5-氨基-6-溴喹啉 | 50358-39-9

• 物质功能分类: 医药中间体 - 杂环化合物 - 喹啉类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 5-氨基-6-溴喹啉
• 英文名称: 5-amino-6-bromoquinoline
• 英文别名: 6-bromo-5-aminoquinoline；6-bromo-[5]quinolylamine；6-Brom-[5]chinolylamin；6-bromo-5-quinolinamine；6-Bromoquinolin-5-amine
• CAS: 50358-39-9
• 化学式: C₉H₇BrN₂
• 分子量: 223.072
• InChiKey: NTJCDJVVAOAONR-UHFFFAOYSA-N

物化性质

• 沸点：
  354.4±27.0 °C(Predicted)
• 密度：
  1.649±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933499090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P264,P270,P301+P310+P330,P405,P501
• 危险品运输编号：
  2811
• 危险性描述：
  H301

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Amino-6-bromoquinoline
Synonyms: 6-Bromoquinolin-5-amine

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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: 5-Amino-6-bromoquinoline
CAS number: 50358-39-9

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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: C9H7BrN2
Molecular weight: 223.1

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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

反应信息

• 作为反应物：
  描述：

  5-氨基-6-溴喹啉 在 溴 作用下， 生成 5,6,8-Tribrom-chinolin
  参考文献：
  名称：

  Claus; Caroselli, Journal fur praktische Chemie (Leipzig 1954), 1895, vol. <2> 51, p. 484

  摘要：

  DOI：
• 作为产物：
  描述：

  6-bromo-5-nitroquinoline-N-oxide 在 铁粉 、 氯化铵 、 溶剂黄146 、 锌 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.5h， 生成 5-氨基-6-溴喹啉
  参考文献：
  名称：

  通过硝化和 N-氧化活化 6-溴喹啉。吗啉基和哌嗪基喹啉的合成

  摘要：

  喹啉是许多重要天然产物和药理活性化合物的关键骨骼成分。尽管对喹啉的衍生化进行了大量研究，但文献中很少描述从喹啉或四氢喹啉开始的一般合成路线。已经开发了一种通过溴喹啉硝化使喹啉多官能化的简单方便的方法。该方法代表了一种新的合成方法，通过亲核取代 (SNAr) 反应将溴化硝基喹啉衍生物转化为有用的环胺。

  DOI：

  10.24820/ark.5550190.p010.374

文献信息

• A Mild and General Larock Indolization Protocol for the Preparation of Unnatural Tryptophans
  作者：Kangway V. Chuang、Madeleine E. Kieffer、Sarah E. Reisman

  DOI：10.1021/acs.orglett.6b02477

  日期：2016.9.16

  A mild and general protocol for the Pd(0)-catalyzed heteroannulation of o-bromoanilines and alkynes is described. Application of a Pd(0)/P(tBu)3 catalyst system enables the efficient coupling of o-bromoanilines at 60 °C, mitigating deleterious side reactions and enabling access to a broad range of useful unnatural tryptophans. The utility of this new protocol is demonstrated in the highly convergent

  描述了一种温和而通用的协议，用于Pd（0）催化邻溴代苯胺和炔烃的杂环化反应。Pd（0）/ P（t Bu）3催化剂体系的应用使邻溴代苯胺在60°C时能有效偶联，从而减轻了有害的副反应并能接触到各种有用的非天然色氨酸。该新方案的效用在双吲哚天然产物（-）-aspergilazine A的高度收敛的全合成中得到了证明。
• Sawanishi, Hiroyuki; Hirai, Toyoko; Tsuchiya, Takashi, Heterocycles, 1982, vol. 19, # 6, p. 1043 - 1046
  作者：Sawanishi, Hiroyuki、Hirai, Toyoko、Tsuchiya, Takashi

  DOI：——

  日期：——
• Yasue, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1942, vol. 62, p. 309,312; dtsch. Ref. S. 83
  作者：Yasue

  DOI：——

  日期：——
• La Coste, Chemische Berichte, 1882, vol. 15, p. 1910
  作者：La Coste

  DOI：——

  日期：——
• Claus; Caesar, Journal fur praktische Chemie (Leipzig 1954), 1896, vol. <2> 53, p. 338
  作者：Claus、Caesar

  DOI：——

  日期：——