[¹⁵N]-4-nitroanisole | 6407-11-0

• 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: [¹⁵N]-4-nitroanisole
• 英文别名: [15N]-p-nitroanisole；4-nitroanisole-15N；1-methoxy-4-[¹⁵N]nitro-benzene；4-Nitro-¹⁵N-anisol；1-methoxy-4-[oxido(oxo)(15N)(15N)azaniumyl]benzene
• CAS: 6407-11-0
• 化学式: C₇H₇NO₃
• 分子量: 154.131
• InChiKey: BNUHAJGCKIQFGE-VJJZLTLGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 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：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [¹⁵N]-4-nitroanisole 在 盐酸 、 tin 作用下， 反应 1.0h， 以86%的产率得到p-methoxyaniline-15N
  参考文献：
  名称：

  的硝酸铈铵的N- Dearylation ñ - p -Anisylazoles施加到吡唑，三唑，四唑，五唑并环：父唑类的释放。不稳定五唑，HN的代5 / N 5 - ，在解决方案

  摘要：

  硝酸铈（IV）铵铵（CAN）与一系列N-（对-茴香基）唑在乙腈或甲醇溶剂中的反应导致N-脱芳基反应以可比的产率释放母体NH-唑和对-苯醌。探索了反应的范围和局限性。它与1-（对-茴香基）吡唑，2-（对-茴香基）-1,2,3-三唑，2-（对-茴香基）-2 H-四唑和1-（对-茴香基）成功戊唑 脱芳基使对-茴香基基团成为在唑化学中潜在有用的N-保护基团。1-（对-茴香基）戊唑在溶液中释放的唑是不稳定的HN5，盼望已久的母体戊唑酸。对戊基戊唑样品是通过在戊唑环的所有位置上分别具有一个，两个和三个15 N原子的组合而合成的。不稳定的HN 5 / N 5 -在-40产生℃下未建立在溶液中，但降解成叠氮化物离子和氮气具有短的寿命。的15的N N-二标记3 -从所有样品得到的离子明确证明，它来自HN的降解5（互变异构形式）和/或它的阴离子ñ 5 -在溶液中。

  DOI：

  10.1021/jo702423z
• 作为产物：
  描述：

  苯甲醚 在 硝酸 作用下， 生成 [¹⁵N]-4-nitroanisole
  参考文献：
  名称：

  Substituent effects on one-bond15N13C couplings inN,N-dimethylanilines and nitrobenzenes. Effect of steric inhibition of conjugation

  摘要：

  AbstractThe 1J(15N13C) values for a series of ring‐substituted N,N‐dimethylaniline‐15N derivatives and a series of nitrobenzene‐15N derivatives were measured from the 13C spectra. In the nitrobenzenes, small changes in 1J(15N13C) are attributed to the inductive effect of the substituents, since steric inhibition of conjugation has little effect on the magnitude of the coupling. In contrast, steric inhibition of nitrogen lone‐pair delocalization in N,N‐dimethylaniline derivatives markedly reduces the value of 1J(15N13C). Theoretical calculations of 1J(15N13C) values for the two series of compounds were made using standard INDO parameters and a ‘sum‐over‐states’ perturbation approach. Fair agreement between the calculated and experimental values is found.

  DOI：

  10.1002/mrc.1270200104

文献信息

• [EN] NITRATION OF AROMATIC COMPOUNDS<br/>[FR] NITRATION DE COMPOSÉS AROMATIQUES
  申请人：ARIZONA BOARD OF REGENTS FOR THE UNIVERSITY OF ARIZONA

  公开号：WO2016118450A1

  公开（公告）日：2016-07-28

  The present invention provides a process for nitrating aromatic compounds without the need for a solid catalyst and/or any organic solvents and/or any other additives. A typical process includes combining or admixing a nitric acid and an anhydride compound under conditions sufficient to produce a reactive intermediate. The aromatic compound to be nitrated is then added to this reactive intermediate to produce a nitroaromatic compound. The nitroaromatic compound can be substituted with one or more, typically, one to three, and often one or two nitrate (-NO2) groups.

  本发明提供了一种在无需固体催化剂和/或任何有机溶剂和/或任何其他添加剂的情况下对芳香化合物进行硝化的方法。典型的过程包括将硝酸和酸酐化合物组合或混合在一起，在足以产生反应中间体的条件下。然后将待硝化的芳香化合物加入到这种反应中间体中，以产生硝基芳香化合物。硝基芳香化合物可以被一个或多个取代，通常是一个到三个，通常是一个到两个硝酸根(-NO2)基团。
• Synthesis of¹³C and¹⁵N labeled 2,4-dinitroanisole
  作者：Bhumasamudram Jagadish、Jim A. Field、Jon Chorover、Reyes Sierra-Alvarez、Leif Abrell、Eugene A. Mash

  DOI：10.1002/jlcr.3192

  日期：2014.5.30

  Syntheses of [13C6]-2,4-dinitroanisole (ring-13C6) from [13C6]-anisole (ring-13C6) and [15N2]-2,4-dinitroanisole from anisole using in situ generated acetyl nitrate and [15N]-acetyl nitrate, respectively, are described. Treatment of [13C6]-anisole (ring-13C6) with acetyl nitrate generated in 100% HNO3 gave [13C6]-2,4-dinitroanisole (ring-13C6) in 83% yield. Treatment of anisole with [15N]-acetyl nitrate generated in 10 N [15N]-HNO3 gave [15N2]-2,4-dinitroanisole in 44% yield after two cycles of nitration. Byproducts in the latter reaction included [15N]-2-nitroanisole and [15N]-4-nitroanisole.

  使用原位生成的硝酸乙酰酯和[15N]-从[13C6]-苯甲醚（13C6环）合成[13C6]-2,4-二硝基苯甲醚（13C6环）和从苯甲醚合成[15N2]-2,4-二硝基苯甲醚分别描述了乙酰硝酸酯。用 100% HNO3 中生成的硝酸乙酰酯处理 [13C6]-苯甲醚（13C6 环），得到 [13C6]-2,4-二硝基苯甲醚（13C6 环），产率 83%。用在10N[15N]- 中生成的[15N]-乙酰基硝酸盐处理苯甲醚，在两个硝化循环后得到[15N2]-2，4-二硝基苯甲醚，产率44％。后一反应中的副产物包括[15N]-2-硝基苯甲醚和[15N]-4-硝基苯甲醚。
• NITRATION OF AROMATIC COMPOUNDS
  申请人：Arizona Board of Regents for the University of Arizona

  公开号：US20180179144A1

  公开（公告）日：2018-06-28

  The present invention provides a process for nitrating aromatic compounds without the need for a solid catalyst and/or any organic solvents and/or any other additives. A typical process includes combining or admixing a nitric acid and an anhydride compound under conditions sufficient to produce a reactive intermediate. The aromatic compound to be nitrated is then added to this reactive intermediate to produce a nitroaromatic compound. The nitroaromatic compound can be substituted with one or more, typically, one to three, and often one or two nitrate (—NO 2 ) groups.