(4-[(三甲基甲硅烷基)乙炔]苯基)硼酸 | 630127-51-4

• 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-[(三甲基甲硅烷基)乙炔]苯基)硼酸
• 中文别名: (4-[(三甲基硅基)乙炔基]苯基)硼酸
• 英文名称: (4-((trimethylsilyl)ethynyl)phenyl)boronic acid
• 英文别名: (4-((trimethysilyl)ethynyl)phenyl)boronic acid；[4-(2-trimethylsilylethynyl)phenyl]boronic acid
• CAS: 630127-51-4
• 化学式: C₁₁H₁₅BO₂Si
• 分子量: 218.135
• InChiKey: MZUXXSJYZORMJL-UHFFFAOYSA-N

物化性质

• 沸点：
  311.5±48.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (4-[(Trimethylsilyl)ethynyl]phenyl)boronic 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: (4-[(Trimethylsilyl)ethynyl]phenyl)boronic acid
CAS number: 630127-51-4

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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, refrigerated.
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: C11H15BO2Si
Molecular weight: 218.1

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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, sulfur 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：

  (4-[(三甲基甲硅烷基)乙炔]苯基)硼酸 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 盐酸 、 copper(l) iodide 、 碳酸氢钠 、 potassium carbonate 、 三乙胺 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 1,4-二氧六环 、 甲醇 、 水 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 5.0h， 生成 methyl N-[(1S)-1-[(2S,4S)-2-[4-[4-[2-[2-[(2S,4S)-1-[(2S)-2-(methoxycarbonylamino)-3-methyl-butanoyl]-4-methyl-pyrrolidin-2-yl]-1H-benzimidazol-5-yl]ethynyl]phenyl]-1H-imidazol-2-yl]-4-methyl-pyrrolidine-1-carbonyl]-2-methyl-propyl]carbamate
  参考文献：
  名称：

  [EN] ANALOGUES FOR THE TREATMENT OR PREVENTION OF FLAVIVIRUS INFECTIONS
  [FR] ANALOGUES POUR TRAITER OU PRÉVENIR LES INFECTIONS À FLAVIVIRUS

  摘要：

  本文所述的以I式表示的化合物或其药用盐，其中A、B、B'、X、Y、R1、R2、R2'、R3、R3'、R4、R4'、R5、R5'、m、n或p如本文所定义，对治疗黄病毒科病毒感染有用。

  公开号：

  WO2011119853A1
• 作为产物：
  描述：

  (4-溴苯基乙炔基)三甲基硅烷 在 正丁基锂 、 硼酸三甲酯 作用下， 以 乙醚 为溶剂， 反应 15.0h， 以73%的产率得到(4-[(三甲基甲硅烷基)乙炔]苯基)硼酸
  参考文献：
  名称：

  刚性，共轭，氟化胸苷三磷酸：合成和聚合酶介导掺入DNA类似物中。

  摘要：

  描述了一组独特的能量转移染料标记的三磷酸核苷化合物1-3的合成。只有在将染料偶联至核碱基之前进行了三磷酸化反应，才能成功制备这些化合物，而反之则没有。将化合物制备为2'-脱氧（a）和2'，3'-二脱氧-（b）形式。它们具有连接核碱基和羟吨蒽酮部分的逐渐更长的刚性共轭接头。亲本核苷12-14的UV光谱表明，随着接头长度的增加，供体在320-330nm区域的吸收也增加，但是最大值的红移相对较小。相同化合物的荧光光谱表明，在320-330 nm范围内的辐射导致荧光素的主要发射。当在320 nm处辐照连接子时，观察到的唯一显着发射峰对应于520 nm处分子的羟基黄酮部分；这对应于200 nm的有效斯托克斯位移。随着接头在320-330 nm处的吸收随长度增加，荧光素发射的强度也随之增加。凝胶测定法用于测定化合物1-3，dTTP，ddTTP和6-TAMRA-ddTTP的相对掺入效率。在整个过程中，使

  DOI：

  10.1002/chem.200304944

文献信息

• Processes for preparing of glucopyranosyl-substituted (ethynyl-benzyl)-benzene derivatives and intermediates thereof
  申请人：ECKHARDT Matthias

  公开号：US20070073046A1

  公开（公告）日：2007-03-29

  The present invention relates to processes for preparing the compounds of general formula I, wherein the groups R 1 , R 2 and R 3 are defined according to claim 1 and to intermediates of said processes.

  本发明涉及制备一般式I化合物的过程，其中基团R1、R2和R3根据权利要求1定义，并涉及所述过程的中间体。
• Double-Stranded Helical Oligomers Covalently Bridged by Rotary Cyclic Boronate Esters
  作者：Hiroki Iida、Kenji Ohmura、Ryuta Noda、Soichiro Iwahana、Hiroshi Katagiri、Naoki Ousaka、Taku Hayashi、Yuh Hijikata、Stephan Irle、Eiji Yashima

  DOI：10.1002/asia.201700162

  日期：2017.4.18

  Novel double helices covalently bridged by cyclic boronate esters were synthesized from complementary dimers with an m‐terphenyl backbone joined by a chiral or achiral phenylene linker bearing diethyl boronates and diols, respectively. The X‐ray crystallographic analysis and variable‐temperature NMR and circular dichroism measurements, along with theoretical calculations, revealed that the double helices

  由环状的硼酸酯共价桥连新颖双螺旋是从与互补的二聚体合成的米分别通过手性或非手性亚苯基连接基轴承二硼酸酯和二醇，加入三联苯骨架。X射线晶体学分析，变温NMR和圆二色性测量以及理论计算表明，双螺旋起环状转子硼酸酯单元旋转的“分子转子”的作用，在低温下产生两个稳定的旋转异构体。此外，我们的数据表明，共价键合的双螺旋与硼酸酯的旋转运动可以同时发生独特的螺旋反转。
• An Easy Route to (Hetero)arylboronic Acids
  作者：William Erb、Akila Hellal、Mathieu Albini、Jacques Rouden、Jérôme Blanchet

  DOI：10.1002/chem.201402487

  日期：2014.5.26

  unprecedented spontaneous reactivity between diazonium salts and diboronic acid has been unveiled, leading to a versatile arylboronic acid synthesis directly from (hetero)arylamines. This fast reaction (35 min overall) tolerates a wide range of functional groups and is carried out under very mild conditions. The radical nature of the reaction mechanism has been investigated.

  重氮盐和二硼酸之间空前的自发反应性已经被揭示出来，从而导致直接由（杂）芳基胺合成多功能的芳基硼酸。这种快速反应（总共35分钟）可耐受各种官能团，并且在非常温和的条件下进行。已经研究了反应机理的根本性质。
• Impact of deboronation on the electronic characteristics of <i>closo-o</i>-carborane: intriguing photophysical changes in triazole-appended carboranyl luminophores
  作者：Mingi Kim、Sehee Im、Chan Hee Ryu、Seok Ho Lee、Ju Hyun Hong、Kang Mun Lee

  DOI：10.1039/d0dt04038j

  日期：——

  intensive emission originating from ICT transitions in which the o-carborane units reversibly acted as the donor (D). In particular, the positive solvatochromic effects of both nido-compounds and the results of theoretical calculations for the o-carboranyl compounds supported the electronic role of the o-carboranyl unit in each compound. Investigation of the radiative decay mechanism of the closo- and nido-compounds

  5-苯基-1,2,4-三唑所附闭合碳- （CB1和CB2）和巢邻-carboranyl（巢- CB1和巢- CB2）化合物的制备和使用多核NMR光谱和元素分析完全表征。两种接近化合物的固态分子结构均通过 X 射线晶体学分析。尽管接近化合物在刚性状态下（在 77 K 的 THF 中）表现出双重发射模式，但可归因于基于 π–π* 局部激发（LE）的发射（λ em = ca. 380 nm) 和基于分子内电荷转移 (ICT) 的发射（约460 nm），其中邻碳硼烷单元充当受体 (A)，在 THF 中 298 K，基于 LE排放为主。相比之下，nido化合物表现出源自 ICT 转变的强烈发射，其中o-碳硼烷单元可逆地充当供体 (D)。特别是，nido化合物的正溶剂化变色效应和邻碳硼基化合物的理论计算结果支持每个化合物中邻碳硼基单元的电子作用。辐射衰减机制的研究闭合碳-和巢-化合物使用他们的量子效率（Φ
• Double-Stranded Supramolecular Assembly through Salt Bridge Formation between Rigid and Flexible Amidine and Carboxylic Acid Strands
  作者：Hiroki Iida、Munenori Shimoyama、Yoshio Furusho、Eiji Yashima

  DOI：10.1021/jo902158v

  日期：2010.1.15

  A series of monomeric strands consisting of m-terphenyl backbones with chiral rigid C-linked (3) and flexible N-linked (5) formamidines and achiral carboxylic acid (4) and flexible carboxymethyl (6) residues were synthesized, and their duplex formations through amidinium−carboxylate salt bridges were investigated by NMR, circular dichroism (CD), and UV−visible spectroscopies. The salt bridge-derived

  一系列组成的单体链的米-三联苯骨架与手性刚性Ç -连接的（3）和柔性ñ -连接的（5）甲脒和非手性羧酸（4）和柔性羧甲基（6）残基进行合成，和它们的双工地层通过am-羧酸盐桥进行了NMR，圆二色性（CD）和UV可见光谱学研究。盐桥衍生的双链体的形成在很大程度上取决于甲am和羧酸链的结构，以及C-连接的甲am链3与柔性的N联甲am链5形成了更加稳定的互补羧酸链（4和6）的双链体。单晶X射线分析表明，双链体5·4具有偏斜的右手双螺旋结构。还通过由二乙炔连接基连接的5和4的二聚体合成了互补的双链体二聚体。可变温度CD测量表明，双链体具有由柔性N-连接的甲from单元产生的动态双螺旋结构。