6-叔丁基二甲基硅氧基-2-萘硼酸 | 179942-45-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 6-叔丁基二甲基硅氧基-2-萘硼酸
• 中文别名: 6-(叔丁基二甲基硅氧烷)萘-2-硼酸；2-(叔丁基二甲基硅氧基)萘-6-硼酸；2-叔丁基二甲基甲硅烷基氧基萘-6-硼酸
• 英文名称: (6-((tert-butyldimethylsilyl)oxy)naphthalen-2-yl)boronic acid
• 英文别名: (6-((tert-butyldimetylsilyl)oxy)naphthalen-2-yl)boronic acid；2-(tert-butyldimethylsilyloxy)naphthalene-6-boronic acid；6-(tert-butyl)dimethylsilyloxy-2-naphthaleneboronic acid；6-(tert-butyldimethylsilyloxy)naphthalen-2-boronic acid；tert-butyl[2-(6-naphthylboronic acid)oxy]dimethylsilane；(6-{[tert-butyl(dimethyl)silyl]oxy}naphthalen-2-yl)boronic acid；[6-[tert-butyl(dimethyl)silyl]oxynaphthalen-2-yl]boronic acid
• CAS: 179942-45-1
• 化学式: C₁₆H₂₃BO₃Si
• 分子量: 302.253
• InChiKey: QJXUSWJSQVIBCP-UHFFFAOYSA-N

物化性质

• 熔点：
  244-248 °C
• 沸点：
  414.0±37.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2931900090
• 安全说明：
  S26
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  存储于室温且处于惰性气体环境中

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 6-t-Butyldimethylsilyloxy-2-naphthaleneboronic acid
Synonyms: 6-t-Butyldimethysilyloxynaphthalene-2-boronic acid; 6-TBDMSO-2-naphthaleneboronic acid

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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
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

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Section 3. Composition/information on ingredients.
Ingredient name: 6-t-Butyldimethylsilyloxy-2-naphthaleneboronic acid
CAS number: 179942-45-1

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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.
Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
Eye contact:
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.
Storage: Store in closed vessels, refrigerated.

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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
No data
Boiling point:
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C16H23BO3Si
Molecular weight: 302.2

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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

制备方法与用途

用途：可能含有一定量的酸酐。

反应信息

• 作为反应物：
  描述：

  6-叔丁基二甲基硅氧基-2-萘硼酸 在 四(三苯基膦)钯 盐酸 、 四丁基氟化铵 、 水 、 sodium methylate 、 sodium carbonate 、 potassium carbonate 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 10.17h， 生成 4-(6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)naphthalen-2-yl)-N-methylbenzenamine
  参考文献：
  名称：

  WO2008/124812

  摘要：

  公开号：
• 作为产物：
  描述：

  6-溴-2-萘酚 在 咪唑 、 盐酸 、 正丁基锂 、 水 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.16h， 生成 6-叔丁基二甲基硅氧基-2-萘硼酸
  参考文献：
  名称：

  WO2008/124812

  摘要：

  公开号：

文献信息

• Carboxylation of Aryl Triflates with CO₂ Merging Palladium and Visible-Light-Photoredox Catalysts
  作者：Samir Kumar Bhunia、Pritha Das、Shantanu Nandi、Ranjan Jana

  DOI：10.1021/acs.orglett.9b01532

  日期：2019.6.21

  visible-light-promoted, highly practical carboxylation of readily accessible aryl triflates at ambient temperature and a balloon pressure of CO2 by the combined use of palladium and photoredox Ir(III) catalysts. Strikingly, the stoichiometric metallic reductant is replaced by a nonmetallic amine reductant providing an environmentally benign carboxylation process. In addition, one-pot synthesis of a carboxylic

  我们在此报告了在环境温度和CO 2的球囊压力下，易于获得的芳基三氟甲磺酸酯在可见光促进下的高度实用的羧化反应钯和光氧化还原Ir（III）催化剂的组合使用。令人惊讶的是，化学计量的金属还原剂被非金属的胺还原剂所替代，从而提供了对环境无害的羧化过程。另外，通过后期羧化反应已经完成了直接从苯酚的一锅法合成羧酸和雌酮的修饰以及药用药物阿达帕林和贝沙罗汀的简明合成。此外，已经在H型密闭容器中证明了平行的脱羧-羧化反应，这对战略领域是一个有趣的概念。光谱和光谱电化学研究表明，电子从Ir（III）/ DIPEA组合中转移，生成了芳基羧酸盐和Pd（0）用于催化转换。
• Room Temperature Aryl Trifluoromethylation via Copper-Mediated Oxidative Cross-Coupling
  作者：Todd D. Senecal、Andrew T. Parsons、Stephen L. Buchwald

  DOI：10.1021/jo1023377

  日期：2011.2.18

  A method for the room temperature copper-mediated trifluoromethylation of aryl and heteroaryl boronic acids has been developed. This protocol is amenable to normal benchtop setup and reactions typically require only 1−4 h. Proceeding under mild conditions, the method tolerates a range of functional groups, allowing access to a variety of trifluoromethylarenes.

  已开发出一种用于室温铜介导的芳基和杂芳基硼酸三氟甲基化的方法。该协议适用于正常的台式设置，反应通常只需要 1-4 小时。该方法在温和条件下进行，可耐受一系列官能团，从而可以使用各种三氟甲基芳烃。
• Auxiliary donors for phenothiazine sensitizers for dye-sensitized solar cells – how important are they really?
  作者：Audun Formo Buene、Eline Ekornhol Ose、Ane Garborg Zakariassen、Anders Hagfeldt、Bård Helge Hoff

  DOI：10.1039/c9ta00472f

  日期：——

  A comprehensive study into auxiliary donors for phenothiazine sensitizers in DSSCs and a critical look at a remarkably efficient literature dye.

  对 DSSC 中吩噻嗪敏化剂的辅助供体进行了全面研究，并对一种非常高效的文献染料进行了深入探讨。
• [EN] HEPATITIS C VIRUS INHIBITORS<br/>[FR] INHIBITEURS DU VIRUS DE L’HÉPATITE C
  申请人：PFIZER LTD

  公开号：WO2011004276A1

  公开（公告）日：2011-01-13

  The present invention relates to compounds of the formula (I) and pharmaceutically acceptable salts thereof, to compositions containing such compounds and to the use of such compounds as inhibitors of HCV replication.

  本发明涉及式(I)的化合物及其药用盐，含有这种化合物的组合物，以及将这种化合物用作HCV复制抑制剂。
• PHEN-NAPHTHALENE AND PHEN-QUINOLINE DERIVATIVES AND THEIR USE FOR BINDING AND IMAGING AMYLOID PLAQUES
  申请人：Kung Hank F.

  公开号：US20100215579A1

  公开（公告）日：2010-08-26

  This invention relates to methods of imaging amyloid deposits, radiolabeled compounds, and methods of making radiolabeled compounds useful in imaging amyloid deposits. This invention also relates to compounds and methods of making compounds for inhibiting the aggregation of amyloid proteins to form amyloid deposits and methods of delivering therapeutic agents to amyloid deposits.

  本发明涉及成像淀粉样沉积物的方法、放射性标记化合物以及用于成像淀粉样沉积物的放射性标记化合物的制备方法。本发明还涉及化合物和制备化合物的方法，用于抑制淀粉样蛋白聚集形成淀粉样沉积物以及将治疗剂传递到淀粉样沉积物中的方法。