2-methoxy-benzenediazonium | 17356-93-3

• 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: 2-methoxy-benzenediazonium
• 英文别名: 2-methoxybenzenediazonium cation；2-methoxyphenyldiazonium ion；2-Methoxy-benzoldiazonium；2-methoxy-benzenediazonium cation；2-Methoxy-benzol-diazonium；diazotiertes 2-Aminoanisol；Benzenediazonium, 2-methoxy-；2-methoxybenzenediazonium
• CAS: 17356-93-3
• 化学式: C₇H₇N₂O
• 分子量: 135.145
• InChiKey: WVGMYVWWJSIIFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methoxy-benzenediazonium 在 potassium permanganate 、 硫酸 、 二氧化硫 、 铜 作用下， 生成 2-甲氧基-苯磺酸
  参考文献：
  名称：

  Gattermann, Chemische Berichte, 1899, vol. 32, p. 1156

  摘要：

  DOI：
• 作为产物：
  描述：

  sodium (2-methoxyphenyl)-azosulfonate 以 水 为溶剂， 生成 2-methoxy-benzenediazonium
  参考文献：
  名称：

  Nomayo, M.; Wokaun, A., Berichte der Bunsen-Gesellschaft, 1995, vol. 99, # 12, p. 1495 - 1503

  摘要：

  DOI：

文献信息

• The effect of <i>ortho</i> and <i>para</i> substituents on the formation of the <i>E</i> and <i>Z</i> isomers of the arylhydrazones obtained from diazonium coupling with methyl 3-aminocrotonate and 3-aminocrotononitrile
  作者：Jason V. Jollimore、Marc Vacheresse、Keith Vaughan、Donald L. Hooper

  DOI：10.1139/v96-029

  日期：1996.2.1

  Reaction of arene diazonium salts with 3-aminocrotononitrile or methyl 3-aminocrotonate affords the 2-aryl-hydrazono-3-oxobutanenitrile (1 or 3 and 3′) or the methyl 2-arylhydrazono-3-oxobutanoate (2 and 2′ or 4 and 4′). A series of these hydrazones has been prepared with a range of electron-withdrawing and -donating substituents in the ortho or para position of the aryl moiety. The hydrazones have been characterized by spectroscopic methods, with emphasis on the ¹H NMR spectra, which have been used to determine the configuration of the hydrazones as E or Z or a mixture of the two. The para-substituted hydrazononitriles (1) are formed as a single species, namely the Z isomer, whereas the ortho isomers are formed as a mixture of E and Z configurations (3 and 3′). The hydrazonobutanoates (2 and 2′ or 4 and 4′) are formed as E/Z mixtures regardless of the position of the substituent in the aryl moiety. Complete assignments of all signals in the ¹H NMR spectra have been made on the basis of the ability of the various substituents to participate in intramolecular hydrogen bonding and a mechanism is proposed to account for the variations in the proportions of E and Z isomers and the effect of the nature of the substituent on this ratio. ¹³C NMR spectra of selected hydrazones have been recorded as an aid to structure assignment. Key words: hydrazone, diazonium, NMR spectroscopy, E/Z isomers, crotonic acid derivatives.

  芳香族重氮盐与3-氨基丙烯腈或甲基3-氨基丙烯酸酯反应，得到2-芳基-叠氮基-3-氧代丁腈（1或3和3'）或甲基2-芳基叠氮基-3-氧代丁酸酯（2和2'或4和4'）。已制备了一系列这些叠氮基化合物，其中芳基部分的邻位或对位具有一系列电子吸引或供给取代基。这些叠氮基化合物已通过光谱方法进行表征，重点放在¹H NMR谱上，该谱已用于确定叠氮基的构型为E或Z或两者的混合物。对位取代的叠氮基腈（1）形成为单一种类，即Z异构体，而邻位异构体形成为E和Z构型的混合物（3和3'）。叠氮基丁酸酯（2和2'或4和4'）无论芳基部分的取代基位置如何，都形成为E/Z混合物。基于各种取代基参与分子内氢键形成的能力，已对¹H NMR谱中所有信号进行了完整的指认，并提出了一种机制来解释E和Z异构体的比例变化以及取代基性质对此比例的影响。已记录了选定叠氮基的¹³C NMR谱，以帮助结构指认。关键词：叠氮基，重氮盐，NMR光谱，E/Z异构体，丙烯酸衍生物。
• Nano-Fe₃O₄ encapsulated-silica supported boron trifluoride as a novel heterogeneous solid acid for solvent-free synthesis of arylazo-1-naphthol derivatives
  作者：Abdolhamid Bamoniri、Naimeh Moshtael-Arani

  DOI：10.1039/c4ra12604a

  日期：——

  Fe₃O₄@SiO₂–BF₃ nanoparticles were prepared as a novel solid acid and effectively applied for the solvent-free synthesis of arylazo-1-naphthols at room temperature.

  Fe₃O₄@SiO₂-BF₃纳米颗粒被制备为一种新型固体酸，并有效地应用于室温下的无溶剂合成芳基偶氮基-1-萘酚。
• Visible Light-Driven, Gold(I)-Catalyzed Preparation of Symmetrical (Hetero)biaryls by Homocoupling of Arylazo Sulfones
  作者：Lorenzo Di Terlizzi、Simone Scaringi、Carlotta Raviola、Riccardo Pedrazzani、Marco Bandini、Maurizio Fagnoni、Stefano Protti

  DOI：10.1021/acs.joc.2c00225

  日期：2022.4.1

  The preparation of symmetrical (hetero)biaryls via arylazo sulfones has been successfully carried out upon visible light irradiation in the presence of PPh3AuCl as the catalyst. The present protocol led to the efficient synthesis of a wide range of target compounds in an organic-aqueous solvent under photocatalyst-free conditions.

  在PPh 3 AuCl作为催化剂的情况下，在可见光照射下成功地通过芳基偶氮砜制备了对称（杂）联芳基化合物。本方案可以在无光催化剂的条件下在有机水溶剂中有效合成多种目标化合物。
• Method for forming a lithographic printing plate
  申请人：——

  公开号：US20040131973A1

  公开（公告）日：2004-07-08

  Methods for forming images are disclosed. The images are formed by imaging and developing an imageable element comprising a layer of an imageable composition over a substrate. The imageable composition contains a polymeric binder, an acid activatable crosslinking agent, and an acid generator of the structure: 1 in which: Y is hydrogen, halo, alkyl, diphenylamino, phenylthio, or (CH 2 ) k SO 3 − in which k is 1 to 4; R 1 , R 2 , R 3 , and R 4 , are each independently hydrogen or SO 3 − with the proviso that the anion has two to four SO 3 − 0 groups; Z 1 and Z 2 are each independently a benzo group or a naphtho group; Z 3 is two hydrogen atoms, a cyclohexene residue or a cyclopentene residue; X1 and X2 are each independently S, O, NH, CH 2 , or CMe 2 ; Q ⊕ is an onium cation; n is 1 to 4; and m is 1 to 3, with the proviso that m is 1 when the anion has two SO 3 − groups; m is 2 when the anion has three SO 3 − groups; and m is 3 when the anion has four SO 3 − groups.

  本文公开了形成图像的方法。这些图像是通过对可成像元件成像和显影形成的，该元件包括覆盖在基底上的一层可成像组合物。可成像组合物包含聚合物粘合剂、可酸性激活的交联剂和结构的酸发生器： 1 其中 Y 是氢、卤素、烷基、二苯基氨基、苯硫基或（CH 2 ) k SO 3 - 其中 k 为 1 至 4； R 1 , R 2 , R 3 和 R 4 各自独立地为氢或 SO 3 - 但阴离子必须有 2 至 4 个 SO 3 - 0 基团； Z 1 和 Z 2 各自独立地为苯并基团或萘并基团； Z 3 是两个氢原子、一个环己烯残基或一个环戊烯残基； X1 和 X2 各自独立地为 S、O、NH、CH 2 或 CMe 2 ; Q ⊕ 是鎓阳离子； n 为 1 至 4；以及 m 为 1 至 3，但当阴离子有两个 SO 3 - 基团时，m 为 1；当阴离子具有三个 SO 3 - 基团；当阴离子有四个 SO 3 - 基团时，m 为 3。
• Vignon; Simonet, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1904, vol. 139, p. 569
  作者：Vignon、Simonet

  DOI：——

  日期：——