3-溴-2-硝基苯甲酸 | 116529-61-4

• 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: 3-溴-2-硝基苯甲酸
• 英文名称: 3-bromo-2-nitrobenzoic acid
• 英文别名: 3-bromo-2-nitro-benzoic acid；3-Brom-2-nitro-benzoesaeure
• CAS: 116529-61-4
• 化学式: C₇H₄BrNO₄
• 分子量: 246.017
• InChiKey: JAURIZJCCFDGDI-UHFFFAOYSA-N

物化性质

• 熔点：
  250-251 °C
• 沸点：
  348.6±32.0 °C(Predicted)
• 密度：
  2.0176 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 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：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2916399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Bromo-2-nitrobenzoic acid
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: 3-Bromo-2-nitrobenzoic acid
CAS number: 116529-61-4

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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: C7H4BrNO4
Molecular weight: 246.0

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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
Non-harzardous for air and ground transportation.

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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

反应信息

• 作为反应物：
  描述：

  3-溴-2-硝基苯甲酸 在 盐酸 、 tin 、 sodium amalgam 作用下， 生成 邻氨基苯甲酸
  参考文献：
  名称：

  Huebner; Petermann, Justus Liebigs Annalen der Chemie, 1869, vol. 149, p. 142

  摘要：

  DOI：
• 作为产物：
  描述：

  2-溴-1-硝基苯乙酸 在 sodium hydroxide 、 potassium permanganate 作用下， 以 水 为溶剂， 反应 6.0h， 以84.1%的产率得到3-溴-2-硝基苯甲酸
  参考文献：
  名称：

  一种3-溴-2-硝基苯甲醛的化学合成方法

  摘要：

  本发明涉及一种3‑溴‑2‑硝基苯甲醛的化学合成方法。以1，3‑二溴‑2‑硝基苯为原料，经取代、脱羧、氧化、还原和醛基化五步反应合成，方法如下：将1,3‑二溴‑2‑硝基苯、丙二酸二甲酯和碱，加入有机溶剂中反应，制备2‑（3‑溴‑2‑硝基苯醛）‑丙二酸二甲酯；取上步所得2‑（3‑溴‑2‑硝基苯醛）‑丙二酸二甲酯，溶解在四氢呋喃或丙酮溶剂中，加入盐酸溶液，反应制备2‑（3‑溴‑2‑硝基苯醛）‑乙酸；加入氢氧化钠水溶液，加入高锰酸钾，反应得到3‑溴‑2‑硝基苯甲酸；将3‑溴‑2‑硝基苯甲酸溶解在四氢呋喃溶剂中，加入硼烷四氢呋喃，反应得到3‑溴‑2‑硝基苯甲醇；加入二氯甲烷或1,2‑二氯乙烷溶剂中，加入二氧化锰，反应制得3‑溴‑2‑硝基苯甲醛。该合成路线具有成本低、收率高的优点。

  公开号：

  CN103880683B

文献信息

• [EN] BENZOXAZINONE DERIVATIVES FOR THE TREATMENT OF GLYTL MEDIATED DISORDERS<br/>[FR] DÉRIVÉS DE BENZOXAZINONE POUR TRAITER DES TROUBLES INDUITS PAR GLYTL
  申请人：GLAXO GROUP LTD

  公开号：WO2011012622A1

  公开（公告）日：2011-02-03

  The present invention relates to benzoxazinone derivatives, processes for their preparation, pharmaceutical compositions and medicaments containing them and to their use in treating disorders mediated by GlyT1, including neurological and neuropsychiatric disorders, in particular psychoses, dementia or attention deficit disorder.

  本发明涉及苯并噁唑酮衍生物，其制备方法，含有它们的药物组合物和药物，以及它们在治疗由GlyT1介导的疾病中的应用，包括神经系统和神经精神疾病，特别是精神病、痴呆或注意力缺陷障碍。
• Alpha-helix mimicry by a class of organic molecules
  申请人：The Regents of the University of California

  公开号：US20030149038A1

  公开（公告）日：2003-08-07

  The present invention provides methods for making compounds and methods for using the compounds to disrupt or inhibit protein-protein interactions. Also provided are pharmaceutical compositions comprising the compounds of the current invention.

  本发明提供了制备化合物的方法以及利用这些化合物来破坏或抑制蛋白质相互作用的方法。还提供了包含本发明化合物的药物组合物。
• Stannylation and Stille Coupling of Base-Sensitive Tetrahydroxanthones to Heteromeric Biaryls
  作者：Stephanie Lindner、Martin Nieger、Stefan Bräse

  DOI：10.1002/adsc.201500524

  日期：2015.10.12

  Herein, the synthesis of heteromeric tetrahydroxanthone biaryls is described, a widespread core structure of many natural products. The development of both stannylation and Stille coupling procedures of base-sensitive tetrahydroxanthones enabled their coupling with benzene derivatives as well as with xanthenes. These methods provide access to structures that are analogous to parnafungins as well as

  在本文中，描述了异聚四氢黄酮联芳基的合成，这是许多天然产物的广泛核心结构。碱敏感的四氢氧杂蒽的锡烷基化和Stille偶联方法的发展使得它们能够与苯衍生物以及与黄嘌呤偶联。这些方法提供了类似于帕那芬净的结构以及类似于乙二醛酸或苯氧杂蒽酮的二聚化合物的途径。
• Tunable emissive thin films through ICT photodisruption of nitro-substituted triarylamines
  作者：Aurélie Jacquart、Patrick Tauc、Robert B. Pansu、Eléna Ishow

  DOI：10.1039/c001122c

  日期：——

  UV-assisted photocleavage in the solid state of orange emitting nitro-substituted triarylamines leads to the appearance of blue emission following photodisruption of the ICT state.

  在固态紫外光辅助下，硝基取代的橙色三芳基胺在光破坏 ICT 状态后发出蓝色光。
• An “O<i>rtho Effect</i>” in Electrophilic Aromatic Nitrations: Theoretical Analysis and Experimental Validation
  作者：Hui-Jing Li、Yan-Chao Wu、Jian-Hong Dai、b Yan Song、Runjiao Cheng、Yuanyuan Qiao

  DOI：10.1002/jccs.201400092

  日期：2014.12

  Usually, a π‐donor substituent acts as an ortho/para directing group in an electrophilic aromatic substitution reaction, and a π‐acceptor substituent acts as a meta directing group. Interestingly, when a π‐acceptor substituent is meta to a π‐donor substituent, certain electrophilic aromatic nitration occurs ortho to the acceptor substituent rather than para. The “ortho effect”, highlighted in various text

  通常，π-给体取代基在亲电子芳族取代反应中充当邻/对指导基团，而π-受体取代基充当间位指导基团。有趣的是，当一个π共受体取代基是间位的π供体取代基，某些电芳族硝化发生邻位的受体取代基，而不是对位。各种教科书中突出显示的“邻里效应”已根据从头开始进行了初步分析。计算。相应的实验数据验证了计算的可靠性，包括新设计的亲电子硝化反应，该硝化反应也给出了合理的产物分布。