3-硼-4-氯苯甲酸甲酯 | 913835-92-4

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 羧酸酯及其衍生物
• 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-硼-4-氯苯甲酸甲酯
• 中文别名: 2-氯-5-甲氧羰基苯硼酸
• 英文名称: (2-chloro-5-(methoxycarbonyl)phenyl)boronic acid
• 英文别名: 2-Chloro-5-(methoxycarbonyl)phenylboronic acid；(2-chloro-5-methoxycarbonylphenyl)boronic acid
• CAS: 913835-92-4
• 化学式: C₈H₈BClO₄
• mdl: MFCD08689528
• 分子量: 214.413
• InChiKey: LZMDHZSRUQKDFI-UHFFFAOYSA-N

物化性质

• 熔点：
  230-232
• 沸点：
  386.8±52.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.31
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S45
• 危险类别码：
  R25
• 海关编码：
  2931900090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P301+P310
• 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
Methyl 3-borono-4-chlorobenzoate
Product Name:
Synonyms: 2-Chloro-5-(methoxycarbonyl)phenylboronic acid

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
Methyl 3-borono-4-chlorobenzoate
Ingredient name:
CAS number: 913835-92-4

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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.
Storage: Store in closed vessels, refrigerated.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C8H8BClO4
Molecular weight: 214.4

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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, hydrogen chloride.

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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

应用中的化合物3-溴-4-氯苯甲酸甲酯是一种有机中间体，常用于Suzuki偶联反应。已有文献报道指出，该化合物还可用于制备MCT抑制剂或Keap-1调节剂。

反应信息

• 作为反应物：
  描述：

  3-硼-4-氯苯甲酸甲酯 在 双氧水 作用下， 以 二氯甲烷 、 水 为溶剂， 以92%的产率得到4-氯-3-羟基苯甲酸甲酯
  参考文献：
  名称：

  GAMMA-AMINO-BUTYRIC ACID DERIVATIVES AS GABAB RECEPTOR LIGANDS

  摘要：

  揭示了作为GABAB受体配体的γ-氨基丁酸衍生物、包括这种衍生物的药物组合物，以及使用这种衍生物和药物组合物治疗疾病的方法。

  公开号：

  US20100267676A1

文献信息

• Room Temperature Aryl Trifluoromethylation via Copper-Mediated Oxidative Cross-Coupling
  作者：Todd D. Senecal、Andrew T. Parsons、Stephen L. Buchwald

  DOI：10.1021/jo1023377

  日期：2011.2.18

  A method for the room temperature copper-mediated trifluoromethylation of aryl and heteroaryl boronic acids has been developed. This protocol is amenable to normal benchtop setup and reactions typically require only 1−4 h. Proceeding under mild conditions, the method tolerates a range of functional groups, allowing access to a variety of trifluoromethylarenes.

  已开发出一种用于室温铜介导的芳基和杂芳基硼酸三氟甲基化的方法。该协议适用于正常的台式设置，反应通常只需要 1-4 小时。该方法在温和条件下进行，可耐受一系列官能团，从而可以使用各种三氟甲基芳烃。