4-丁氧基-3-氟苯基硼酸 | 156487-13-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 4-丁氧基-3-氟苯基硼酸
• 中文别名: 4-丁氧基-3-氟苯硼酸
• 英文名称: 4-butoxy-3-fluorophenylboronic acid
• 英文别名: (4-butoxy-3-fluorophenyl)boronic acid
• CAS: 156487-13-7
• 化学式: C₁₀H₁₄BFO₃
• mdl: MFCD06411286
• 分子量: 212.029
• InChiKey: JVHCUZXLXOUYHX-UHFFFAOYSA-N

物化性质

• 熔点：
  91-96 °C(lit.)
• 稳定性/保质期：
  在常温常压下稳定，应避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.73
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• WGK Germany：
  3
• 海关编码：
  2931900090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  密封储存，应存放在阴凉、干燥的库房中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Butoxy-3-fluorophenylboronic 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: 4-Butoxy-3-fluorophenylboronic acid
CAS number: 156487-13-7

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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: C10H14BFO3
Molecular weight: 212.0

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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：

  4-丁氧基-3-氟苯基硼酸 在 palladium on activated charcoal sodium carbonate 作用下， 以 solmix 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 4'-butoxy-2,3,3'-trifluoro-4-((propylcyclohexyl)methoxy)biphenyl
  参考文献：
  名称：

  LIQUID CRYSTALLINE COMPOUND HAVING NEGATIVE DIELECTRIC ANISOTROPY, AND LIQUID CRYSTAL COMPOSITION AND LIQUID CRYSTAL DISPLAY DEVICE EACH COMPRISING SAME

  摘要：

  公开号：

  EP2399896B1
• 作为产物：
  描述：

  4-溴-2-氟苯酚 在 四丁基溴化铵 正丁基锂 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 生成 4-丁氧基-3-氟苯基硼酸
  参考文献：
  名称：

  LIQUID CRYSTALLINE COMPOUND HAVING NEGATIVE DIELECTRIC ANISOTROPY, AND LIQUID CRYSTAL COMPOSITION AND LIQUID CRYSTAL DISPLAY DEVICE EACH COMPRISING SAME

  摘要：

  公开号：

  EP2399896B1

文献信息

• General Access to <i>C</i>-Centered Radicals: Combining a Bioinspired Photocatalyst with Boronic Acids in Aqueous Media
  作者：Maheshwerreddy Chilamari、Jacob R. Immel、Steven Bloom

  DOI：10.1021/acscatal.0c03422

  日期：2020.11.6

  indispensable building blocks for modern synthetic chemistry. In recent years, visible light photoredox catalysis has become a promising avenue to access C-centered radicals from a broad array of latent functional groups, including boronic acids. Herein, we present an aqueous protocol wherein water features a starring role to help transform aliphatic, aromatic, and heteroaromatic boronic acids to C-centered

  以碳为中心的自由基是现代合成化学必不可少的组成部分。近年来，可见光光氧化还原催化已成为从包括硼酸在内的广泛的潜在官能团中进入以C为中心的自由基的有前途的途径。在本文中，我们介绍了一种水性方案，其中水起着星形作用，以帮助将脂族，芳族和杂芳族硼酸转化为C具有生物启发性的黄素光催化剂的中心自由基。这些自由基通过开壳共轭物加成到不同的Michael受体上，以递送各种不同的烷基化产物，包括三种药学上相关的化合物。通过计算研究，氘标记，自由基捕获实验和光谱分析研究了反应机理。
• Combining flavin photocatalysis with parallel synthesis: a general platform to optimize peptides with non-proteinogenic amino acids
  作者：Jacob R. Immel、Maheshwerreddy Chilamari、Steven Bloom

  DOI：10.1039/d1sc02562g

  日期：——

  even test up to 96 single-NPAA peptide variants via the unique combination of boronic acids and a dehydroalanine residue in a peptide. We showcase the power of our newly minted platform to introduce NPAAs of diverse chemotypes-aliphatic, aromatic, heteroaromatic-directly into peptides, including 15 entirely new residues, and to evolve a simple proteinogenic peptide into an unnatural inhibitor of thrombin

  大多数肽药物都含有非蛋白氨基酸 (NPAA)，这些氨基酸是通过使用固相肽合成 (SPPS) 进行的广泛构效关系 (SAR) 研究而产生的。 NPAA 的合成费力且制造成本昂贵，耦合效率也较差，只能通过传统 SPPS 采样一小部分。为了普遍获得含 NPAA 的肽，我们开发了第一代平台，将当代黄素光催化与平行合成相结合，通过硼酸的独特组合，同时制造、纯化、定量，甚至测试多达 96 种单 NPAA 肽变体。肽中的酸和脱氢丙氨酸残基。我们展示了我们新创建的平台的强大功能，可将不同化学类型（脂肪族、芳香族、杂芳香族）的 NPAA 直接引入肽中，包括 15 个全新残基，并通过非经典肽将简单的蛋白肽进化为非天然凝血酶抑制剂特别行政区。
• LIQUID CRYSTAL COMPOUND HAVING NEGATIVE DIELECTRIC ANISOTROPY, LIQUID CRYSTAL COMPOSITION USING THIS AND LIQUID CRYSTAL DISPLAY DEVICE
  申请人：Shimada Teru

  公开号：US20110272630A1

  公开（公告）日：2011-11-10

  The invention provides a liquid crystal compound having a suitable value of refractive index anisotropy, a suitable value of dielectric anisotropy, steep characteristics electro-optic characteristics, a wide temperature range of a nematic phase and an excellent compatibility with other liquid crystal compounds, and a liquid crystal compounds especially having a wide temperature range of a nematic phase. A compound represented by formula (1). For example, R 1 and R 2 are each independently alkyl having 1 to 9 carbons or alkenyl having 2 to 9 carbons, alkoxy having 1 to 8 carbons or alkenyloxy having 2 to 8 carbons; Q 1 and Q 4 are each independently fluorine or chlorine; Q 2 and Q 3 are each independently hydrogen, fluorine or chlorine, and one of Q 2 and Q 3 is hydrogen; Z is —CH 2 O— or —COO—; and h is 1 or 2.

  本发明提供了一种具有适当折射率各向异性值、适当介电各向异性值、陡峭的电光特性、广泛的向列相温度范围和与其他液晶化合物优异的相容性的液晶化合物，特别是具有广泛的向列相温度范围的液晶化合物。该化合物由式（1）表示。例如，R1和R2各自独立地为具有1至9个碳或2至9个碳的烷基或烯基，具有1至8个碳或2至8个碳的烷氧基或烯氧基；Q1和Q4各自独立地为氟或氯；Q2和Q3各自独立地为氢、氟或氯，其中Q2和Q3中的一个为氢；Z为—CH2O—或—COO—；h为1或2。
• Liquid crystal compound having negative dielectric anisotropy, liquid crystal composition using this and liquid crystal display device
  申请人：JNC Corporation

  公开号：US08298632B2

  公开（公告）日：2012-10-30

  The invention provides a liquid crystal compound having a suitable value of refractive index anisotropy, a suitable value of dielectric anisotropy, steep characteristics electro-optic characteristics, a wide temperature range of a nematic phase and an excellent compatibility with other liquid crystal compounds, and a liquid crystal compounds especially having a wide temperature range of a nematic phase. A compound represented by formula (1). For example, R1 and R2 are each independently alkyl having 1 to 9 carbons or alkenyl having 2 to 9 carbons, alkoxy having 1 to 8 carbons or alkenyloxy having 2 to 8 carbons; Q1 and Q4 are each independently fluorine or chlorine; Q2 and Q3 are each independently hydrogen, fluorine or chlorine, and one of Q2 and Q3 is hydrogen; Z is —CH2 O— or —COO—; and h is 1 or 2.

  本发明提供了一种具有适当的折射率各向异性值、适当的介电各向异性值、陡峭的电光特性、广泛的向列相温度范围以及与其他液晶化合物良好相容性的液晶化合物，尤其是一种具有广泛的向列相温度范围的液晶化合物。化合物的化学式为（1）。例如，R1和R2各自独立地是具有1至9个碳原子的烷基或具有2至9个碳原子的烯基，具有1至8个碳原子的烷氧基或具有2至8个碳原子的烯氧基；Q1和Q4各自独立地是氟或氯；Q2和Q3各自独立地是氢、氟或氯，其中Q2和Q3中的一个是氢；Z是—CH2O—或—COO—；h为1或2。
• Direct Hydrodefluorination of CF₃-Alkenes via a Mild S_N2′ Process Using Rongalite as a Masked Proton Reagent
  作者：Xiang-Long Chen、Dong-Sheng Yang、Bo-Cheng Tang、Chun-Yan Wu、Huai-Yu Wang、Jin-Tian Ma、Shi-Yi Zhuang、Zhi-Cheng Yu、Yan-Dong Wu、An-Xin Wu

  DOI：10.1021/acs.orglett.3c00645

  日期：——

  concise and efficient hydrodefluorination process was developed for the synthesis of gem-difluoroalkenes. This reaction employs rongalite as a masked proton source and does not require any additional catalysts or reductants. Notably, trifluoromethyl alkenes having both terminal and internal double bonds are compatible with this process, allowing for a wider range of substrates. The successful late-stage

  开发了一种简洁高效的加氢脱氟工艺用于合成偕二氟烯烃。该反应使用雕白粉作为掩蔽质子源，不需要任何额外的催化剂或还原剂。值得注意的是，同时具有末端双键和内部双键的三氟甲基烯烃与该过程兼容，可用于更广泛的底物。成功的后期药物功能化和克级合成被用来证明这种方法的可行性。