4-(2-噻酚基)苯基硼酸 | 362612-66-6

• 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-(2-噻酚基)苯基硼酸
• 中文别名: 4-(2-噻酚基)苯硼酸
• 英文名称: 4-(2-thienyl)phenylboronic acid
• 英文别名: 4-(2-thienyl)benzeneboronic acid；2-(4-phenylboronic acid)；2-(4-phenylboronic acid) thiophene；3-(2-thienyl)benzeneboronic acid；4-(thiophen-2"-yl)phenylboronic acid；(4-thiophen-2-ylphenyl)boronic acid
• CAS: 362612-66-6
• 化学式: C₁₀H₉BO₂S
• mdl: MFCD06797461
• 分子量: 204.057
• InChiKey: DJEDGSABTJJBGN-UHFFFAOYSA-N

物化性质

• 熔点：
  249 °C
• 沸点：
  386.0±44.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.7
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340+P312,P305+P351+P338,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H315,H319,H332,H335
• 储存条件：
  保存在2至8℃的环境中，应密封并保持干燥。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(2-Thienyl)phenylboronic 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-(2-Thienyl)phenylboronic acid
CAS number: 362612-66-6

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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: C10H9BO2S
Molecular weight: 204.1

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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-碘苯甲醚 、 4-(2-噻酚基)苯基硼酸 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以59%的产率得到2-(4-甲氧苯基)噻吩
  参考文献：
  名称：

  Pd Nanoparticles Embedded Into MOF-808: Synthesis, Structural Characteristics, and Catalyst Properties for the Suzuki–Miyaura Coupling Reaction

  摘要：

  DOI：

  10.1007/s10562-021-03731-4
• 作为产物：
  描述：

  2-(4-溴苯基)噻吩 、 硼酸三甲酯 在 magnesium 、 硫酸 作用下， 以 乙醚 为溶剂， 以45%的产率得到4-(2-噻酚基)苯基硼酸
  参考文献：
  名称：

  噻吩/亚苯基共聚体的合成。III †。噻吩基封端的亚苯基

  摘要：

  作者报告了通过改进的合成方案合成噻吩基封端的低聚亚苯基。这些方案基于格利雅（Grignard）或铃木（Suzuki）偶联反应，使作者能够以相当高的收率获得目标化合物。关于这些化合物中的几种，据信首次报道了它们的合成和表征。所得材料已通过核磁共振和红外光谱进行了充分表征。ir分析对于表征较高分子量的材料特别有用，因为这些材料很难溶解在有机溶剂中。

  DOI：

  10.1002/jhet.5570380417

文献信息

• NOVEL SUBSTITUTED PICOLINIC ACIDS, SALTS AND ACID DERIVATIVES THEREOF, AND USE THEREOF AS HERBICIDES
  申请人：AHRENS Hartmut

  公开号：US20120157314A1

  公开（公告）日：2012-06-21

  The present invention relates to novel, herbicidally active picolinic acid derivatives of the formula (I) and to processes for preparation thereof. The present invention further provides for the use thereof as a herbicide, especially as a herbicide for selective control of weed plants in useful plant crops, and as a plant growth regulator alone or in combination with safeners and/or in a mixture with other herbicides.

  本发明涉及一种新型除草活性的吡啶甲酸衍生物（I）及其制备方法。本发明还提供了将其用作除草剂的用途，特别是用作选择性控制有用植物作物中杂草植物的除草剂，以及作为植物生长调节剂，单独或与安全剂和/或混合其他除草剂使用。
• [18F]Difluorocarbene for positron emission tomography
  作者：Jeroen B. I. Sap、Claudio F. Meyer、Joseph Ford、Natan J. W. Straathof、Alexander B. Dürr、Mariah J. Lelos、Stephen J. Paisey、Tim A. Mollner、Sandrine M. Hell、Andrés A. Trabanco、Christophe Genicot、Christopher W. am Ende、Robert S. Paton、Matthew Tredwell、Véronique Gouverneur

  DOI：10.1038/s41586-022-04669-2

  日期：2022.6.2

  total-body Positron Emission Tomography (PET) has vastly broadened the range of research and clinical applications of this powerful molecular imaging technology1. Such possibilities have accelerated progress in 18F-radiochemistry with numerous methods available to 18F-label (hetero)arenes and alkanes2. However, access to 18F-difluoromethylated molecules in high molar activity (Am) is largely an unsolved problem

  全身正电子发射断层扫描 (PET) 的出现极大地拓宽了这种强大的分子成像技术的研究和临床应用范围1 。这种可能性加速了18 F-放射化学的进展，有多种方法可用于18 F-标记（杂）芳烃和烷烃2 。然而，尽管二氟甲基对于药物发现来说是不可或缺的，但获得高摩尔活性 (A m ) 的18 F-二氟甲基化分子很大程度上是一个未解决的问题3 。我们在此报告了一种通用解决方案，通过使用能够进行多种18 F-二氟甲基化过程的[ 18 F]二氟卡宾试剂将卡宾化学引入核成像领域。与数十种已知的二氟卡宾试剂相比，这种18 F 试剂经过精心设计，具有易于使用、高摩尔活性和多功能性。 Am的问题通过检查二氟碳烯前体电子变化时同位素稀释的可能性来解决。多种基于 [ 18 F]二氟卡宾的反应（包括 O-H、S-H 和 N-H 插入）以及利用普遍存在的官能团（如（硫代）酚、 N-杂芳烃和易于安装的芳基硼酸。通过高度复杂
• Tunable Synthesis of Monofluoroalkenes and <i>Gem‐</i>Difluoroalkenes via Solvent‐Controlled Rhodium‐Catalyzed Arylation of 1‐Bromo‐2,2‐difluoroethylene
  作者：Wen‐Yan Xu、Zhe‐Yuan Xu、Ze‐Kuan Zhang、Tian‐Jun Gong、Yao Fu

  DOI：10.1002/anie.202310125

  日期：2023.10.2

  We report a solvent-controlled rhodium-catalyzed tunable arylation of 1-bromo-2,2-difluoroethylene, which allows the synthesis of monofluoroalkenes and gem-difluoroalkenes from readily available feedstocks. This study provides a useful strategy for the divergent synthesis of fluorine-containing scaffolds and sheds light on the importance of solvent selection in catalytic reactions.

  我们报告了一种溶剂控制的铑催化的1-溴-2,2-二氟乙烯的可调谐芳基化，它允许从容易获得的原料合成单氟烯烃和偕二氟烯烃。这项研究为含氟支架的发散合成提供了一种有用的策略，并阐明了催化反应中溶剂选择的重要性。
• K2CO3-Mediated (3+3-1) Annulation of 1,3-Acetonedicarboxylates with 2-Fluoro-1-nitroarenes: Synthesis of Indoles
  作者：Meng-Yang Chang、Chin-Huey Ho、Hsing-Yin Chen

  DOI：10.1039/d4ob00488d

  日期：——

  one-pot reaction of 1,3-acetonedicarboxylates with 2 equiv. of substituted 2-fluoro-1-nitrobenzenes has been developed to synthesize various 2,3-dicarboxylate indoles via a tandem annulation pathway. In the effective reaction, one carbon–carbon double bond, one carbon–carbon single bond and one carbon–nitrogen single bond are formed under open-vessel conditions. DFT calculations are used to rationalize

  K 2 CO 3介导的1,3-丙酮二羧酸酯与2当量的一锅反应。取代的 2-氟-1-硝基苯已被开发用于通过串联环化途径合成各种 2,3-二羧酸吲哚。在有效反应中，在开容器条件下形成1个碳-碳双键、1个碳-碳单键和1个碳-氮单键。 DFT 计算用于合理化合理的机制。
• Javelin-, Hockey Stick-, and Boomerang-Shaped Liquid Crystals. Structural Variations on <i>p</i>-Quinquephenyl
  作者：Theo J. Dingemans、N. Sanjeeva Murthy、Edward T. Samulski

  DOI：10.1021/jp010869j

  日期：2001.9.1

  The ramifications of changing molecular geometry in a series of all-aromatic liquid crystals derived from p-quinquephenyl are reported. Substituting heterocyclic rings such as thiophene, oxadiazole, oxazole, or 1,3-phenylene into the p-quinquephenylene core affects molecular shape changes via the substituent's exocyclic bond angle. In general, we found that introducing nonlinearity into molecules depresses the melting transition temperature. The symmetric (boomerang-shaped) molecules, 2,5-bisbiphenyl-4-yl-1,3,4-oxadiazole, 2,5-bisbiphenyl-4-yl-oxazole, and 1,3-bisbiphenyl-4-yl-benzene, melt into isotropic phases showing small monotropic mesophases. By contrast, the asymmetric (hockey stick-shaped) mesogens, 2-terphenyl-4-yl-5-phenyl thiophene and 2-terphenyl-4-yl-5-phenyl-1,3,4-oxadiazole, exhibit more stable enantiotropic liquid crystalline phases. The hockey stick-shaped mesogens exhibit a smectic phase as well as a nematic phase. High-temperature X-ray determination of the smectic layer spacing gives an unambiguous picture of interdigitated, bilayerlike supramolecular architecture in the smectic phase. There are associated changes in the mesogen's electrostatic profile when a heterocycle is introduced into the quinquiphenylene framework (e.g., conjugation is perturbed). Our findings suggest that steric packing considerations dominate the phase preferences (nematic versus smectic phases), However, electronic considerations (conjugation) appear to control the range of mesomorphism in this new family of nonlinear liquid crystals.