(1-苯基乙烯基)三氟硼酸钾 | 852626-70-1

• 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: (1-苯基乙烯基)三氟硼酸钾
• 英文名称: potassium 1-phenyl-1-trifluoroborate ethene
• 英文别名: potassium α-styryl trifluoroborate；potassium α-styryltrifluoroborate；Potassium (1-phenylvinyl)trifluoroborate；potassium;trifluoro(1-phenylethenyl)boranuide
• CAS: 852626-70-1
• 化学式: C₈H₇BF₃*K
• 分子量: 210.048
• InChiKey: WOIUZJSRPCZKJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.09
• 重原子数：
  13
• 可旋转键数：
  1
• 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

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Potassium (1-phenylvinyl)trifluoroborate
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: Potassium (1-phenylvinyl)trifluoroborate
CAS number: 852626-70-1

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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: C8H7BF3K
Molecular weight: 210.0

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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, 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：

  (1-苯基乙烯基)三氟硼酸钾 、 正丁基苯基碲化物 在 四(三苯基膦)钯 、 silver(I) acetate 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以80%的产率得到1,1-二苯乙烯
  参考文献：
  名称：

  Synthesis of benzophenones from geminal biaryl ethenes using m-chloroperbenzoic acid

  摘要：

  The oxidation of geminal biaryl ethenes 3 and 1,3-enynes 5 using m-chloroperbenzoic acid in dichloromethane at room temperature presents a catalyst-free approach for the synthesis of functionalized benzophenones 4 and ynones 6, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.164
• 作为产物：
  描述：

  1-苯基乙烯基硼酸 在 potassium hydrogen bifluoride 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 以40%的产率得到(1-苯基乙烯基)三氟硼酸钾
  参考文献：
  名称：

  烯基三氟硼酸钾与烯基溴化物的立体选择性Suzuki-Miyaura交叉偶联反应

  摘要：

  描述了使用空气稳定的链烯基三氟硼酸钾作为偶联伴侣的立体选择性合成共轭二烯的方法。钯催化的（E）-和（Z）-烯基三氟硼酸钾与（E）-或（Z）-烯基溴化物的钯催化交叉偶联反应容易进行，产率中等至优异，得到相应的（E，E）- ，（E，Z）-，（Z，E）-或（Z，Z）共轭二烯立体定向。交叉耦合通常可使用5摩尔％的Pd（OAC）的实现2，10摩尔％的PPH 3和Cs的3当量2 CO 3在THF-H 2 O（10∶1）中。两种偶联伙伴均容许多种官能团。

  DOI：

  10.1021/jo050286w

文献信息

• Synthesis of α-alkenyl-α-amino esters via addition of potassium Alkenyltrifluoroborate salts to imine in the presence of Yb(OTf)3
  作者：Hélio A. Stefani、Amna N. Khan、Flávia Manarin、Pedro H. Vendramini、Marcos N. Eberlin

  DOI：10.1016/j.tetlet.2013.08.133

  日期：2013.11

  A simple protocol which led to an effective construction of α-alkenyl-α-amino esters was achieved under mild conditions. This transformation proceeded by Yb-catalyzed addition of alkenyltrifluoroborates across the imine double bond. A variety of functional groups could be applicable to both partners.

  在温和条件下实现了导致有效构建α-烯基-α-氨基酯的简单方案。该转化通过Yb催化的亚胺双键烯基三氟硼酸酯的加成而进行。各种职能部门都可以同时适用于两个合作伙伴。
• Ultrasound-Assisted Synthesis of Functionalized 1,3-Enynes by Palladium-Catalyzed Cross-Coupling Reaction of α-Styrylbutyltelluride with Alkynyltrifluoroborate Salts
  作者：Hélio Stefani、Fateh Singh、Minéia Weber、Rafael Guadagnin

  DOI：10.1055/s-2008-1078507

  日期：——

  An ultrasound-assisted synthesis of functionalized 1,3-enyne scaffolds is described and illustrated by palladium-catalyzed cross-coupling of potassium alkynyltrifluoroborate salts and α-styrylbutyltellurides. This procedure offers easy access to 1,3-enyne architecture that contains aliphatic and aromatic groups in good to excellent yields.

  通过钯催化的炔基三氟硼酸钾盐和α-苯乙烯基丁基碲化物的交叉偶联描述和说明了功能化1,3-烯炔支架的超声辅助合成。该过程可以轻松获得包含脂肪族和芳香族基团的 1,3-烯炔结构，且收率良好至优异。
• Syntheses of 1-substituted-3-aminopyrazoles
  作者：Nan Ji、Erik Meredith、Donglei Liu、Christopher M. Adams、Gerald D. Artman、Keith C. Jendza、Fupeng Ma、Nello Mainolfi、James J. Powers、Chun Zhang

  DOI：10.1016/j.tetlet.2010.10.073

  日期：2010.12

  A series of 1-substituted-3-aminopyrazoles were prepared via Chan-Lam coupling reactions, alkylation, and pyrazole ring formation. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthesis of benzophenones from geminal biaryl ethenes using m-chloroperbenzoic acid
  作者：Fateh V. Singh、Humberto M.S. Milagre、Marcos N. Eberlin、Helio A. Stefani

  DOI：10.1016/j.tetlet.2009.02.164

  日期：2009.5

  The oxidation of geminal biaryl ethenes 3 and 1,3-enynes 5 using m-chloroperbenzoic acid in dichloromethane at room temperature presents a catalyst-free approach for the synthesis of functionalized benzophenones 4 and ynones 6, respectively. (C) 2009 Elsevier Ltd. All rights reserved.
• Stereoselective Suzuki−Miyaura Cross-Coupling Reactions of Potassium Alkenyltrifluoroborates with Alkenyl Bromides
  作者：Gary A. Molander、Luciana A. Felix

  DOI：10.1021/jo050286w

  日期：2005.5.1

  The stereoselective synthesis of conjugated dienes using air-stable potassium alkenyltrifluoroborates as coupling partners is described. The palladium-catalyzed cross-coupling reaction of potassium (E)- and (Z)-alkenyltrifluoroborates with either (E)- or (Z)-alkenyl bromides proceeds readily with moderate to excellent yields to give the corresponding (E,E)-, (E,Z)-, (Z,E)-, or (Z,Z)-conjugated dienes

  描述了使用空气稳定的链烯基三氟硼酸钾作为偶联伴侣的立体选择性合成共轭二烯的方法。钯催化的（E）-和（Z）-烯基三氟硼酸钾与（E）-或（Z）-烯基溴化物的钯催化交叉偶联反应容易进行，产率中等至优异，得到相应的（E，E）- ，（E，Z）-，（Z，E）-或（Z，Z）共轭二烯立体定向。交叉耦合通常可使用5摩尔％的Pd（OAC）的实现2，10摩尔％的PPH 3和Cs的3当量2 CO 3在THF-H 2 O（10∶1）中。两种偶联伙伴均容许多种官能团。