(3,4-二氯苯基)三氟硼酸钾 | 850623-68-6

• 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: (3,4-二氯苯基)三氟硼酸钾
• 英文名称: potassium m, p-dichloro phenyltrifluoroborate
• 英文别名: potassium(3,4-dichlorophenyl)trifluoroborate；potassium (3,4-dichlorophenyl)trifluoroborate salt；Potassium (3,4-dichlorophenyl)trifluoroborate；potassium;(3,4-dichlorophenyl)-trifluoroboranuide
• CAS: 850623-68-6
• 化学式: C₆H₃BCl₂F₃*K
• 分子量: 252.9
• InChiKey: RTZOKQYJVLRZFW-UHFFFAOYSA-N

物化性质

• 熔点：
  178-180℃

计算性质

• 辛醇/水分配系数(LogP)：
  0.05
• 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：
  4

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

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Potassium (3,4-dichlorophenyl)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 (3,4-dichlorophenyl)trifluoroborate
Ingredient name:
CAS number: 850623-68-6

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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: C6H3BCl2F3K
Molecular weight: 252.9

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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 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：

  (3,4-二氯苯基)三氟硼酸钾 在 lithium hydroxide monohydrate 、 silver trifluoromethanesulfonate 、 Selectfluor 作用下， 以 乙酸乙酯 为溶剂， 以75%的产率得到1,2-二氯-4-氟苯
  参考文献：
  名称：

  Silver-mediated fluorination of potassium aryltrifluoroborates with Selectfluor®

  摘要：

  A simple and practical procedure for the silver-mediated fluorination of aryl- and heteroaryltrifluoroborates with electrophilic fluorine from Selectfluor (R) and LiOH center dot H2O is presented. The reaction procedure is simple and easy to set up, the process produces fluorinated arenes and heteroarenes in good to excellent yields and a wide range of electronically and structurally diverse substrates are tolerated. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.10.055
• 作为产物：
  描述：

  potassium fluoride 、 3,4-二氯苯硼酸 以 水 、 乙腈 为溶剂， 以97 %的产率得到(3,4-二氯苯基)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

• Ag(<scp>i</scp>)/persulfate-catalyzed decarboxylative coupling of α-oxocarboxylates with organotrifluoroborates in water under room temperature
  作者：Sheng Chang、Jian Feng Wang、Lin Lin Dong、Dan Wang、Bo Feng、Yuan Tai Shi

  DOI：10.1039/c7ra10924e

  日期：——

  AgNO3 using K2S2O8 as oxidant to generate diarylketone products in high yields. The method is novel, simple, safe and efficient. Both aryl substituted potassium α-oxocarboxylates and organotrifluoroborates proceeded smoothly in water under room temperature. The utilization of α-oxocarboxylates as acylating agent presents some elements of interest.

  α-氧代羧酸盐和有机三氟硼酸盐的脱羧偶联反应在催化AgNO 3的存在下使用K 2 S 2 O 8作为氧化剂顺利进行，从而以高收率生成二芳基酮产物。该方法新颖，简单，安全，高效。芳基取代的α-氧代羧酸钾和有机三氟硼酸在室温下均能顺利进行。α-氧代羧酸盐作为酰化剂的利用表现出一些令人感兴趣的元素。
• Pd-Catalysed Suzuki coupling of α-bromoethenylphosphonates with organotrifluoroborates: a general protocol for the synthesis of terminal α-substituted vinylphosphonates
  作者：Li Zhang、Yewen Fang、Xiaoping Jin、Housan Xu、Ruifeng Li、Hao Wu、Bin Chen、Yiming Zhu、Yi Yang、Zongming Tian

  DOI：10.1039/c7ob02267k

  日期：——

  and robust protocol for the synthesis of terminal α-substituted vinylphosphonates via Suzuki coupling of α-bromovinylphosphonates with organotrifluoroborates has been successfully developed. This method features broad substrate scope, great functional group compatibilities, and easy scale-up ability. In addition to easy access of nucleophiles, straightforward synthesis of electrophiles was also realized

  已经成功开发了通过α-溴乙烯基膦酸酯与有机三氟硼酸酯的Suzuki偶联合成末端α-取代的乙烯基膦酸酯的通用且鲁棒的方案。该方法具有广泛的底物范围，强大的官能团相容性和易于放大的能力。除了易于接近亲核试剂外，还以α-溴乙烯基膦酸二乙酯为起始原料，实现了亲电试剂的直接合成。使用Pd2（dba）3 / SPhos的组合作为催化剂，在温和条件下可以很好地获得一系列α-烷基，芳基，杂芳基和炔基取代的乙烯基膦酸酯。作为合成应用，末端乙烯基膦酸酯在可见光促进的吉斯反应中用作有效的迈克尔受体。
• α-Arylsulfonyloxyacrylates: attractive <i>O</i>-centered electrophiles for synthesis of α-substituted acrylates <i>via</i> Pd-catalysed Suzuki reactions
  作者：Zhongya Zhang、Li Zhang、Linge Huai、Zhentao Wang、Yewen Fang

  DOI：10.1039/d3ra00401e

  日期：——

  We herein report α-arylsulfonyloxyacrylates as a kind of useful and attractive O-centered electrophiles for Suzuki cross-coupling reactions. A range of α-(hetero)aryl substituted acrylates has been prepared via the palladium-catalysed C–C cross-coupling reactions between potassium (hetero)aryltrifluoroborates and α-arylsulfonyloxyacrylates. Moreover, α-arylsulfonyloxyacrylate could also react with

  我们在此报道了 α-芳基磺酰氧基丙烯酸酯作为一种有用且有吸引力的以 O为中心的亲电子试剂，用于 Suzuki 交叉偶联反应。通过钯催化的（杂）芳基三氟硼酸钾和 α-芳基磺酰氧基丙烯酸酯之间的钯催化 C-C 交叉偶联反应制备了一系列 α-（杂）芳基取代的丙烯酸酯。此外，α-芳基磺酰氧基丙烯酸酯还可以与B-alkyl-9-BBN反应生成α-烷基取代的丙烯酸酯。通过合成维甲酸X受体-选择性维甲酸的中间体的制备证明了这种新方法的合成应用。这些基于 Suzuki 反应的方案具有广泛的底物范围、通用性和温和的反应条件。
• WO2020021097A5
  申请人：——

  公开号：WO2020021097A5

  公开（公告）日：2022-08-01
• Silver-mediated fluorination of potassium aryltrifluoroborates with Selectfluor®
  作者：Srinivas Reddy Dubbaka、Venkateswara Reddy Narreddula、Satyanarayana Gadde、Thresen Mathew

  DOI：10.1016/j.tet.2014.10.055

  日期：2014.12

  A simple and practical procedure for the silver-mediated fluorination of aryl- and heteroaryltrifluoroborates with electrophilic fluorine from Selectfluor (R) and LiOH center dot H2O is presented. The reaction procedure is simple and easy to set up, the process produces fluorinated arenes and heteroarenes in good to excellent yields and a wide range of electronically and structurally diverse substrates are tolerated. (C) 2014 Elsevier Ltd. All rights reserved.