间丁基苯硼酸 | 560132-24-3

• 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: 间丁基苯硼酸
• 中文别名: 3-叔丁基苯硼酸
• 英文名称: 3-tert-butylphenylboronic acid
• 英文别名: 3-t-butylphenylboronic acid；3-tert-butylbenzeneboronic acid；m-(tert-butyl)phenylboronic acid；(3-tert-butylphenyl)boronic acid
• CAS: 560132-24-3
• 化学式: C₁₀H₁₅BO₂
• mdl: MFCD11110647
• 分子量: 178.039
• InChiKey: OKBOGYOXEDEGOG-UHFFFAOYSA-N

物化性质

• 熔点：
  221 °C(Solv: water (7732-18-5))
• 沸点：
  304.3±35.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.27
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 安全说明：
  S26,S39
• 危险类别码：
  R41
• 海关编码：
  2931900090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温条件下。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-tert-Butylphenylboronic 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: 3-tert-Butylphenylboronic acid
CAS number: 560132-24-3

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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.
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: C10H15BO2
Molecular weight: 178.0

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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.

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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：

  间丁基苯硼酸 在 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 乙二醇二甲醚 为溶剂， 反应 34.0h， 生成 N-formyl-2-amino-3′,5-di-tert-butylbiphenyl
  参考文献：
  名称：

  시클로금속화 이미다조[1,2-ｆ]페난트리딘 및 디이미다조[1,2-ａ:1',2'-ｃ]퀴나졸린 리간드, 및 이의 등전자성 및 벤즈고리화된 유사체의 금속 착체

  摘要：

  This is the translation of the text into Chinese: 本发明涉及包含环金属化咔唑[1,2-f]苯并三氮杂[1,2-a:1',2'-c]喹唑啉配体，或其等电子性或苯环化类似体的化合物，其中包括光电金属配位体。此外，本发明涉及包含这些化合物的有机发光二极管器件。

  公开号：

  KR20160030582A
• 作为产物：
  描述：

  硼酸三甲酯 、 1-溴-3-叔丁基苯 在 正丁基锂 、 盐酸 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 0.5h， 以66%的产率得到间丁基苯硼酸
  参考文献：
  名称：

  三重融合的卟啉-纳米碳烯共轭物的合成

  摘要：

  通过Scholl反应，由基于苯并[ m ]四苯并菲基卟啉的量身定制的前体合成了两个前所未有的卟啉稠合纳米石墨烯分子1和2。化学结构通过高分辨率基质辅助激光解吸/电离飞行时间质谱（HR MALDI-TOF MS），IR和拉曼光谱以及扫描隧道显微镜（STM）的组合进行了验证。1和2的近紫外可见吸收光谱表明，宽广的红移吸收光谱分别扩展到1000和1400 nm，这标志着π共轭体系的显着扩展。

  DOI：

  10.1002/anie.201805063

文献信息

• 一种含硼有机电致发光化合物及其在有机电致发光器件上的应用
  申请人：江苏三月科技股份有限公司

  公开号：CN111471064A

  公开（公告）日：2020-07-31

  本发明公开了一种含硼有机电致发光化合物及其在有机电致发光器件上的应用，属于半导体技术领域。所述含硼有机电致发光化合物选自如通式(1)所示的结构：本发明还公开了上述含硼有机电致发光化合物在有机电致发光器件上的应用。本发明化合物作为有机电致发光器件的发光层材料使用时，器件的电流效率，功率效率和外量子效率均得到很大改善；同时，对于器件寿命提升非常明显。
• Ru-Catalysed CH Arylation of Indoles and Pyrroles with Boronic Acids: Scope and Mechanistic Studies
  作者：Carina Sollert、Karthik Devaraj、Andreas Orthaber、Paul J. Gates、Lukasz T. Pilarski

  DOI：10.1002/chem.201405931

  日期：2015.3.27

  The Ru‐catalysed C2H arylation of indoles and pyrroles by using boronic acids under oxidative conditions is reported. This reaction can be applied to tryptophan derivatives and tolerates a wide range of functional groups on both coupling partners, including bromides and iodides, which can be further derivatised selectively. New indole‐based ruthenacyclic complexes are described and investigated as

  据报道，在氧化条件下使用硼酸，Ru催化了吲哚和吡咯的C2H芳基化反应。该反应可应用于色氨酸衍生物，并在两个偶合伙伴（包括溴化物和碘化物）上均具有宽泛的官能团，可以选择性地进一步衍生化。描述并研究了新的基于吲哚的钌环配合物作为反应中可能的中间体。机理研究表明，循环中的中间体不具有对伞花烃配体，并且循环中的金属化是通过Ru中心的亲电攻击而发生的。
• All Non‐Carbon B ₃ NO ₂ Exotic Heterocycles: Synthesis, Dynamics, and Catalysis
  作者：Christopher R. Opie、Hidetoshi Noda、Masakatsu Shibasaki、Naoya Kumagai

  DOI：10.1002/chem.201900715

  日期：2019.3.27

  The B3NO2 six‐membered heterocycle (1,3‐dioxa‐5‐aza‐2,4,6‐triborinane=DATB), comprising three different non‐carbon period 2 elements, has been recently demonstrated to be a powerful catalyst for dehydrative condensation of carboxylic acids and amines. The tedious synthesis of DATB, however, has significantly diminished its utility as a catalyst, and thus the inherent chemical properties of the ring

  B 3 NO 2六元杂环（1,3-二氧杂-5-氮杂-2,4,6-三硼烷= DATB），由三种不同的非碳2期元素组成，最近被证明是羧酸脱水缩合的强大催化剂酸和胺。然而，繁琐的DATB合成大大降低了其作为催化剂的用途，因此，实际上仍未探索环系统的固有化学性质。在此公开了一种通用且简便的合成策略，该策略利用含嘧啶的支架可靠地安装硼原子，从而以模块化的方式由廉价材料制成了一系列Pym-DATB。可溶性Pym‐DATB衍生物的鉴定可用于研究B 3 NO 2的动力学性质环系统，根据介质的不同，显示出不同的开环和开环行为。易于获取的Pym‐DATB证明了其作为脱水酰胺化的有效催化剂的实用性，具有广泛的底物范围和官能团耐受性，为试剂驱动的酰胺化提供了一种通用且实用的催化替代方法。
• Organic electroluminescent materials and devices
  申请人：Universal Display Corporation

  公开号：US09281483B2

  公开（公告）日：2016-03-08

  Compounds comprising phosphorescent metal complexes comprising cyclometallated imidazo[1,2-f]phenanthridine and diimidazo[1,2-a:1′,2′-c]quinazoline ligands, or isoelectronic or benzannulated analogs thereof, are described. Organic light emitting diode devices comprising these compounds are also described.

  包含磷光金属复合物的化合物，其中包含环金属化的imidazo[1,2-f]phenanthridine和二imidazo[1,2-a:1′,2′-c]quinazoline配体，或它们的等电子或苯并环化类似物，以及包含这些化合物的有机发光二极管设备。
• Spin-Center Shift-Enabled Direct Enantioselective α-Benzylation of Aldehydes with Alcohols
  作者：Eric D. Nacsa、David W. C. MacMillan

  DOI：10.1021/jacs.7b12768

  日期：2018.3.7

  two-electron pathways. We report herein an enantioselective α-benzylation of aldehydes using alcohols as alkylating agents based on the mechanistic principle of spin-center shift. This strategy harnesses the dual activation modes of photoredox and organocatalysis, engaging the alcohol by SCS and capturing the resulting benzylic radical with a catalytically generated enamine. Mechanistic studies provide

  大自然通常使用醇作为离去基团，因为 DNA 生物合成依赖于通过自由基介导的“自旋中心转移”（SCS）机制从核糖核苷二磷酸中去除水。然而，由于醇在双电子途径中的低反应性，醇在合成化学中作为烷化剂仍然没有得到充分利用。我们在此报告了基于自旋中心位移的机械原理，使用醇作为烷化剂的醛的对映选择性 α-苄基化。该策略利用光氧化还原和有机催化的双重激活模式，通过 SCS 与醇结合，并用催化生成的烯胺捕获产生的苄基自由基。机理研究为 SCS 作为关键的基本步骤提供了证据，确定了竞争反应的起源，

表征谱图