2-硝基苯硼酸频哪醇酯 | 190788-59-1

• 物质功能分类: 化学试剂 - 有机试剂 - 磺酸/亚磺酸
• 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: 2-硝基苯硼酸频哪醇酯
• 中文别名: 4,4,5,5-四甲基-2-(2-硝基苯基)-1,3,2-二氧环戊硼烷；2-硝基苯硼酸频呐醇酯；2-硝基苯硼酸频哪酯；1-硝基-2-(4,4,5,5-四甲基-1,3,2-二氧硼戊环-2-基)苯；2-硝基苯基硼酸频那醇酯
• 英文名称: 4,4,5,5-tetramethyl-2-(2-nitrophenyl)-1,3,2-dioxaborolane
• 英文别名: 2-nitrophenylboronic acid pinacol ester；o-nitrophenylboronic acid pinacol ester；pinacol (2-nitrophenyl)boronate；2-nitrobenzene boronic acid pinacol ester
• CAS: 190788-59-1
• 化学式: C₁₂H₁₆BNO₄
• mdl: MFCD02179447
• 分子量: 249.074
• InChiKey: VLJYUDGCEKORNG-UHFFFAOYSA-N

物化性质

• 熔点：
  42-44°C
• 沸点：
  358.2±25.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)
• 溶解度：
  溶于甲醇
• 稳定性/保质期：

  避氧化物

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  64.3
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险类别码：
  R36/37/38
• 海关编码：
  2934999090
• 安全说明：
  S26,S36
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  保存方法：将物品置于密闭、阴凉且干燥通风的地方。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
2-Nitrophenylboronic acid, pinacol ester
Product Name:
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
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
2-Nitrophenylboronic acid, pinacol ester
Ingredient name:
CAS number: 190788-59-1

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C12H16BNO4
Molecular weight: 249.1

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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, nitrogen oxides.

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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：

  2-硝基苯硼酸频哪醇酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 tin(II) chloride dihdyrate 、 potassium carbonate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 5.0h， 生成 2’-氨基-联苯-4-甲腈
  参考文献：
  名称：

  Transition-Metal-Free Synthesis of Phenanthridinones from Biaryl-2-oxamic Acid under Radical Conditions

  摘要：

  Na2S2O8-promoted decarboxylative cyclization of biaryl-2-oxamic acid for phenanthridinones has been developed. This work illustrates the first example of intramolecular decarboxylative amidation of unactivated arene under transition-metal-free conditions. Additionally, this approach provides an efficient and economical method to access biologically interesting phenanthridinones, an important structure motif in many natural products.

  DOI：

  10.1021/ol503459s
• 作为产物：
  描述：

  硝基苯 在 三(五氟苯基)硼烷 、 三氯化硼 、 三乙胺 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 9.0h， 生成 2-硝基苯硼酸频哪醇酯
  参考文献：
  名称：

  一种2-硝基苯硼酸频哪醇酯的合成方法

  摘要：

  本发明涉及一种2‑硝基苯硼酸频哪醇酯的合成方法，属于医药中间体合成领域。以硝基苯为原料，在催化剂B(C6F5)3催化下，与BCl3或BBr3反应进行邻位导向，接着加入频哪醇，碱性条件生成2‑硝基苯硼酸频哪醇酯。此方法采用常见反应原料，温和条件下选择性导向，粗品经过重结晶即可得到高纯度2‑硝基苯硼酸频哪醇酯，继续催化氢化可得到2‑氨基苯硼酸频哪醇酯，避免了传统方法中存在原料不易得、危险性高、需要超低温或贵金属使用等缺点。

  公开号：

  CN110964046B

文献信息

• Rh₂(II)-Catalyzed Intramolecular Aliphatic C–H Bond Amination Reactions Using Aryl Azides as the N-Atom Source
  作者：Quyen Nguyen、Ke Sun、Tom G. Driver

  DOI：10.1021/ja301519q

  日期：2012.5.2

  Rhodium(II) dicarboxylate complexes were discovered to catalyze the intramolecular amination of unactivated primary, secondary, or tertiary aliphatic C-H bonds using aryl azides as the N-atom precursor. While a strong electron-withdrawing group on the nitrogen atom is typically required to achieve this reaction, we found that both electron-rich and electron-poor aryl azides are efficient sources for

  发现二羧酸铑 (II) 配合物使用芳基叠氮化物作为 N 原子前体催化未活化的伯、仲或叔脂肪族 CH 键的分子内胺化。虽然通常需要氮原子上的强吸电子基团来实现该反应，但我们发现富电子和缺电子芳基叠氮化物都是金属氮烯反应中间体的有效来源。
• 一种芳香胺类化合物及EphB4激酶抑制剂及其衍生物的制备方法
  申请人：武汉大学

  公开号：CN110357832B

  公开（公告）日：2022-03-15

  本发明提供一种芳香胺类化合物及EphB4激酶抑制剂及其衍生物的制备方法。以芳基硼酸或芳基硼酸酯和O‑苯甲酰基‑羟胺类化合物为起始原料，在钯催化剂、降冰片烯衍生物、碱的作用下，空气氛围，在30℃到100℃下于有机溶剂中搅拌反应，反应后分离提纯，即可得到芳香胺类化合物。该方法所使用的原料廉价易得且反应结束无卤离子残留、反应条件温和。同时，本发明还提供了一种合成EphB4激酶抑制剂及其衍生物的方法，在本发明合成的3,5位双胺化的卤代苯或类卤代苯的基础上只需要简单的一步就可以合成EphB4激酶抑制剂及其衍生物。
• [EN] BISIMIDAZOLODIAZOCINES<br/>[FR] BIS-IMIDAZOLO-DIAZOCINES
  申请人：IDEMITSU KOSAN CO

  公开号：WO2016125110A1

  公开（公告）日：2016-08-11

  The present invention relates to an organic electronic device, preferably an OLED, comprising a Bisimidazolodiazocine of formula (I) charge transport layer, a charge/exciton blocker layer, or an emitting layer comprising the Bisimidazolodiazocine; an apparatus selected from the group consisting of stationary visual display units; mobile visual display units; illumination units; keyboards; items of clothing; furniture; wallpaper, comprising the inventive organic electronic device, or the inventive charge transport layer, the charge/exciton blocker layer, or the emitting layer; the use of the Bisimidazolodiazocines for electrophotographic photoreceptors, photoelectric converters, organic solar cells, switching elements, organic light emitting field effect transistors, image sensors, dye lasers and electroluminescent devices; a process for the production of the Bisimidazolodiazocines and specific Bisimidazolodiazocines..

  本发明涉及一种有机电子器件，优选为OLED，包括式(I)的双咪唑二唑啉的电荷传输层，电荷/激子阻挡层，或包括双咪唑二唑啉的发射层；选自固定视觉显示单元组、移动视觉显示单元、照明单元、键盘、服装、家具、墙纸的装置，包括所述创新的有机电子器件，或创新的电荷传输层、电荷/激子阻挡层或发射层；双咪唑二唑啉用于电子照相感光鼓、光电转换器、有机太阳能电池、开关元件、有机发光场效应晶体管、图像传感器、染料激光器和电致发光器件的用途；一种生产双咪唑二唑啉和特定双咪唑二唑啉的方法。
• Direct Conversion of Arylamines to Pinacol Boronates: A Metal-Free Borylation Process
  作者：Fanyang Mo、Yubo Jiang、Di Qiu、Yan Zhang、Jianbo Wang

  DOI：10.1002/anie.200905824

  日期：2010.3.1

  Leave the metal out: Arylboronates are produced in moderate to good yields by direct borylation of readily available aryl amines (see scheme). The reaction can be carried out under air at room temperature and transition‐metal catalysis is not required. The boronate products can be used without purification in Suzuki–Miyaura cross‐coupling reactions.

  排除金属：芳基硼酸酯是通过将容易获得的芳基胺直接硼化而以中等至良好的产率生产的（参见方案）。该反应可在室温下于空气中进行，不需要过渡金属催化。硼酸酯产物无需纯化即可用于Suzuki-Miyaura交叉偶联反应。
• Nitrogen-containing polycyclic compound and organic light emitting element using same
  申请人：HEESUNG MATERIAL LTD.

  公开号：US10177319B2

  公开（公告）日：2019-01-08

  The present application relates to a polycyclic compound including nitrogen and an organic light emitting device including the same.

  本申请涉及一种含氮的多环化合物以及包括该化合物的有机发光装置。