3-(异丙氧基羰基)苯硼酸 | 342002-80-6

• 物质功能分类: 化学试剂 - 有机试剂 - 硼烷
• 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-(异丙氧基羰基)苯硼酸
• 中文别名: 2-异丙氧基-4,4,5,5-甲基-1,3,2,-二氧硼烷
• 英文名称: 3-isopropoxycarbonylphenylboronic acid
• 英文别名: 3-(Isopropoxycarbonyl)phenylboronic acid；(3-propan-2-yloxycarbonylphenyl)boronic acid
• CAS: 342002-80-6
• 化学式: C₁₀H₁₃BO₄
• mdl: MFCD02093047
• 分子量: 208.022
• InChiKey: HXVODQWMURGQMP-UHFFFAOYSA-N

物化性质

• 熔点：
  153-154
• 沸点：
  370.7±44.0 °C(Predicted)
• 密度：
  0.912
• 闪点：
  42 °C
• 稳定性/保质期：

  避免接触酸、光线以及不相容的物质。

计算性质

• 辛醇/水分配系数(LogP)：
  2.54
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S16,S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  29310099

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
3-(Isopropoxycarbonyl)phenylboronic acid
Product Name:
Synonyms: Isopropyl 3-boronobenzoate

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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.
3-(Isopropoxycarbonyl)phenylboronic acid
Ingredient name:
CAS number: 342002-80-6

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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.

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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: C10H13BO4
Molecular weight: 208.0

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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-(异丙氧基羰基)苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 、 potassium hydroxide 、 potassium hexacyanoferrate(III) 作用下， 以 乙二醇二甲醚 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 40.0h， 生成 diisopropyl 3,3'-(9-isopropylacridine-2,7-diyl)dibenzoate
  参考文献：
  名称：

  Regioselective C–H bond functionalizations of acridines using organozinc reagents

  摘要：

  尽管最近在C-H键官能化化学方面取得了进展，但在吖啶环系统中的C-H键，这是药物和材料科学中的一个重要骨架，却遇到了有限的成效，部分原因是由于缺少邻近环氮原子的活化C-H键。在此，描述了几种可以在C-4和C-9位置实现吖啶的区域选择性芳基化和烷基化的方法。

  DOI：

  10.1039/c1cc16582h

文献信息

• Catalytic Arylation of a CH Bond in Pyridine and Related Six-Membered N-Heteroarenes Using Organozinc Reagents
  作者：Isao Hyodo、Mamoru Tobisu、Naoto Chatani

  DOI：10.1002/asia.201100971

  日期：2012.6

  Despite significant advances in the catalytic direct arylation of heteroarenes, the application of this reaction to pyridines has been met with limited success. An oxidative nucleophilic arylation strategy has been developed to overcome this problem. Pyridine, pyrazine, quinolone, and related electron‐deficient N‐heteroarenes can be arylated at the most electrophilic site using the developed nickel‐catalyzed

  尽管在杂芳烃的催化直接芳基化方面取得了重大进展，但该反应在吡啶上的应用却取得了有限的成功。为了克服该问题，已经开发了一种氧化亲核芳基化策略。吡啶，吡嗪，喹诺酮和相关的电子不足的N-杂芳烃可以通过发达的镍催化反应在最亲电的位置被芳基化。该协议可作为催化直接芳基化反应的补充方法。
• BISARYLSULFONAMIDES USEFUL IN THE TREATMENT OF INFLAMMATION AND CANCER
  申请人：Kancera AB

  公开号：US20150025068A1

  公开（公告）日：2015-01-22

  A compound of formula (I), useful for the treatment of cancer, inflammation and inflammatory disorders, and a pharmaceutical composition containing the compound.

  公式（I）的化合物，用于治疗癌症、炎症和炎症性疾病，以及含有该化合物的药物组合物。
• Copper-Catalyzed Regio- and Stereoselective Hydroarylation of Ynamide
  作者：Avijit Maity、Akhila K. Sahoo

  DOI：10.1021/acs.joc.3c01720

  日期：2024.1.19

  Presented herein is a copper-catalyzed trans-hydroarylation of ynamides. The reaction showcases the assembly of boronic acids across the carbon–carbon triple bond of ynamides. The reaction proceeds under mild conditions offering a complementary approach for the versatile synthesis of multifunctional (E)-α,β-disubstituted enamides. Moreover, the hydroarylation process is highly regio- and stereoselective

  本文提出了铜催化的炔酰胺的反式加氢芳基化。该反应展示了硼酸在炔酰胺的碳-碳三键上的组装。该反应在温和条件下进行，为多功能 ( E )-α,β-二取代烯酰胺的多功能合成提供了补充方法。此外，加氢芳基化过程具有高度区域选择性和立体选择性。该转化显示了广泛的范围（30 个示例）并容忍各种不稳定的官能团。对照实验提供了支持机械循环和观察到的选择性的实质性证据。