2,5-二(三氟甲基)苯硼酸 | 196083-18-8

• 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: 2,5-二(三氟甲基)苯硼酸
• 中文别名: 2,5-二三氟甲基苯硼酸；2,5-双(三氟甲基)苯硼酸；2,4-二氯-5-甲基三氟甲苯
• 英文名称: (2,5-di(trifluoromethyl)phenyl)boronic acid
• 英文别名: 2,5-bis(trifluoromethyl)phenylboronic acid；3,5-dibromoboronic acid；[2,5-bis(trifluoromethyl)phenyl]boronic acid
• CAS: 196083-18-8
• 化学式: C₈H₅BF₆O₂
• 分子量: 257.928
• InChiKey: CVZMLRIREADJRS-UHFFFAOYSA-N

物化性质

• 沸点：
  281.2±50.0 °C(Predicted)
• 密度：
  1.50±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  8

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2931900090
• 危险性防范说明：
  P305+P351+P338
• 危险性描述：
  H319

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,5-Bis(trifluoromethyl)phenylboronic 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: 2,5-Bis(trifluoromethyl)phenylboronic acid
CAS number: 196083-18-8

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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.
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: C8H5BF6O2
Molecular weight: 257.9

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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 fluoride.

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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：

  2,5-二(三氟甲基)苯硼酸 、 2,3,4,5-四氟邻苯二酚 以 甲苯 为溶剂， 生成 2,5-bis(trifluoromethyl)phenyl-tetrafluoro-1,3,2-benzodioxaborole
  参考文献：
  名称：

  一系列氟化硼酸盐化合物的合成及其作为锂电池电解质添加剂的用途

  摘要：

  已经合成了一系列基于硼酸盐化合物的新阴离子受体。这些化合物可用作锂电池电解液中的阴离子受体。所谓硼酸盐是指化合物中含有一个硼与两个氧原子和一个碳原子键合。该系列包括具有不同氟化芳基和氟化烷基的各种硼酸酯化合物。当这些阴离子受体在含有各种锂盐的 1,2-二甲氧基乙烷 (DME) 溶液中用作添加剂时，这些溶液的离子电导率会大大增加。本研究中测试的电解质是含有以下锂盐的 DME 溶液：LiF、CF 3 COOLi 和 C 2 F 5 COOLi。如果没有添加剂，LiF 在 DME（和所有其他非水溶剂）中的溶解度非常低。用这些硼酸盐化合物中的一些作为添加剂，获得了浓度高达 1 M 的 LiF 在 DME 中的溶液。这些添加剂也增加了其他盐的溶解度。近边 X 射线吸收精细结构 (NEXAFS) 光谱研究表明，I - 阴离子在含有 LiI 盐的 DME 溶液中与这些化合物复合。络合程度还与作为吸电子基

  DOI：

  10.1149/1.1779407
• 作为产物：
  描述：

  在 iron(III) chloride 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以98%的产率得到2,5-二(三氟甲基)苯硼酸
  参考文献：
  名称：

  三氯化铁促进有机三氟硼酸钾的水解

  摘要：

  在三氯化铁的存在下，有机三氟硼酸钾的水解在室温下平稳进行，以良好或优异的产率提供相应的有机硼酸。水解对于芳基三氟硼酸盐以及烯基-和烷基三氟硼酸盐是有效的。

  DOI：

  10.1016/j.tetlet.2011.09.140

文献信息

• Pyrazolones as inhibitors of 11B-hydroxysteroid dehydrogenase
  申请人：Banner Lester Bruce

  公开号：US20070049632A1

  公开（公告）日：2007-03-01

  Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of diseases such as, for example, type II diabetes mellitus and metabolic syndrome.

  本文提供了以下式(I)的化合物： 以及其药学上可接受的盐，其中取代基如规范中所披露的那样。这些化合物及含有它们的药物组合物对于治疗诸如II型糖尿病和代谢综合征等疾病是有用的。
• Chiral Allenes via Alkynylogous Mukaiyama Aldol Reaction
  作者：Aurélien Tap、Aurélie Blond、Vijay N. Wakchaure、Benjamin List

  DOI：10.1002/anie.201603649

  日期：2016.7.25

  development of a catalytic enantioselective alkynylogous Mukaiyama aldol reaction. The reaction is catalyzed by a newly designed chiral disulfonimide and delivers chiral allenoates in high yields and with excellent regio‐, diastereo‐, and enantioselectivity. Our process tolerates a broad range of aldehydes in combination with diverse alkynyl‐substituted ketene acetals. The reaction products can be readily

  在本文中，我们描述了催化对映选择性炔烃Mukaiyama醛醇缩合反应的发展。该反应由新设计的手性二磺酰亚胺催化，并以高收率和极佳的区域，非对映和对映选择性提供手性烯丙酸酯。与多种炔基取代的乙烯酮缩醛组合使用，我们的方法可耐受多种醛类。反应产物可以容易地衍生以提供各种高度取代的对映体富集的结构单元。
• 一种噻喹啉衍生物类化合物及在非小细胞肺癌治疗中的应用
  申请人：王玉

  公开号：CN112321612A

  公开（公告）日：2021-02-05

  本发明属于医药领域，涉及一种噻喹啉衍生物类化合物及在非小细胞肺癌治疗中的应用。所述的噻喹啉衍生物类化合物结构式如式I所示：其药理研究显示，本发明制备的化合物对非小细胞肺癌细胞A549和NCI‑H460的细胞增殖均有一定的抑制活性，可以作为治疗非小细胞肺癌的药物进行深入研究。
• Practical C−H Functionalization of Quinones with Boronic Acids
  作者：Yuta Fujiwara、Victoriano Domingo、Ian B. Seiple、Ryan Gianatassio、Matthew Del Bel、Phil S. Baran

  DOI：10.1021/ja111152z

  日期：2011.3.16

  quinones with several boronic acids has been developed. This scalable reaction proceeds readily at room temperature in an open flask using inexpensive reagents: catalytic silver(I) nitrate in the presence of a persulfate co-oxidant. The scope with respect to quinones is broad, with a variety of alkyl- and arylboronic acids undergoing efficient cross-coupling. The mechanism is presumed to proceed through

  已经开发了多种硼酸对多种醌的直接官能化。这种可扩展的反应在室温下在开放烧瓶中使用廉价试剂很容易进行：在过硫酸盐助氧化剂存在下催化硝酸银（I）。醌的范围很广，各种烷基和芳基硼酸都可以进行有效的交叉偶联。推测该机制是通过亲核自由基加成到醌并原位再氧化所得二氢醌来进行的。该方法已应用于复杂的底物，包括类固醇衍生物和法呢基天然产物。
• Chiral Calcium Bis-sulfonimide Catalyzed Diels-Alder Reactions of 1-Acryloyl-pyrazole
  作者：Ryukichi Takagi、Yuhei Yamasaki

  DOI：10.1246/cl.210403

  日期：2021.10.5

  Alkaline earth metal salts of chiral bis-sulfonimide were prepared in this study. Asymmetric Diels-Alder reactions catalyzed by these metal salts were examined to evaluate the performance of bis-sulfonimide as a chiral ligand. The Diels-Alder reaction between 2-propenoyl pyrazole and cyclopentadiene catalyzed by the calcium salt afforded the cycloaddition product with moderate stereoselectivity.

  本研究制备了手性双磺酰亚胺的碱土金属盐。研究了由这些金属盐催化的不对称 Diels-Alder 反应，以评估双磺酰亚胺作为手性配体的性能。由钙盐催化的 2-丙烯酰基吡唑和环戊二烯之间的 Diels-Alder 反应提供了具有中等立体选择性的环加成产物。