3-甲酰基-4-甲基苯硼酸 | 1106869-99-1

• 物质功能分类: 化学试剂 - 有机试剂 - 硼酸
• 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: 3-甲酰基-4-甲基苯硼酸
• 中文别名: 3-醛基-4-甲基苯硼酸
• 英文名称: (3-formyl-4-methylphenyl)boronic acid
• 英文别名: 3-Formyl-4-methylphenylboronic acid
• CAS: 1106869-99-1
• 化学式: C₈H₉BO₃
• mdl: MFCD08274476
• 分子量: 163.969
• InChiKey: UHPDMPNTUUASKT-UHFFFAOYSA-N

物化性质

• 沸点：
  356.5±52.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.78
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2931900090
• 危险类别：
  IRRITANT
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Formyl-4-methylphenylboronic 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-Formyl-4-methylphenylboronic acid
CAS number: 1106869-99-1

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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: C8H9BO3
Molecular weight: 164.0

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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.

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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-甲酰基-4-甲基苯硼酸 在 sodium tetrahydroborate 、 magnesium sulfate 作用下， 以 甲醇 为溶剂， 反应 11.0h， 生成 3-羟甲基-4-甲基苯硼酸频那醇酯
  参考文献：
  名称：

  含硼伯胺的合成

  摘要：

  在这项研究中，合成了含硼伯胺，用作类肽研究中的构建块。在第一步中，对 Gabriel 合成条件进行了修改，以能够以良好到优异的产率构建七种不同的氨基甲基苯基硼酸酯。这些化合物通过微波辐射下的 Ugi 四组分反应 (Ugi-4CR) 进一步用于构建类肽类似物。然后将制备的 Ugi-4CR 硼酸酯成功转化为相应的硼酸。最后，通过钯介导的 Suzuki 偶联反应与芳基/杂芳基氯化物交叉偶联，成功地修饰了拟肽结构，以中等至良好的产率得到相应的衍生物。

  DOI：

  10.3390/molecules181012346
• 作为产物：
  描述：

  2-methyl-5-bromobenzaldehyde ethylene glycol 、 硼酸三丁酯 在 magnesium 、 硫酸 作用下， 以 四氢呋喃 为溶剂， 以82.4%的产率得到3-甲酰基-4-甲基苯硼酸
  参考文献：
  名称：

  一种3-醛基-4-甲基苯硼酸的制备方法

  摘要：

  本发明公开了一种3‑醛基‑4‑甲基苯硼酸的制备方法，包括：在氮气保护下将2‑甲基‑5‑溴苯甲醛加入反应容器中，加入甲苯、乙二醇的混合溶液，加入对甲苯磺酸，加热回流反应后经过脱溶、精馏得到2‑甲基‑5‑溴苯甲醛缩乙二醇纯品；在氮气保护下将含有2‑甲基‑5‑溴苯甲醛缩乙二醇纯品和硼酸三丁酯的四氢呋喃滴加至含有镁屑的四氢呋喃中，加热回流反应，反应结束后加硫酸调节pH至2‑4，搅拌后得到含有白色固体的溶液；将所得含有白色固体的溶液中加入有机溶剂萃取，合并所有有机相并减压精馏，回收溶剂，釜底固相重结晶得到3‑醛基‑4‑甲基苯硼酸。本发明原料来源广泛，生产成本低廉，反应条件温和，适合大规模化生产和应用。

  公开号：

  CN112028917A

文献信息

• 联苯羧酸类化合物及其制备方法和用途
  申请人：四川大学华西医院

  公开号：CN108003074B

  公开（公告）日：2019-07-05

  本发明涉及联苯羧酸类化合物及其制备方法和用途，属于医药领域。本发明提供了式Ⅰ所示的化合物，这类化合物表现出良好的FFA1激动活性，具有显著的降低血糖水平的作用，为临床治疗糖尿病及代谢综合征相关疾病提供了一种新的用药选择。
• Synthesis of Polycyclic Aromatic Hydrocarbons (PAHs) via a Transient Directing Group
  作者：Ming Tang、Qinqin Yu、Ziqi Wang、Chen Zhang、Bing Sun、Ying Yi、Fang-Lin Zhang

  DOI：10.1021/acs.orglett.8b03359

  日期：2018.12.7

  developed to construct PAHs with diverse shape, width, and edge topology. The precursors of PAHs were obtained by using a direct arylation of arenes via a transient ligand-directed C–H functionalization strategy and the cycloaromatization was readily achieved by using a Brønsted acid catalyst. This novel route provides an opportunity to build up PAHs in a highly efficient manner.

  在这项工作中，开发了一种有效的合成路线来构建具有各种形状，宽度和边缘拓扑的PAH。PAHs的前体是通过芳烃的直接芳基化，通过瞬时配体定向的C–H官能化策略获得的，并且通过使用Brønsted酸催化剂可以轻松实现环芳烃化。这种新颖的途径为以高效方式建立PAH提供了机会。