH -->ArNO2, (ii) a reduction in the nucleophilicity of trinitromethanide ion, and (iii) changes in the regioselectivity of trinitromethanide ion attack on the radical cations of alkoxy-aromatic compounds away from attack ipso to the alkoxy substituent.Adducts are also stabilized, as shown by the photolysis of the CT complex of 1,4-dimethoxybenzene-tetranitromethane in dichloromethane-ethanol (8% v/v) gives the epimeric 1,4-dimethoxy-3-nitro-6-trinitromethylcyclohexa-1,4-dienes and 1,4-dimethoxy-2-trinitromethylbenzene, in addition to 1,4- dimethoxy-2-nitrobenzene. The adducts are detected also among the products of photolysis reactions in neat dichloromethane or acetonitrile.
• Eberson, Lennart; Radner, Finn, Journal of the American Chemical Society, 1991, vol. 113, # 15, p. 5825 - 5834
  作者：Eberson, Lennart、Radner, Finn

  DOI：——

  日期：——
• Gold-Catalyzed Formal Cycloaddition of 2-Ethynylbenzyl Ethers with Organic Oxides and α-Diazoesters
  作者：Samir Kundlik Pawar、Chiou-Dong Wang、Sabyasachi Bhunia、Appaso Mahadev Jadhav、Rai-Shung Liu

  DOI：10.1002/anie.201303016

  日期：2013.7.15

  A world of possibilities: Gold‐catalyzed reactions of 2‐ethynylbenzyl ethers with organic oxides and α‐diazoesters gave 1,3‐dihydroisobenzofuran and naphthalene derivatives, respectively (see scheme; EWG=electron‐withdrawing group). Mechanisms for the formation of the formal cycloadducts were elucidated by isotope labeling.

  可能性无限：2-乙炔基苄基醚与有机氧化物和α-重氮酯的金催化反应分别得到1,3-二氢异苯并呋喃和萘衍生物（参见方案； EWG =吸电子基团）。通过同位素标记阐明了形成正式环加合物的机理。
• Bioisosteric-replacement-driven optimization of 4-methoxynaphthalene-<i>N</i>-acylhydrazones with anti-<i>Paracoccidioides</i> activity
  作者：Amanda Alves de Oliveira、Lívia do Carmo Silva、Andrew Matheus Frederico Rozada、Vinícius Alexandre Fiaia Costa、Célia Maria de Almeida Soares、Flavio Augusto Vicente Seixas、Bruno Junior Neves、Gisele Freitas Gauze、Maristela Pereira

  DOI：10.1039/d3nj01975f

  日期：——

  Overall workflow employed in this work.

  这项工作采用的总体工作流程。