3-氯甲基苯硼酸 | 957035-15-3

• 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-氯甲基苯硼酸
• 中文别名: 3-氯甲基苯基硼酸
• 英文名称: [3-(chloromethyl)phenyl]boronic acid
• 英文别名: 3-Chloromethylphenylboronic acid
• CAS: 957035-15-3
• 化学式: C₇H₈BClO₂
• mdl: MFCD09475872
• 分子量: 170.403
• InChiKey: JUDDUYGFBWZTTB-UHFFFAOYSA-N

物化性质

• 沸点：
  348.6±44.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.25
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2931900090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Chloromethylphenylboronic acid
Synonyms: 3-(Chloromethyl)phenylboronic acid; 3-boronobenzyl chloride

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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-Chloromethylphenylboronic acid
CAS number: 957035-15-3

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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, refrigerated.
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: C7H8BClO2
Molecular weight: 170.4

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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

反应信息

• 作为反应物：
  描述：

  乌洛托品 、 3-氯甲基苯硼酸 以 二氯甲烷 为溶剂， 反应 24.0h， 以75%的产率得到1-(3-boronobenzyl)-3,5,7-triaza-1-azonia-tricyclo[3.3.1.13,7]decane chloride
  参考文献：
  名称：

  ASR352，一种有效的抗癌药：合成，初步SAR和对大肠癌，5-氟尿嘧啶/奥沙利铂耐药和干细胞的生物学活性

  摘要：

  尽管开发了新药并在结直肠癌（CRC）患者中获得了短期收益，但由于对5-氟尿嘧啶（5-FU）/亚叶酸钙蛋白/奥沙利铂（FOLFOX）的耐药率较高以及临床应用，转移性CRC治愈率仍未得到改善治疗高原。同时，这种治疗方案导致明显的毒性，成本和给患者带来的不便。耐药性与CRC干细胞有关，CRC干细胞与表皮到间质转化（EMT）途径相关。因此，为了最佳地治疗CRC，至关重要的是一种能够靶向CRC大细胞和干细胞群体中的细胞存活和EMT途径的疗法。我们最近鉴定了一种新颖的小分子NSC30049（7a）（单独有效），并在体外和体内模型中共同增强5-FU介导的对CRC大细胞，FOLFOX耐药性和CRC干细胞的生长抑制。在本研究中，我们报告了几种稳定有效的7a类似物的合成和抗CRC评估。ASR352（7b）被确认为是等价的7a类似物之一，可抑制CRC大量细胞的生长，敏化FOLFOX耐药细胞并降低CRC干细胞的球

  DOI：

  10.1016/j.ejmech.2018.10.052
• 作为产物：
  描述：

  硼酸三异丙酯 、 3-溴苄氯 在 正丁基锂 、 盐酸 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 以80%的产率得到3-氯甲基苯硼酸
  参考文献：
  名称：

  流动化学的有效利用：不稳定的中间体的使用，副反应的抑制以及硼酸合成的放大

  摘要：

  已经开发出利用锂化-硼化的硼酸合成流程化学方法。锂化步骤中分批发生的副反应得到抑制，并且安全处理了不稳定的锂中间体。流技术已应用于多种硼酸合成中，并成功进行了规模放大以实现千克规模的生产。利用了流动闪蒸化学的一些关键优点，既避免了副反应，又使难于在批量反应中成功进行的二价阴离子化学成为可能。这些示例进一步展示了流程技术在流程开发中的实用性。

  DOI：

  10.1021/acs.oprd.8b00118