10-溴蒽-9-硼酸 | 641144-16-3

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 10-溴蒽-9-硼酸
• 中文别名: 1-溴蒽-9-硼酸
• 英文名称: (10-bromoanthracen-9-yl)boronic acid
• 英文别名: 10-bromoanthracene-9-boronic acid；10-bromo-9-anthraceneboronic acid；10-bromoanthracen-9-boronic acid
• CAS: 641144-16-3
• 化学式: C₁₄H₁₀BBrO₂
• 分子量: 300.947
• InChiKey: FAVOIVPFJSKYBE-UHFFFAOYSA-N

物化性质

• 熔点：
  165-169 °C (lit.)
• 沸点：
  525.3±42.0 °C(Predicted)
• 密度：
  1.60±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.44
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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
• 危险类别码：
  R36/37/38
• 海关编码：
  2931900090
• 安全说明：
  S26,S36
• 危险标志：
  GHS07
• 危险性描述：
  H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 10-Bromoanthracene-9-boronic acid
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
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

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Section 3. Composition/information on ingredients.
Ingredient name: 10-Bromoanthracene-9-boronic acid
CAS number: 641144-16-3

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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.
Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
Eye contact:
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.
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
Appearance: Not specified
No data
Boiling point:
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C14H10BBrO2
Molecular weight: 300.9

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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 bromide.

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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：

  10-溴蒽-9-硼酸 在 Cu(OH)x has been encapsulated over montmorillonite-KSF 、 air 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以41%的产率得到10,10’-二溴-9,9’-联二蒽
  参考文献：
  名称：

  Clay encapsulated Cu(OH)x promoted homocoupling of arylboronic acids: An efficient and eco-friendly protocol

  摘要：

  Cu(OH)(x) has been encapsulated over montmorillonite-KSF by simple ologomeric deposition strategy. The resulting catalyst has been employed for selective homocoupling of arylboronic acids under ambient conditions without requirement of any ligand or base. This catalyst is easy to recover and shows excellent reusability without losing its activity. Techniques like XRD, SEM, TPR, IR, BET surface area measurement and XPS were used to characterize the catalyst. The present method promises for the simple and clean homocoupling of arylboronic acids. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2013.10.048
• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以2.48 g的产率得到10-溴蒽-9-硼酸
  参考文献：
  名称：

  Supramolecular structures and spontaneous resolution: the case of ortho-substituted phenylboronic acids

  摘要：

  通过X射线衍射技术，确定了多种邻位取代的芳基硼酸的固态结构，包括邻溴苯基、邻苯基苯基、五甲基苯基和10-溴-9-蒽基。所有研究的硼酸在固态下均形成二聚体，但二聚体连接成链的方式与亲本苯硼酸有所不同。五甲基苯硼酸仅使用一个氢键，并通过额外的OH–π相互作用来连接二聚体，而其他所有研究的化合物则通过两个氢键将二聚体连接成链。10-溴-9-蒽基硼酸在结晶时发现自发分解其对映异构体形成一个外消旋混合物。

  DOI：

  10.1039/b719282g

文献信息

• [Pd(Phbz)(X)(PPh₃)] palladacycles promote the base-free homocoupling of arylboronic acids in air at room temperature
  作者：Anant R. Kapdi、Gopal Dhangar、Jose Luis Serrano、Jose A. De Haro、Pedro Lozano、Ian J. S. Fairlamb

  DOI：10.1039/c4ra09678a

  日期：——

  Homocoupling of arylboronic acids can be successfully achieved in commercial grade THF using [Pd(Phbz)(X)(PPh3)] palladacycles as catalysts (Phbz = N-phenylbenzaldimine; X = imidate or acetate). Symmetric biaryls were obtained in good yields working under mild conditions in an air atmosphere at room temperature. The reaction occurs without the addition of an exogenous base. The reaction conditions

  使用[Pd（Phbz）（X）（PPh 3）] Palladacycles作为催化剂（Phbz = N-苯基苯甲二胺； X =亚氨酸酯或乙酸酯），可以在商业级THF中成功实现芳基硼酸的均偶联。在温和条件下，室温下在大气条件下以高收率获得对称的联芳基。该反应在不添加外源碱的情况下发生。优化反应条件以提供优异收率的均相偶联产物。已经收集了金属转移步骤对于催化剂前活化很重要的证据。已通过竞争实验评估了芳基硼酸的电子性质对均偶联反应结果的影响。
• Synthesis and characterization of 9,10-substituted anthracene derivatives as blue light-emitting and hole-transporting materials for electroluminescent devices
  作者：A-monrat Thangthong、Duangratchaneekorn Meunmart、Narid Prachumrak、Siriporn Jungsuttiwong、Tinnagon Keawin、Taweesak Sudyoadsuk、Vinich Promarak

  DOI：10.1016/j.tet.2011.12.083

  日期：2012.2

  New 9,10-substituted anthracene derivatives were designed and synthesized for application as blue-emitting and hole-transporting materials in electroluminescent devices. They were characterized by H NMR, C NMR, FTIR, UV–vis, PL spectroscopy, and mass spectrometry. The theoretical calculation of three-dimensional structure and the energy densities of HOMO and LUMO states, as well as optical properties

  设计并合成了新的9,10-取代的蒽衍生物，用作电致发光器件中的发蓝光和空穴传输材料。它们的特征在于1 H NMR，13 C NMR，FTIR，紫外可见光，PL光谱和质谱。三维结构的理论计算以及HOMO和LUMO态的能量密度以及这些新获得的材料的光学性质支持了它们具有非共面结构的说法。可以通过改变外围取代基来调节它们的光学，热和电化学性质。它们都是电化学和热稳定的分子。具有给电子三苯胺作为外围取代基的材料作为发蓝色光的材料和用于电致发光器件的空穴传输材料都显示出有希望的潜力。获得了具有最大亮度效率和CIE坐标分别为1.65 cd / A和（0.15，0.16）和6.25 cd / A和（0.26，0.49）的高效蓝色和基于Alq3的绿色OLED。
• Synthesis and Characterization of 9-(Fluoren­-2-yl)anthracene Derivatives as Efficient Non-Doped Blue Emitters for Organic Light-Emitting Diodes
  作者：Narid Prachumrak、Supawadee Namuangruk、Tinnagon Keawin、Siriporn Jungsuttingwong、Taweesak Sudyoadsuk、Vinich Promarak

  DOI：10.1002/ejoc.201300165

  日期：2013.6

  series of 9-(fluoren-2-yl)anthracene derivatives bearing either thiophene (FATh), triphenylamine (FAT and FATT) or pyrene (FATP) moieties as substituents have been designed, synthesized, and characterized as non-doped blue emitters for organic light-emitting diodes (OLEDs). Their optical, electrochemical and thermal properties have been investigated, and their molecular structure-property relationships

  一系列带有噻吩 (FAT)、三苯胺 (FAT 和 FATT) 或芘 (FATP) 部分作为取代基的 9-(芴-2-基)蒽衍生物已被设计、合成并表征为无掺杂的蓝色发射体有机发光二极管 (OLED)。研究了它们的光学、电化学和热性能，并评估了它们的分子结构-性能关系。所有 FAT、FATT 和 FATP 化合物都具有结合蓝光发射和空穴传输的特性，并在溶液中显示出稳定的无定形态，具有高荧光量子产率（高达 89%）和在 OLED 器件中的强亮度，而 FATh 则表现不佳光致发光和电致发光特性。制造并表征了高效、无掺杂的蓝色和基于 Alq3 的绿色 OLED。分别实现了具有最大亮度效率和 CIE 坐标为 3.17 cd A-1 和 (0.13, 0.14) 以及 3.81 cd A-1 和 (0.28, 0.50) 的蓝色和绿色器件，其中 FATT 具有 4-bis[ 4'-(二苯基氨基)联苯基-
• 새로운 유기전계발광소자용 화합물 및 그를 포함하는 유기전계발광소자
  申请人：PnH tech (주)피엔에이치테크(120100135796) Corp. No ▼ 131111-0237931BRN ▼129-86-36614

  公开号：KR101626523B1

  公开（公告）日：2016-06-01

  유기전계발광소자용 화합물 및 그를 포함하는 유기전계발광소자가 개시된다. 이에 의하여, 전기적 안정성 및 정공 수송능력이 우수하며, 삼중항 상태 에너지가 높아 인광발광재료의 발광효율을 향상시킬 수 있는 호스트 및 정공수송물질로 사용할 수 있는 유기전계발광소자용 화합물 및 유기전계발광소자를 제공할 수 있다.

  提供有机电致发光器件用化合物及包含该化合物的有机电致发光器件。因此，可以提供用作宿主和正电荷传输材料，具有优异的电学稳定性和正电荷传输能力，三重态能量高，可以提高光致发光材料的发光效率的有机电致发光器件用化合物和有机电致发光器件。
• Synthesis of unnatural amino acid derivatives via palladium-catalyzed 1,4-addition of boronic acids
  作者：Devalina Ray、Abijah M. Nyong、Amarnath Natarajan

  DOI：10.1016/j.tetlet.2010.03.034

  日期：2010.5

  Aryl and alkenyl amino acid derivatives were synthesized by a palladium-catalyzed 1,4-addition of the corresponding boronic acids to 2-acetamidoacrylate.

  芳基和链烯基氨基酸衍生物是通过钯催化的 1,4-加成反应将相应的硼酸加成到 2-乙酰氨基丙烯酸酯来合成的。