2,5-二甲基-1,4-亚苯基二硼酸频那醇酯 | 303006-89-5

• 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: 2,5-二甲基-1,4-亚苯基二硼酸频那醇酯
• 中文别名: 2,5-二甲基-1,4-苯二硼酸,频哪醇酯
• 英文名称: 2,2'-(2,5-dimethyl-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
• 英文别名: 2,2’-(2,5-dimethyl-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)；1,4-bis(pinacolatoboronyl)-2,5-dimethylbenzene；2-[2,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 303006-89-5
• 化学式: C₂₀H₃₂B₂O₄
• 分子量: 358.094
• InChiKey: PGUJTLXJHQLAPJ-UHFFFAOYSA-N

物化性质

• 沸点：
  454.4±45.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,5-Dimethyl-1,4-phenylenediboronic acid, pinacol ester
Synonyms: 2,2’-(2,5-Dimethyl-1,4-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

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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: 2,5-Dimethyl-1,4-phenylenediboronic acid, pinacol ester
CAS number: 303006-89-5

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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: C20H32B2O4
Molecular weight: 358.1

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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.

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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：

  2,5-二甲基-1,4-亚苯基二硼酸频那醇酯 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以67%的产率得到2,5-dimethyl-1,4-benzenediboronic acid
  参考文献：
  名称：

  通过扩散核磁共振波谱测定有机笼的尺寸

  摘要：

  尺寸问题：在一项系统研究中，合成了一系列有机笼，并通过扩散有序核磁共振波谱（DOSY）测定了它们的分子尺寸和质量。窗口尺寸和刚性外面功能化的具体影响揭示了对结构扩散关系的洞察，这可以转移到文献已知的笼中，并有助于未来笼的精确结构阐明和性能预测。

  DOI：

  10.1002/chem.202303318
• 作为产物：
  描述：

  对二甲苯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 溴 、 碘 、 potassium acetate 作用下， 反应 37.0h， 生成 2,5-二甲基-1,4-亚苯基二硼酸频那醇酯
  参考文献：
  名称：

  高孔立方共价有机笼状化合物的等网状结晶**

  摘要：

  模块化框架在微尺度域中具有明确的孔隙结构，可建立定制的多孔材料。然而，对于开放分子固体，去溶剂化后维持长程有序本质上是具有挑战性的，因为堆积通常仅由少数超分子相互作用控制。在这里，我们报告了通过两种不同的六羟基三苯并三醌（TBTQ）和苯-1,4-二硼酸（BDBA）共缩合获得的两个系列的纳米立方体，在2,5位具有不同的线性烷基链。TBTQ 顶点的正丁基产生可溶的模型化合物，并通过质谱和核磁共振波谱进行分析。相比之下，甲基取代的笼自发结晶为同结构和高度多孔的固体，其BET表面积和孔体积高达3426 m 2  g -1和1.84 cm 3  g -1。单晶 X 射线衍射和吸附测量揭示了 0.97-2.2 nm 范围内交替微孔和中孔的复杂立方排列，这些排列通过 BDBA 连接体上的烷基取代基进行微调。

  DOI：

  10.1002/anie.202102982

文献信息

• ANTI-CANCER AGENTS
  申请人：Peng Xiaohua

  公开号：US20130045949A1

  公开（公告）日：2013-02-21

  Described herein are compounds that may be selectively activated to produce active anti-cancer agents in tumor cells. Also disclosed are pharmaceutical compositions comprising the compounds, and methods of treating cancer using the compounds.

  本文描述了一些化合物，这些化合物可以被选择性地激活，以在肿瘤细胞中产生活性抗癌剂。还公开了包括这些化合物的药物组合物，以及使用这些化合物治疗癌症的方法。
• Planarity of terphenyl rings possessing <i>o</i>-carborane cages: turning on intramolecular-charge-transfer-based emission
  作者：Hyunhee So、Jea Ho Kim、Ji Hye Lee、Hyonseok Hwang、Duk Keun An、Kang Mun Lee

  DOI：10.1039/c9cc07729d

  日期：——

  To clarify the relationship between planarity and intramolecular charge transfer (ICT), two o-carboranyl compounds (TCB and FCB) containing different ortho-type terphenyl rings, namely, perfectly distorted or planar phenyl rings, were synthesised and fully characterised. Although the emission spectra of both compounds presented intriguing dual-emission patterns in solution at 298 or 77 K and in the

  为了阐明平面度和分子内电荷转移（ICT）之间的关系，合成了两个具有完全异形或平面苯环的邻位三联苯环的邻邻碳烷基化合物（TCB和FCB）。尽管两种化合物的发射光谱在298或77 K的溶液中均处于薄膜状态并呈现出有趣的双发射模式，但扭曲的TCB大多显示出局部激发发射，而平面FCB则显示出与ICT跃迁相对应的强发射。有趣的是，基于三联苯的邻苯二甲醛的发射效率和辐射衰减常数通过增加三联苯基的平面度，逐渐增强了-碳硼烷基化合物。这些结果证明了在邻-甲硼烷取代的化合物中，附加的芳基的平面度与基于ICT的辐射衰减之间存在很强的关系。
• Boronate Ester‐Capped Helicates
  作者：Erica Giraldi、Adrien B. Depallens、Daniel Ortiz、Farzaneh Fadaei‐Tirani、Rosario Scopelliti、Kay Severin

  DOI：10.1002/chem.202001392

  日期：2020.6.18

  Triple‐stranded helicates were obtained by metal‐templated multicomponent reactions of bispyridyloxime ligands with arylboronic acids. The helicates feature two hexa‐coordinated MII ions (M=Fe, Zn, or Mn), which are embedded in a macrobicyclic ligand framework, and two arylboronate ester capping groups. The latter can be used to introduce functional groups such as pyridines, aldehydes, nitriles, and

  通过双吡啶肟肟配体与芳基硼酸的金属模板多组分反应获得三链螺旋。螺旋分子具有两个六配位的M II离子（M = Fe，Zn或Mn），它们嵌入大双环配体骨架中，并带有两个芳基硼酸酯封端基团。后者可用于在顶端位置引入官能团，例如吡啶，醛，腈和羧酸。功能化的螺旋分子有潜力用作更复杂组装的纳米级构建基块，如合成3 nm尺寸的trianglimine所证明的。
• Diverse Multi-Functionalized Oligoarenes and Heteroarenes for Porous Crystalline Materials
  作者：Sylvain Grosjean、Zahid Hassan、Christof Wöll、Stefan Bräse

  DOI：10.1002/ejoc.201801232

  日期：2019.2.21

  an advantageous dual‐utility. First, these compounds can serve as useful molecular bricks (ditopic organic linkers) in the construction of complex porous crystalline materials. Second, after the assembly into the crystalline coordination networks, orthogonal functional sites within the linker‐backbone offer tremendous potential from application perspectives as they can be modified by a wide range of

  描述了通过逐步钯催化硼酸化/Suzuki-Miyaura 交叉偶联反应模块化合成多功能联苯、三联苯和更高级的线性低聚苯二甲酸和吡啶封端的低聚芳烃。几个不同的官能团如叠氮化物、羟基和炔烃，以及在战略位置结合在单个低聚芳烃分子单元中的配位官能端基团（羧酸或吡啶）的存在提供了有利的双重用途。首先，这些化合物可以在复杂多孔晶体材料的构建中用作有用的分子砖（双位有机连接体）。其次，组装成晶体配位网络后，连接子骨架内的正交功能位点从应用角度提供了巨大的潜力，因为它们可以通过广泛的合成后修饰进行修饰，包括叠氮化物-炔烃点击化学。这允许进一步定制超分子组件以产生新型多功能材料。
• Conjugated microporous polymers with azide groups: a new strategy for postsynthetic fluoride functionalization and effectively enhanced CO₂ adsorption properties
  作者：Di Cui、Chan Yao、Yanhong Xu

  DOI：10.1039/c7cc06528k

  日期：——

  A series of conjugated microporous polymers (CMPs) has been synthesized based on zinc-porphyrin building block. Azide groups incorporated within the pores of the CMPs were subjected to alkyne click condition via a facile, one-step quantitative procedure, the resultant porous frameworks exhibited enhanced CO2 sorption properties.

  基于锌-卟啉结构单元，已经合成了一系列共轭微孔聚合物（CMP）。通过一种简便的一步定量程序，将掺入CMP孔中的叠氮基置于炔烃点击条件下，所得多孔骨架显示出增强的CO2吸附性能。