(3-氯-4-氟苯基)三氟硼酸钾 | 850623-59-5

• 物质功能分类: 有机原料 - 有机氟化合物 - 氟硼酸钾系列
• 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-4-氟苯基)三氟硼酸钾
• 中文别名: 3-氯-4-氟苯基三氟硼酸钾
• 英文名称: 3-chloro-4-fluorophenyltrifluoroborate
• 英文别名: potassium (3-chloro-4-fluorophenyl)trifluoroborate salt；Potassium (3-chloro-4-fluorophenyl)trifluoroborate；potassium;(3-chloro-4-fluorophenyl)-trifluoroboranuide
• CAS: 850623-59-5
• 化学式: C₆H₃BClF₄*K
• 分子量: 236.446
• InChiKey: YIBSBTTVMHWMNU-UHFFFAOYSA-N

物化性质

• 熔点：
  234-244

计算性质

• 辛醇/水分配系数(LogP)：
  -0.46
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Potassium (3-chloro-4-fluorophenyl)trifluoroborate
Product Name:
Synonyms:

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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.
Potassium (3-chloro-4-fluorophenyl)trifluoroborate
Ingredient name:
CAS number: 850623-59-5

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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: C6H3BClF4K
Molecular weight: 236.4

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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, 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：

  (3-氯-4-氟苯基)三氟硼酸钾 在 三氟化硼乙醚 、 lithium hexamethyldisilazane 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 5-chloro-6-fluoro-1,4-dihydro-1,4-epoxynaphthalene
  参考文献：
  名称：

  通过一锅正式脱硼氢序列进行芳基硼试剂的氧化环加成反应

  摘要：

  芳基硼化合物是广泛可用且合成上有用的试剂，其中硼基团通常被取代。在此，我们证明硼基团和邻氢原子在正式的环加成反应中被取代。这种转化是通过涉及二芳基碘鎓和芳炔中间体的一锅法序列实现的。论证了芳基硼试剂和亲亲试剂的范围，并将该方法应用于研究候选药物的正式合成。

  DOI：

  10.1021/acs.orglett.3c02379
• 作为产物：
  描述：

  potassium fluoride 、 3-氯-4-氟苯硼酸 以 水 、 乙腈 为溶剂， 以99 %的产率得到(3-氯-4-氟苯基)三氟硼酸钾
  参考文献：
  名称：

  通过一锅正式脱硼氢序列进行芳基硼试剂的氧化环加成反应

  摘要：

  芳基硼化合物是广泛可用且合成上有用的试剂，其中硼基团通常被取代。在此，我们证明硼基团和邻氢原子在正式的环加成反应中被取代。这种转化是通过涉及二芳基碘鎓和芳炔中间体的一锅法序列实现的。论证了芳基硼试剂和亲亲试剂的范围，并将该方法应用于研究候选药物的正式合成。

  DOI：

  10.1021/acs.orglett.3c02379

文献信息

• Deacetylative Aryl Migration of Diaryliodonium Salts with C(sp²)–N Bond Formation toward <i>ortho</i>-Iodo <i>N</i>-Aryl Sulfonamides
  作者：Huangguan Chen、Limin Wang、Jianwei Han

  DOI：10.1021/acs.orglett.0c01024

  日期：2020.5.1

  An unprecedented approach of metal-free C(sp2)-N bond formation via deacetylation/intramolecular aryl migration is demonstrated with novel N-sulfonamide substituted diaryliodonium salts. The reaction provides a variety of ortho-iodo N-aryl sulfonamides. The products were employed in several coupling reactions to afford useful diarylamine scaffolds. Furthermore, the key intermediates of zwitterionic

  通过新型N-磺酰胺取代的二芳基碘鎓盐证明了通过脱乙酰基/分子内芳基迁移形成无金属C（sp2）-N键的前所未有的方法。该反应提供了多种邻碘N-芳基磺酰胺。将产物用于几种偶联反应中，以提供有用的二芳基胺支架。此外，分离了两性离子碘鎓在反应中的关键中间体，并通过X射线晶体学分析进行了验证，这显示了对反应级联反应性的明确机械学见解。
• Pd/Ni-Catalyzed Germa-Suzuki coupling <i>via</i> dual Ge–F bond activation
  作者：Hajime Kameo、Akihiro Mushiake、Tomohito Isasa、Hiroyuki Matsuzaka、Didier Bourissou

  DOI：10.1039/d1cc01392k

  日期：——

  Pd/Ni → Ge–F interactions supported by phosphine-chelation were found to trigger dual activation of Ge–F bonds under mild conditions.

  Pd/Ni → 通过膦螯合作用支持的Ge–F相互作用被发现可以在温和条件下触发Ge–F键的双重活化。
• 邻位磺酰胺取代的二芳基碘类化合物及其制 备方法与应用
  申请人：华东理工大学

  公开号：CN110256306B

  公开（公告）日：2021-11-12

  本发明公开了一种邻位磺酰胺取代的二芳基碘类化合物，结构如式I或式II所示；各取代基定义详见说明书。本发明提供的邻位磺酰胺取代的二芳基碘类化合物的制备方法高效简便，过程绿色环保，底物适用范围广，基团容忍度高，产物收率高。
• Selective functionalization of hindered meta-C–H bond of o-alkylaryl ketones promoted by automation and deep learning
  作者：Jia Qiu、Jiancong Xie、Shimin Su、Yadong Gao、Han Meng、Yuedong Yang、Kuangbiao Liao

  DOI：10.1016/j.chempr.2022.08.015

  日期：2022.12

  sterically hindered aromatic meta-C–H bond is unprecedented and remains to be a major challenge. Promoted by automation-based high-throughput experimentation (HTE) and deep learning (DL), a novel strategy to functionalize the hindered meta-C–H bond is disclosed. With carbon dioxide as a traceless director, a one-pot three-step protocol was developed to achieve selective arylation of o-alkylaryl ketones at

  空间位阻芳族间位-C-H键的选择性功能化是前所未有的，并且仍然是一个主要挑战。在基于自动化的高通量实验 (HTE) 和深度学习 (DL) 的推动下，公开了一种功能化受阻间位-C -H 键的新策略。以二氧化碳为无痕导向器，开发了一种一锅三步方案，以实现邻烷基芳基酮在受阻位点的选择性芳基化位置。这种新策略涉及光诱导的 C-H 羧化、羧基导向的 Pd 催化的 C-H 官能化和微波辅助脱羧。使用 HTE 和 DL，探索了广泛的底物范围（1,032 个反应），并建立了基于 DL 的反应产率预测模型 (CMPRY)。使用未见的邻烷基芳基酮和/或芳基三氟硼酸钾的两个独立测试来评估该模型。该模型在预测看不见的反应方面表现出色；产率的平均绝对误差仅为 6.6% 和 8.4%，表明其在合成应用中的潜力。
• Assembly of tetracoordinated organoboron complexes from 8-aminoquinoline, aryltrifluoroborates and acylating reagents via three-component cascade reactions
  作者：Siyi Ding、Mengmeng Liu、Qiaohuan Lv、Zongcheng Miao、Liang Xu

  DOI：10.1016/j.tet.2024.133853

  日期：2024.3

  The traditional synthetical routes towards -diaryl tetra-coordinated boron complexes usually involved the use of organometallic reagents, rendering these methods to be sensitive to air and water. Herein, we report a three-component synthetic strategy for such complexes. 8-Aminoquinolines are used as the precursor of -chelated ligands, while potassium aryl trifluoroborates (ArBFK), which are chemically

  β-二芳基四配位硼配合物的传统合成路线通常涉及使用有机金属试剂，使得这些方法对空气和水敏感。在此，我们报告了此类复合物的三组分合成策略。 8-氨基喹啉用作-螯合配体的前体，而化学稳定且可商购的芳基三氟硼酸钾（ArBFK）用作硼中心（-BAr单元）上二芳基的来源。以中等至优异的产率获得目标化合物。该反应路线为合成二芳基硼配合物提供了一种便捷、高效的方法，具有良好的底物适用性和官能团兼容性。