ω-bromo-para-nitro-acetophenone | 13277-61-7

• 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: ω-bromo-para-nitro-acetophenone
• 英文别名: 2-bromo-1-(4-nitrophenyl)ethan-1-one；4-nitrobenzoyl bromide；p-Nitrobenzoyl bromide
• CAS: 13277-61-7
• 化学式: C₇H₄BrNO₃
• 分子量: 230.018
• InChiKey: KXLZZEPFQYGUPZ-UHFFFAOYSA-N

物化性质

• 熔点：
  63-64 °C(Solv: carbon tetrachloride (56-23-5))
• 沸点：
  340.7±25.0 °C(Predicted)
• 密度：
  1.776±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ω-bromo-para-nitro-acetophenone 在 sodium tetrahydroborate 、 sodium azide 作用下， 以 水 为溶剂， 反应 18.25h， 生成 rac-2-azido-1-(para-nitro-phenyl)-ethanol
  参考文献：
  名称：

  Highly Enantioselective and Regioselective Biocatalytic Azidolysis of Aromatic Epoxides

  摘要：

  [figure: see text] The halohydrin dehalogenase from Agrobacterium radiobacter AD1 catalyzed the highly enantioselective and beta-regioselective azidolysis of (substituted) styrene oxides. By means of kinetic resolutions the remaining epoxide and the formed azido alcohol could be obtained in very high ee. In a large scale conversion, the decrease in yield and selectivity due to the uncatalyzed chemical side reaction could be overcome by slow addition of azide.

  DOI：

  10.1021/ol0067540
• 作为产物：
  描述：

  对硝基苯甲醛 在 1,3-二溴-1,3,5-三嗪-2,4,6-三酮 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 ω-bromo-para-nitro-acetophenone
  参考文献：
  名称：

  在温和的条件下，使用二溴异氰尿酸进行醛的需氧氧化酯化和硫代酯化反应：无需金属催化剂†

  摘要：

  描述了一种从醛直接制备酯和硫代酯的实用直接方法。通过原位产生的酰基溴中间体通过氧化酯化和硫酯化反应合成酯和硫代酯，这些中间体可与各种醇和硫醇反应。酯化和硫代酯化反应很容易在二氯甲烷中存在二溴异氰尿酸的情况下进行，无需任何金属催化剂，并且在温和的条件下进行。通过使用该反应方案，可以高收率制备各种酯和硫代酯。这种有效的方法为醛的简便酯化和硫酯化提供了一种有希望的方法。

  DOI：

  10.1039/c8nj01085d

文献信息

• Hexafluoroisopropanol as solvent and promotor in the Paal-Knorr synthesis of N-substituted diaryl pyrroles
  作者：Robert H.E. Schirmacher、Daniel Rösch、Franziska Thomas

  DOI：10.1016/j.tet.2021.131985

  日期：2021.3

  An additive-free synthesis of challenging N-substituted aryl pyrroles from the often poorly soluble corresponding 1,4-diketones by means of the Paal-Knorr pyrrole synthesis is reported, which makes use of the unique properties of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as a solvent and reaction promotor. Our procedure offers simple execution and purification as well as easy scale-up and can be applied

  据报道，通过Paal-Knorr吡咯合成方法，由通常难溶的相应1,4-二酮可无添​​加剂合成具有挑战性的N-取代的芳基吡咯，该方法利用了1,1,1,3的独特性质，3,3-六氟异丙醇（HFIP）作为溶剂和反应促进剂。我们的程序提供了简单的执行和纯化方法，以及易于放大的规模，可用于Paal-Knorr合成中，结构复杂的许多吡咯，包括中等难度到极高产率的具有挑战性的四和五取代的吡咯。HFIP也可以用作呋喃和噻吩的Paal-Knorr合成中的溶剂。然而，在吡咯的合成中，溶剂作用更为明显。
• Salt suitable for an acid generator and a chemically amplified resist composition containing the same
  申请人：Harada Yukako

  公开号：US20070100158A1

  公开（公告）日：2007-05-03

  The present invention provides a salt of the formula (I): wherein ring X represents polycyclic hydrocarbon group having tricycle or more and having 10 to 30 carbon atoms, and one or more hydrogen atom in the ring X is optionally substituted with alkyl group having 1 to 6 carbon atoms, alkoxy group having 1 to 6 carbon atoms, perfluoroalkyl group having 1 to 4 carbon atoms or cyano group; Q 1 and Q 2 each independently represent fluorine atom or perfluoroalkyl group having 1 to 6 carbon atoms; n shows an integer of 1 to 12; and A + represents a cation selected from the group consist of a cation of the following formulae (IIa), (IIb) and (IIc): The present invention also provides a chemically amplified resist composition comprising the salt of the formula (I).

  本发明提供了一种公式(I)的盐：其中，环X代表具有10至30个碳原子的三环或更多多环烃基团，并且环X中的一个或多个氢原子可被选自1至6碳原子的烷基、1至6碳原子的烷氧基、1至4碳原子的全氟烷基或腈基团所取代；Q1和Q2各自独立地代表氟原子或具有1至6碳原子的全氟烷基；n表示1至12的整数；A+代表由以下公式(IIa)、(IIb)和(IIc)组成的阳离子群中选择的一种阳离子：本发明还提供了一种包含公式(I)盐的化学放大抗蚀剂组合物。
• Appel Reaction of Carboxylic Acids with Tribromoisocyanuric Acid/Triphenylphosphine: a Mild and Acid-Free Preparation of Esters and Amides
  作者：Haryadylla da Cunha Sindra、Marcio C. S. de Mattos

  DOI：10.5935/0103-5053.20160006

  日期：——

  A facile and efficient method for esterification and amidation of carboxylic acids under neutral conditions has been developed. Esters and amides can be prepared by reacting a carboxylic acid (1 mmol) with tribromoisocyanuric acid (0.37 mmol) and triphenylphosphine (1 mmol) in dichloromethane at room temperature, followed by addition of an alcohol or an amine, respectively.

  已经开发了一种在中性条件下将羧酸酯化和酰胺化的简便有效的方法。可以通过在室温下使羧酸（1 mmol）与三溴异氰尿酸（0.37 mmol）和三苯膦（1 mmol）在二氯甲烷中反应，然后分别加入醇或胺来制备酯和酰胺。
• A mild and efficient reaction for conversion of carboxylic acids into acid bromides with ethyl tribromoacetate/triphenylphosphine under acid-free conditions
  作者：Dong Ho Kang、Tae Young Joo、Eun Hwa Lee、Skaydaw Chaysripongkul、Warinthorn Chavasiri、Doo Ok Jang

  DOI：10.1016/j.tetlet.2006.06.013

  日期：2006.8

  Acid bromides were prepared efficiently from carboxylic acids with readily available ethyl tribromoacetate and triphenylphosphine at room temperature under neutral conditions. The present process is applicable to the preparation of various acid bromides from aromatic and aliphatic carboxylic acids. Aromatic carboxylic acids were found to be more reactive than aliphatic carboxylic acids under reaction

  在室温下，中性条件下，由羧酸与易得的三溴乙酸乙酯和三苯膦有效地制得酰溴。本方法适用于由芳族和脂族羧酸制备各种酰基溴。发现在反应条件下，芳族羧酸比脂族羧酸更具反应性。
• Convenient metal-free direct oxidative amidation of aldehyde using dibromoisocyanuric acid under mild conditions
  作者：Soosung Kang、Minh Thanh La、Hee-Kwon Kim

  DOI：10.1016/j.tetlet.2018.08.026

  日期：2018.9

  synthesized by an oxidative amidation in the presence of dibromoisocyanuric acid (DBI). Treatment of aromatic and aliphatic aldehydes with dibromoisocyanuric acid generated acyl bromide intermediates, which were employed to react with a variety of secondary and primary amines to give amides. Through this reaction method, various amides were synthesized directly from aldehydes under mild conditions in high yields

  描述了一种从醛直接合成酰胺的简便方法。在二溴异氰尿酸（DBI）存在下，通过氧化酰胺化合成酰胺键。用二溴异氰尿酸处理芳族和脂族醛可生成酰基溴中间体，该中间体可与多种仲胺和伯胺反应生成酰胺。通过这种反应方法，可以在温和的条件下以高收率和短时间直接从醛中合成出各种酰胺。这种简便有效的方法为从醛直接合成酰胺提供了潜在的策略。