3-溴-5-(三氟甲基)苯基硼酸 | 913835-64-0

• 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-溴-5-(三氟甲基)苯基硼酸
• 中文别名: 3-溴-5-(三氟甲基)苯硼酸
• 英文名称: 3-bromo-5-(trifluoromethyl)phenylboronic acid
• 英文别名: [3-bromo-5-(trifluoromethyl)phenyl]boronic acid
• CAS: 913835-64-0
• 化学式: C₇H₅BBrF₃O₂
• 分子量: 268.826
• InChiKey: VBYUDGIATDPECY-UHFFFAOYSA-N

物化性质

• 熔点：
  177-180℃
• 沸点：
  310.2±52.0 °C(Predicted)
• 密度：
  1.76±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.15
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2931900090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
3-Bromo-5-(trifluoromethyl)phenylboronic acid
Product Name:
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
3-Bromo-5-(trifluoromethyl)phenylboronic acid
Ingredient name:
CAS number: 913835-64-0

---

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:

---

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.

---

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.

---

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.

---

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.

---

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: C7H5BBrF3O2
Molecular weight: 268.8

---

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen fluoride, hydrogen bromide.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-溴-5-(三氟甲基)苯基硼酸 在 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 、 水 、 palladium diacetate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 42.0h， 生成 2-(3-(furan-3-yl)-5-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  参考文献：
  名称：

  通过受控物种形成化学选择性合成硼酸酯

  摘要：

  硼酸溶液形态的控制是硼酸酯化学选择性合成的一种新策略。在交叉偶联环境中控制溶液平衡可以实现芳基和烯基硼酸频哪醇酯的形式同系化。在活性钯催化剂存在下生成新的反应性硼酸酯也有助于简化迭代催化 C  C 键的形成，并为 sp 2杂化硼酸酯的受控低聚提供了一种方法。

  DOI：

  10.1002/anie.201406714

文献信息

• A modular synthesis of functionalised phenols enabled by controlled boron speciation
  作者：John J. Molloy、Robert P. Law、James W. B. Fyfe、Ciaran P. Seath、David J. Hirst、Allan J. B. Watson

  DOI：10.1039/c5ob00078e

  日期：——

  two boronic acid derivatives has been developed via one-pot Suzuki–Miyaura cross-coupling, chemoselective control of boron solution speciation to generate a reactive boronic ester in situ, and oxidation. The utility of this method has been further demonstrated by application in the synthesis of drug molecules and components of organic electronics, as well as within iterative cross-coupling.

  通过一锅Suzuki-Miyaura交叉偶联，化学选择性控制硼溶液形态以原位生成反应性硼酸酯和氧化的方法，已经开发了由两种硼酸衍生物组成的官能化联芳基苯酚的模块合成方法。该方法的实用性已通过在合成有机电子的药物分子和成分以及在迭代交叉偶联中的应用得到进一步证明。
• Visible Light-Accelerated Palladium-Catalyzed Thiocarbonylation Using Oxalic Acid Monothioester with Aryl/Alkenyl Sulfonium Salts
  作者：Guo-Qin Hu、Wen-Yan Zhang、Yong-Xin Liu、Jing-Hui Liu、Bin Zhao

  DOI：10.1021/acs.joc.3c01173

  日期：2023.10.20

  Herein, we present a decarboxylative thiocarbonylation of aryl and alkenyl sulfonium salts with oxalic acid monothioethers (OAMs), which can be achieved by visible light-accelerated palladium catalysis. Sulfonium salts are widely available, and OAM is an easily accessible and stored reagent; this mild reaction method can also be used for the synthesis of different types of thioester compounds. The

  在此，我们提出了芳基和烯基锍盐与草酸单硫醚（OAM）的脱羧硫代羰基化反应，这可以通过可见光加速钯催化来实现。锍盐广泛存在，OAM 是一种易于获取和储存的试剂；这种温和的反应方法还可用于合成不同类型的硫酯化合物。该反应代表了可见光加速钯催化在催化脱羧交叉偶联中的新应用。
• 一种螺环有机化合物及其在有机光电器件中的应用
  申请人：广州追光科技有限公司

  公开号：CN115894449B

  公开（公告）日：2024-07-02

  本发明涉及一种螺环有机化合物及其在有机光电器件中的应用。该有机化合物包含螺环和三嗪结构，可作为电子传输材料应用于有机电子器件中，从而有效提高器件的发光效率和寿命。
• Chemoselective Boronic Ester Synthesis by Controlled Speciation
  作者：James W. B. Fyfe、Ciaran P. Seath、Allan J. B. Watson

  DOI：10.1002/anie.201406714

  日期：2014.11.3

  Control of boronic acid solution speciation is presented as a new strategy for the chemoselective synthesis of boronic esters. Manipulation of the solution equilibria within a cross‐coupling milieu enables the formal homologation of aryl and alkenyl boronic acid pinacol esters. The generation of a new, reactive boronic ester in the presence of an active palladium catalyst also facilitates streamlined

  硼酸溶液形态的控制是硼酸酯化学选择性合成的一种新策略。在交叉偶联环境中控制溶液平衡可以实现芳基和烯基硼酸频哪醇酯的形式同系化。在活性钯催化剂存在下生成新的反应性硼酸酯也有助于简化迭代催化 C  C 键的形成，并为 sp 2杂化硼酸酯的受控低聚提供了一种方法。