2,4-二溴硝基苯 | 51686-78-3

• 物质功能分类: 医药中间体 - 原料药中间体
• 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: 2,4-二溴硝基苯
• 中文别名: 2,4-二溴-1-硝基苯
• 英文名称: 2,4-dibromonitrobenzene
• 英文别名: 2,4-dibromo-1-nitrobenzene；1,3-dibromo-4-nitrobenzene；2,4-Dibrom-1-nitrobenzol；2,4-Dibromnitrobenzol
• CAS: 51686-78-3
• 化学式: C₆H₃Br₂NO₂
• mdl: MFCD02660416
• 分子量: 280.903
• InChiKey: DXRVYZGVVFZCFP-UHFFFAOYSA-N

物化性质

• 熔点：
  61-62℃
• 沸点：
  270℃
• 密度：
  2.101
• 闪点：
  117℃
• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  6.1
• 海关编码：
  2904909090
• 危险品运输编号：
  UN 3459
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,4-Dibromo-1-nitrobenzene
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 2,4-Dibromo-1-nitrobenzene
CAS number: 51686-78-3

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C6H3Br2NO2
Molecular weight: 280.9

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen bromide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
UN Number: UN3459 Class: 6.1 Packing group: III
Proper shipping name: NITROBROMOBENZENES, SOLID

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

简介

2,4-二溴硝基苯是一种用于医药的中间体，可以通过对间二溴苯进行硝化反应制得。有文献报道，通过四步反应可以将2,4-二溴硝基苯转化为苯并咪唑类驱虫药——芬苯达唑。

用途

医药及农药中间体。

反应信息

• 作为反应物：
  描述：

  2,4-二溴硝基苯 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium acetate 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 N-cyclohexyl-2-nitro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
  参考文献：
  名称：

  有效合成苯并咪唑-咪唑并[1,2-a]吡嗪共轭物：单-和双-苯并咪唑抗肿瘤活性的比较研究。

  摘要：

  一系列新的6-取代的8-（1-环己基-1H-苯并[d]咪唑-6-基）咪唑并[1,2-a]吡嗪和6-取代的8-（1-苄基-1H-首次合成了苯并[d]咪唑-6-基）咪唑并[1,2-a]吡嗪，并筛选了代表9种不同癌症类型的60种人类癌细胞系的体外生物学活性。衍生物10和36对所有测试的细胞系均显示抗肿瘤活性，分别显示出可比较的全图平均图中点生长抑制（MG_MID GI50）值分别为2.10和2.23μM。此外，通过吸收，发射和圆二色性技术研究，这些衍生物显示出与DNA和牛血清白蛋白（BSA）的强结合相互作用。这些光谱研究表明，咪唑并[1,2-a]吡嗪-苯并咪唑类化合物10和36 插入与ct-DNA相互作用作为基本生物学显著作用的主要相互作用，单苯并咪唑显示出比双苯并咪唑更好的活性。这些实验已经证实，咪唑并[1,2-a]吡嗪和苯并咪唑部分是触发与DNA结合的有效药效团。这些化合物还与牛血清白蛋白相互作用，这证明了结合常数的高值。

  DOI：

  10.1016/j.ejmech.2019.07.042
• 作为产物：
  描述：

  N-乙酰基-3,5-二溴苯胺 在 硝酸 作用下， 生成 2,4-二溴硝基苯
  参考文献：
  名称：

  Holleman, Recueil des Travaux Chimiques des Pays-Bas, 1906, vol. 25, p. 202

  摘要：

  DOI：

文献信息

• [EN] BIS-HETEROARYL DERIVATIVES AS MODULATORS OF PROTEIN AGGREGATION<br/>[FR] DÉRIVÉS BIS-HÉTÉROARYLIQUES EN TANT QUE MODULATEURS DE L'AGRÉGATION DES PROTÉINES
  申请人：NEUROPORE THERAPIES INC

  公开号：WO2017020010A1

  公开（公告）日：2017-02-02

  The present invention relates to certain bis-heteroaryl compounds, pharmaceutical compositions containing them, and methods of using them, including methods for preventing, reversing, slowing, or inhibiting protein aggregation, and methods of treating diseases that are associated with protein aggregation, including neurodegenerative diseases such as Parkinson's disease, Alzheimer's disease, Lewy body disease, Parkinson's disease with dementia, fronto- temporal dementia, Huntington's Disease, amyotrophic lateral sclerosis, and multiple system atrophy, and cancer including melanoma.

  本发明涉及某些双杂环芳基化合物，含有它们的药物组合物，以及使用它们的方法，包括用于预防、逆转、减缓或抑制蛋白聚集的方法，以及治疗与蛋白聚集相关的疾病的方法，包括帕金森病、阿尔茨海默病、路易体病、帕金森病伴痴呆、额颞型痴呆、亨廷顿病、肌萎缩侧索硬化和多系统萎缩等神经退行性疾病，以及包括黑色素瘤在内的癌症。
• Sparing the ortho-position in nucleophilic aromatic substitution-specific displacement of the 4-SePh group in 2,4-bis(phenylseleno)nitrobenzene
  作者：Nicolai Stuhr-Hansen、Thorstein Finn Götze、Lars Henriksen、Theis Ivan Sølling、Annette Langkilde、Henning Osholm Sørensen

  DOI：10.1002/hc.20519

  日期：——

  Upon treatment of o- and p-(phenylseleno)nitrobenzenes with sodium methoxide quantitative exchange reactions took place, affording the corresponding methoxynitrobenzenes. Upon reaction between 2,4-bis(phenylseleno)nitrobenzene 2 and sodium methoxide, an unusual regiopure formation of 4-methoxy-2-(phenylseleno)nitrobenzene 3 was observed. This product remained unreactive toward an excess of sodium methoxide

  用甲醇钠处理邻和对（苯基硒基）硝基苯后发生定量交换反应，得到相应的甲氧基硝基苯。在 2,4-双（苯基硒基）硝基苯 2 和甲醇钠反应后，观察到 4-甲氧基-2-（苯基硒基）硝基苯 3 的异常区域纯形成。该产品对过量的甲醇钠保持不反应，从而阻止了 2,4-二甲氧基硝基苯 6 的形成。通过合成研究、X 射线晶体学和 DFT 计算检查了反应物和中间体 Meisenheimer 配合物的性质。我们发现观察到的选择性可以根据传统的共振考虑来理解。© 2009 Wiley Periodicals, Inc. 杂原子化学 20:101–108, 2009; 在线发表于 Wiley InterScience (www. interscience.wiley.com）。DOI 10.1002/hc.20519
• Monofluoroalkyl derivatives
  申请人：Eli Lilly and Company

  公开号：US07034045B1

  公开（公告）日：2006-04-25

  The present invention provides certain monofluoroalkyl derivatives useful for potentiating glutamate receptor function in a mammal and therefore, useful for treating a wide variety of conditions, such as psychiatric and neurological disorders.

  本发明提供了一些单氟代烷基衍生物，这些衍生物可用于增强哺乳动物中的谷氨酸受体功能，因此可用于治疗各种疾病，如精神和神经障碍。
• IRON OXIDE SUPPORTED RHODIUM CATALYST FOR NITROARENE REDUCTION
  申请人：King Fahd University of Petroleum and Minerals

  公开号：US20200298212A1

  公开（公告）日：2020-09-24

  A supported catalyst having rhodium particles with an average diameter of less than 1 nm disposed on a support material containing magnetic iron oxide (e.g. Fe 3 O 4 ). A method of producing the supported catalyst and a process of reducing nitroarenes to corresponding aromatic amines employing the supported catalyst with a high product yield are also described. The supported catalyst may be recovered with ease using an external magnet and reused.

  一个支撑的催化剂，其上分布有平均直径小于1纳米的铑颗粒，载体材料含有磁性氧化铁（例如Fe3O4）。还描述了生产该支撑催化剂的方法以及使用该支撑催化剂将硝基芳烃还原为相应芳香胺的过程，该过程具有高产品收率。可以使用外部磁铁轻松回收支撑催化剂，并重复使用。
• ORGANIC COMPOUND, ORGANIC ELECTRONIC DEVICE USING SAME, AND TERMINAL FOR SAME
  申请人：Kim Dongha

  公开号：US20120217492A1

  公开（公告）日：2012-08-30

  Disclosed are an organic compound, an organic electronic device using the same, and a terminal thereof.

  揭示了一种有机化合物，使用该化合物的有机电子器件以及其终端。