2-氨基-5-溴-3-甲基苯甲酸 | 206548-13-2

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 环羧酸
• 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-氨基-5-溴-3-甲基苯甲酸
• 英文名称: 2-amino-5-bromo-3-methylbenzoic acid
• 英文别名: 2-amino-3-methyl-5-bromobenzoic acid
• CAS: 206548-13-2
• 化学式: C₈H₈BrNO₂
• mdl: MFCD05664860
• 分子量: 230.061
• InChiKey: RWLPKYJTGUCBQH-UHFFFAOYSA-N

物化性质

• 熔点：
  236-238°C
• 沸点：
  347.9±42.0 °C(Predicted)
• 密度：
  1.682

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温下应保持干燥密封。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Amino-5-bromo-3-methylbenzoic 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: 2-Amino-5-bromo-3-methylbenzoic acid
CAS number: 206548-13-2

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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: C8H8BrNO2
Molecular weight: 230.1

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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

制备方法与用途

用途

2-氨基-5-溴-3-甲基苯甲酸用作研究用化合物。

反应信息

• 作为反应物：
  描述：

  2-氨基-5-溴-3-甲基苯甲酸 在 一水合肼 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 2-氨基-5-溴-3-甲基苯甲酰肼
  参考文献：
  名称：

  新型的以二酰基肼桥为有效Ca 2+调节剂的邻氨基苯甲酰胺二酰胺类似物的合成和杀虫活性的研究

  摘要：

  邻氨基苯甲酰胺是一类针对ryanodine受体（RyRs）的杀虫剂。为了发现针对RyRs的有效杀虫剂，设计并合成了一系列带有二酰基肼桥的新型邻氨基苯甲酰胺。对它们的杀虫活性进行了评估，并总结了初步的构效关系（SAR）。尤其是，化合物5g在浓度为5 mg / L时对东方粘虫（Mythimna separata）表现出良好的杀伤力。钙成像实验结果表明，化合物5g通过破坏Mythimna separata（Walker）和Mythimna separata（Walker）中的钙动态平衡，可作为有效的昆虫Ca 2+水平调节剂。Spodoptera exigua（Hübner），可能激活了ER膜上的RyRs。

  DOI：

  10.1111/cbdd.13349
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 、 双氧水 作用下， 生成 2-氨基-5-溴-3-甲基苯甲酸
  参考文献：
  名称：

  DE375616

  摘要：

  公开号：

文献信息

• [EN] ANTIBACTERIAL BENZOIC ACID DERIVATIVES<br/>[FR] DERIVES D'ACIDES BENZOIQUES ANTIBACTERIENS
  申请人：UPJOHN CO

  公开号：WO2004018428A1

  公开（公告）日：2004-03-04

  The invention provides antimicrobial agents and methods of using the agents for sterilization, sanitation, antisepsis, disinfection, and treatment of infections in mammals.

  这项发明提供了抗菌剂和使用这些剂进行哺乳动物的消毒、卫生、防腐、消毒和治疗感染的方法。
• Design, Synthesis and Biological Activities of Novel Anthranilic Diamide Insecticide Containing Trifluoroethyl Ether
  作者：Yu Zhao、Yongqiang Li、Lixia Xiong、Hongxue Wang、Zhengming Li

  DOI：10.1002/cjoc.201200362

  日期：2012.8

  anthranilic diamide insecticide containing trifluoroethyl ether were designed and synthesized, and their structures were characterized by 1H NMR spectroscopy, elemental analysis and single crystal X‐ray diffraction analysis. The insecticidal activities of the new compounds were evaluated. The results of bioassays indicated that some of these title compounds exhibited excellent insecticidal activities. The

  设计并合成了两类新型的含有三氟乙基醚的邻氨基苯甲酰胺类杀虫剂，并通过1 H NMR，元素分析和X射线单晶衍射分析对其结构进行了表征。评价了新化合物的杀虫活性。生物测定的结果表明，这些标题化合物中的一些表现出优异的杀虫活性。化合物19a，19b，19d，19g，19k和19m在2.5 mg·kg -1时对东方粘虫的杀虫活性为100％。19a，19b的幼虫活动反对小菜蛾的，，19c，19d，19e，19g和19n在0.1 mg·kg -1时为100％。令人惊讶的是，当浓度降低到0.05 mg·kg -1时，它们中的大多数仍然对小菜蛾表现出完美的杀虫活性，高于商业化的氯吡虫啉。
• Synthesis, crystal structure and biological activity of a novel anthranilic diamide insecticide containing allyl ether
  作者：Yu Zhao、Li-xia Xiong、Li-ping Xu、Hongxue Wang、Han Xu、Hua-bin Li、Jun Tong、Zheng-ming Li

  DOI：10.1007/s11164-012-0820-6

  日期：2013.9

  search of environmentally benign insecticides with high activity, low toxicity and low residue, a series of novel anthranilic diamides containing allyl ether were designed and synthesized. All the compounds were characterized by 1H NMR spectroscopy, HRMS or elemental analysis. The single crystal structure of 18e was determined by X-ray diffraction. The insecticidal activities of the new compounds were evaluated

  为了寻找高活性，低毒性和低残留的环境友好的杀虫剂，设计并合成了一系列新型的含烯丙基醚的邻氨基苯甲酰胺。所有化合物均通过1 H NMR光谱，HRMS或元素分析进行表征。通过X射线衍射确定18e的单晶结构。评价了新化合物的杀虫活性。结果表明，某些化合物对鳞翅目害虫表现出优异的杀虫活性。在该系列化合物中，18l在测试浓度下对Mythimna独立的Walker和Plutella xylostella Linnaeus表现出100％的杀幼虫活性。
• Synthesis, Crystal Structure, and Biological Activity of Novel Anthranilic Diamide Insecticide Containing Propargyl Ether Group
  作者：Zhiqiang Huang、Jun Tong、Sha Zhou、Lixia Xiong、Hongxue Wang、Yu Zhao

  DOI：10.1002/jhet.2434

  日期：2016.7

  benign insecticides with high activity, low toxicity, and low residue, a series of novel anthranilic diamide containing propargyl ether were designed and synthesized. All compounds were characterized by 1H NMR spectroscopy, high‐resolution mass spectrometry, or elemental analysis. The single crystal structure of 18g was determined by X‐ray diffraction. The insecticidal activities against Lepidoptera pests

  为了寻找高活性，低毒，低残留的环境友好的杀虫剂，设计并合成了一系列新型的含炔丙基醚的邻氨基苯甲酰胺。所有化合物均通过1 H NMR光谱，高分辨率质谱或元素分析进行表征。通过X射线衍射确定18g的单晶结构。评价了新化合物对鳞翅目害虫的杀虫活性。它们对东方粘虫（Mythimna separata）和小菜蛾（Plutella xylostella）的杀虫活性表明，大多数化合物在测试浓度下均表现出中等至高活性。
• The Synthesis and Resolution of 2,2‘-, 4,4‘-, and 6,6‘-Substituted Chiral Biphenyl Derivatives for Application in the Preparation of Chiral Materials
  作者：Pedro J. Montoya-Pelaez、Yoon-Seo Uh、Christopher Lata、Matthew P. Thompson、Robert P. Lemieux、Cathleen M. Crudden

  DOI：10.1021/jo060553d

  日期：2006.8.1

  Various routes were examined for the synthesis of chiral biphenyl species that are substituted at the 2,2‘, 4,4‘ and 6,6‘ positions. Because the biaryl bond is tetrasubstituted, many coupling reactions were not suitable. The most reliable coupling reaction proved to be the Ullmann, which gave the desired product in 82% yield. The products were required as the starting point for the preparation of chiral

  检查了在2,2'，4,4'和6,6'位置被取代的手性联苯物质的合成的各种途径。因为联芳基键是四取代的，所以许多偶联反应都不适合。事实证明，最可靠的偶联反应是Ullmann，以82％的收率得到所需的产物。需要使用这些产物作为使用它们作为单体制备手性材料的起点。因此，需要产生大量两种对映体的途径。通过使用手性HPLC，在倒数第二步拆分了两种对映异构体。事实证明，一个复杂的特征是必须在4,4'位具有一个反应性基团，尽管如此，这仍将允许聚合反应。最终，我们在二溴代芳烃上采用了Ullmann偶联剂，