4-N-己基苯硼酸 | 105365-50-2

• 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: 4-N-己基苯硼酸
• 中文别名: 4-(己-1-基)苯硼酸；4-己基苯硼酸
• 英文名称: 4-hexylphenylboronic acid
• 英文别名: 4-n-hexylphenylboronic acid；(4-hexylphenyl)boronic acid
• CAS: 105365-50-2
• 化学式: C₁₂H₁₉BO₂
• mdl: MFCD04039029
• 分子量: 206.093
• InChiKey: CFYBKGAFWFRFRJ-UHFFFAOYSA-N

物化性质

• 沸点：
  342.6±35.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)
• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  4.09
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2931900090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  2-8°C

SDS

4-Hexylphenylboronic Acid (contains varying amounts Revision number: 6
of Anhydride)
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 4-Hexylphenylboronic Acid (contains varying amounts of Anhydride)

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS
Skin corrosion/irritation Category 2
Category 2A
Serious eye damage/eye irritation
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Warning
Signal word
Hazard statements Causes skin irritation
Causes serious eye irritation
Precautionary statements:
Wash hands thoroughly after handling.
[Prevention]
Wear protective gloves/eye protection/face protection.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
[Response]
if present and easy to do. Continue rinsing.
If eye irritation persists: Get medical advice/attention.
IF ON SKIN: Gently wash with plenty of soap and water.
If skin irritation occurs: Get medical advice/attention.
Take off contaminated clothing and wash before reuse.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
4-Hexylphenylboronic Acid (contains varying amounts of Anhydride)
Components:
Percent: ....
105365-50-2
CAS Number:
Synonyms: 4-Hexylbenzeneboronic Acid (contains varying amounts of Anhydride)
Chemical Formula: C12H19BO2

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Section 4. FIRST AID MEASURES
Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Inhalation:
Get medical advice/attention if you feel unwell.
amounts of Anhydride)

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Section 4. FIRST AID MEASURES
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Safety glasses. A face-shield, if the situation requires.
Eye protection:
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Crystal- Powder
Form:
Colour: White - Almost white
amounts of Anhydride)

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Odour: No data available
pH: No data available
Melting point/freezing point:No data available
Boiling point/range: No data available
Flash point: No data available
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: No data available
Solubility(ies):
[Water] No data available
[Other solvents]
Soluble: Methanol

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Section 10. STABILITY AND REACTIVITY
Stable under proper conditions.
Chemical stability:
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Boron oxides
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
NTP = No data available
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
No data available
Crustacea:
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
No data available
Log Pow:
Soil adsorption (Koc): No data available
No data available
Henry's Law
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Does not correspond to the classification standard of the United Nations
Hazards Class:
UN-No: Not listed
amounts of Anhydride)

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-N-己基苯硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium hydroxide 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 4'-hexyl-4-methylbiphenyl
  参考文献：
  名称：

  Aryl Trihydroxyborates:  Easily Isolated Discrete Species Convenient for Direct Application in Coupling Reactions

  摘要：

  A conceptually and practically simple alternative approach to the use of arylboron species as the organometallic component in cross-coupling processes is described whereby trihydroxyborate salts are isolated and directly employed. The protocol derives practical benefit from the ease and convenience of the isolation and subsequent use of the discrete borate salts, eliminates the need for additional base, and aids the use of correct reaction stoichiometry.

  DOI：

  10.1021/ol061564w
• 作为产物：
  描述：

  二甲基(4-己基苯基)硼酸酯 在 盐酸 、 水 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 生成 4-N-己基苯硼酸
  参考文献：
  名称：

  Microwave accelerated synthesis and evaluation of conjugated oligomers based on 2,5-di-thiophene-[1,3,4]thiadiazole

  摘要：

  一系列基于π共轭的2,5-二噻吩-[1,3,4]噻二唑的五聚体通过微波促进的钯催化交叉偶联反应合成而成。终止每个五聚体的芳香基团对观察到的光学、电化学和液晶特性具有深远的影响。在五聚体外围逐渐替换为电子富集程度较低的芳香基团，减小了基态与第一激发态之间的能量间隔，同时也降低了边际轨道的能量，足以阻碍氧化并促进还原。热致液晶梅索材料2,5-双-[5-(4-己基-苯基)-噻吩-2-基]-[1,3,4]噻二唑7在向列相、层状相和结晶相中表现出无分散的双极电荷输运。随着介相分子有序性的增加，电荷迁移率也相应提高，在最高有序的层状相中达到最大值（µhole ≈ 4 × 10−3 cm2 V−1 s−1，µelectron ≈ 8 × 10−3 cm2 V−1 s−1）。

  DOI：

  10.1039/b922714h

文献信息

• Palladium-Catalyzed Intramolecular Aromatic C–H Acylation of 2-Arylbenzoyl Fluorides
  作者：Yuka Sakurai、Kana Ikai、Kazuki Hayakawa、Yohei Ogiwara、Norio Sakai

  DOI：10.1246/bcsj.20210148

  日期：2021.7.15

  using a Pd(OAc)2/PCy3 system is described. A wide range of 2-arylbenzoyl fluoride derivatives can be used as fluorenone precursors and the reaction proceeds via an intramolecular coupling between aromatic C–H bonds with acyl C–F bonds. The reaction can be applied to the synthesis of indenofluorenedione derivatives and to the construction of other molecules with five-membered rings.

  描述了使用 Pd(OAc) 2 /PCy 3系统进行酰氟的催化分子内环化。广泛的 2-芳基苯甲酰氟衍生物可用作芴酮前体，反应通过芳族 C-H 键与酰基 C-F 键之间的分子内偶联进行。该反应可用于茚并芴二酮衍生物的合成和其他五元环分子的构建。
• Boronic ester-linked macrocyclic lipopeptides as serine protease inhibitors targeting Escherichia coli type I signal peptidase
  作者：Natalia Szałaj、Lu Lu、Andrea Benediktsdottir、Edouard Zamaratski、Sha Cao、Gustav Olanders、Charles Hedgecock、Anders Karlén、Máté Erdélyi、Diarmaid Hughes、Sherry L. Mowbray、Peter Brandt

  DOI：10.1016/j.ejmech.2018.08.086

  日期：2018.9

  Type I signal peptidase, with its vital role in bacterial viability, is a promising but underexploited antibacterial drug target. In the light of steadily increasing rates of antimicrobial resistance, we have developed novel macrocyclic lipopeptides, linking P2 and P1′ by a boronic ester warhead, capable of inhibiting Escherichia coli type I signal peptidase (EcLepB) and exhibiting good antibacterial

  I型信号肽酶在细菌生存能力中起着至关重要的作用，是一种有前途但未充分利用的抗菌药物靶标。鉴于抗菌药耐药率的稳定增长，我们开发了一种新型的大环脂肽，通过硼酸酯战斗部连接P2和P1'，能够抑制大肠杆菌I型信号肽酶（Ec LepB）并表现出良好的抗菌活性。大环环，肽序列和亲脂性尾巴的结构修饰使我们得到了14种新颖的大环硼酸酯。这可以表明，大环来讲是很好的耐受性的EcLepB抑制和抗菌活性。在合成的大环化合物中， 鉴定出低纳摩尔范围的有效酶抑制剂（例如化合物42f，Ec LepB IC 50 = 29 nM）也显示出良好的抗菌活性（例如化合物42b，大肠杆菌WT MIC = 16μg/ mL）。这里描述的独特的大环硼酸酯是基于以前发表的线性脂肽EcLepB抑制剂试图解决细胞毒性和溶血作用。我们在本文中显示，大环的结构变化会影响细胞毒性和溶血活性，这表明P2至P1'接头提供了优化脱靶效应的手段。然而
• Synthesis and biological activity of 2-aminoimidazole triazoles accessed by Suzuki–Miyaura cross-coupling
  作者：Samuel Reyes、Robert W. Huigens III、Zhaoming Su、Michel L. Simon、Christian Melander

  DOI：10.1039/c0ob00925c

  日期：——

  A pilot library of 2-aminoimidazole triazoles (2-AITs) was synthesized and assayed against Acinetobacter baumannii and methicillin-resistant Staphylococus aureus (MRSA). Results from these studies show that these new derivatives have improved biofilm dispersal activities as well as antibacterial properties against A. baumannii. With MRSA biofilms they are found to possess biofilm inhibition capabilities at low micromolar concentrations.

  合成了2-氨基咪唑并三氮唑（2-AITs）的先导库，并对其针对鲍曼不动杆菌和甲氧西林耐药金黄色葡萄球菌（MRSA）的活性进行了评估。研究结果显示，这些新衍生物不仅对A. baumannii具有增强的生物膜分散活性，还具有抗菌特性。在MRSA生物膜方面，它们在低微摩尔浓度下表现出生物膜抑制能力。
• Cyclometalated red iridium(iii) complexes containing carbazolyl-acetylacetonate ligands: efficiency enhancement in polymer LED devices
  作者：Nan Tian、Yaroslav V. Aulin、Daniel Lenkeit、Simon Pelz、Oleksandr V. Mikhnenko、Paul W. M. Blom、Maria Antonietta Loi、Elisabeth Holder

  DOI：10.1039/c0dt00728e

  日期：——

  The design, synthesis, photophysical and significantly improved electrooptical properties of a series of red emitting cyclometalated iridium(III) complexes containing carbazolyl-acetylacetonate ligands are described.

  本文描述了一系列含咔唑基乙酰丙酮配体的红色发射环金属化铱(III)配合物的设计、合成、光物理特性以及显著提升的电光性能。
• [EN] MONOMERS, OLIGOMERS AND POLYMERS OF 2-FUNCTIONALIZED AND 2,7-DIFUNCTIONALIZED CARBAZOLES<br/>[FR] MONOMERES, OLIGOMERES ET POLYMERES DE CARBAZOLES 2-FONCTIONNALISES ET 2,7-DIFONCTIONNALISES
  申请人：UNIV LAVAL

  公开号：WO2005016882A1

  公开（公告）日：2005-02-24

  The present invention relates to 2-­functionalized and 2,7-difunctionalized carbazoles and 2,7 -carbazolenevinylene oligomers and polymers. More specifically, the present invention relates to a compound of Formula (I): wherein R1 is selected from the group consisting of H, alkyl, and aryl; and wherein R2 and R3 are independently selected from the group consisting of H, alkyl, formyl, hydroxymethyl, trityloxymethyl, acetonitrile, chloromethyl, methylphosphonate, methyltriphenylphosphonium and vinyl. The oligomers and polymers are used in field-effect transistors, light-emitting devices such as light-emitting diodes, and solar cells.

  本发明涉及2-功能化和2,7-二功能化的咔唑和2,7-咔唑烯乙烯寡聚体和聚合物。更具体地说，本发明涉及一种化合物，其化学式为（I）：其中R1选自H、烷基和芳基的群组；R2和R3分别选自H、烷基、甲酰、羟甲基、三苯甲氧基甲基、乙腈基、氯甲基、甲基磷酸酯基、三苯基磷酰基和乙烯基的群组。这些寡聚体和聚合物用于场效应晶体管、发光器件如发光二极管和太阳能电池。