4-乙酰氧基苯基硼酸 | 177490-82-3

• 物质功能分类: 化学试剂 - 有机试剂 - 硼酸
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: 4-乙酰氧基苯基硼酸
• 中文别名: 4-乙酸基苯硼酸；4-乙酰氧基苯硼酸
• 英文名称: 4-acetoxyphenylboronic acid
• 英文别名: 4-acetoxyphenylboroxine；4-methoxyphenylboronic acid；(4-acetyloxyphenyl)boronic acid
• CAS: 177490-82-3
• 化学式: C₈H₉BO₄
• mdl: MFCD09027198
• 分子量: 179.968
• InChiKey: VILXJXDXZGKJLU-UHFFFAOYSA-N

物化性质

• 熔点：
  220-224℃
• 沸点：
  339.9±44.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.14
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• TSCA：
  No
• 海关编码：
  2931900090
• 危险品标志：
  Irritant
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温且干燥环境中保存。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
4-Acetoxyphenylboronic acid
Product Name:
Synonyms: 4-Acetyloxyphenylboronic acid

---

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.
4-Acetoxyphenylboronic acid
Ingredient name:
CAS number: 177490-82-3

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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, 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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C8H9BO4
Molecular weight: 180.0

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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：

  4-乙酰氧基苯基硼酸 在 N-氯代丁二酰亚胺 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以93%的产率得到乙酸-4-氯苯酯
  参考文献：
  名称：

  高效多相铜催化芳基硼酸的氯脱硼，生成氯代芳烃

  摘要：

  的芳基硼酸与廉价的A高效多相铜催化chlorodeboronation Ñ氯琥珀酰亚胺（NCS）中的溶液在MeCN中的10％（摩尔）的存在下实现的大号脯氨酸官能MCM-41固定化铜（我）络合物[MCM-41 -大号-脯氨酸-CuCl]在温和的条件下，以优异的收率产生各种芳基氯化物。事实证明，该方法可耐受各种官能团，并且特别适用于将缺电子的芳基硼酸转化为芳基氯化物，这种转化在没有铜催化的情况下效率低下。可以通过简单过滤反应溶液来回收这种多相铜催化剂，并循环至少10次而不会降低活性。

  DOI：

  10.1039/c6ra25666j
• 作为产物：
  描述：

  4-羟基苯硼酸 、 乙酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 8.0h， 生成 4-乙酰氧基苯基硼酸
  参考文献：
  名称：

  Small molecule thienopyrimidine-based protein tyrosine kinase inhibitors

  摘要：

  各种噻吩并嘧啶类衍生物能够选择性地抑制Src家族的酪氨酸激酶。这些化合物在治疗包括过度增殖性疾病、血液病、骨质疏松症、神经性疾病、自身免疫病、过敏/免疫性疾病或病毒感染等多种疾病中是有用的。

  公开号：

  US20060004002A1

文献信息

• Microwave-Assisted Suzuki Coupling Reactions with an Encapsulated Palladium Catalyst for Batch and Continuous-Flow Transformations
  作者：Ian R. Baxendale、Charlotte M. Griffiths-Jones、Steven V. Ley、Geoffrey K. Tranmer

  DOI：10.1002/chem.200501400

  日期：2006.5.24

  This article describes the design, optimisation and development of a Suzuki cross-coupling protocol mediated by an efficient palladium-encapsulated catalyst (Pd EnCat) under microwave irradiation. The methodology has been used in both batch mode for classical library preparation and in continuous-flow applications furnishing multigram quantities of material. Described is a method that uses direct focused

  本文介绍了在微波辐射下由高效钯封装的催化剂（Pd EnCat）介导的Suzuki交叉偶联方案的设计，优化和开发。该方法已在批处理模式下用于经典文库制备，并已在连续流应用中使用，以提供数克的材料。描述了一种在施加外部冷却源的同时使用直接聚焦微波加热的方法。这使得可以在整个反应期间保持低于正常的总体温度，从而导致反应产物的总产率和纯度的显着提高。关于固定催化剂体系的延长寿命和增强的反应性，讨论了该新颖的加热方案的其他方面。
• Metal- and Base-Free Room-Temperature Amination of Organoboronic Acids with <i>N</i> -Alkyl Hydroxylamines
  作者：Hong-Bao Sun、Liang Gong、Yu-Biao Tian、Jin-Gui Wu、Xia Zhang、Jie Liu、Zhengyan Fu、Dawen Niu

  DOI：10.1002/anie.201802782

  日期：2018.7.20

  N‐alkyl hydroxylamines are effective reagents for the amination of organoboronic acids in the presence of trichloroacetonitrile. This amination reaction proceeds rapidly at room temperature and in the absence of added metal or base, it tolerates a remarkable range of functional groups, and it can be used in the late‐stage assembly of two complex units.

  我们发现，现成的N烷基羟胺是在三氯乙腈存在下胺化有机硼酸的有效试剂。该胺化反应在室温下快速进行，在不添加金属或碱的情况下，它可以耐受各种官能团，可用于两个复杂单元的后期组装。
• Construction of Di(hetero)arylmethanes Through Pd-Catalyzed Direct Dehydroxylative Cross-Coupling of Benzylic Alcohols and Aryl Boronic Acids Mediated by Sulfuryl Fluoride (SO₂ F₂ )
  作者：Chuang Zhao、Gao-Feng Zha、Wan-Yin Fang、K. P. Rakesh、Hua-Li Qin

  DOI：10.1002/ejoc.201801888

  日期：2019.2.28

  A practical Pd‐catalyzed direct dehydroxylative coupling of (hetero)benzylic alcohols with (hetero)arylboronic acids for the constructions of di(hetero)arylmethane derivatives under SO2F2 was described. This new method provided a strategically distinct approach to di(hetero)arylmethane derivatives from readily available and abundant benzylic alcohols under mild condition.

  描述了一种实用的Pd催化的（杂）苄醇与（杂）芳基硼酸的直接脱羟基偶联，用于在SO 2 F 2下构造二（杂）芳基甲烷衍生物。这种新方法在温和的条件下提供了一种战略上独特的方法，用于从易得的和丰富的苄醇中制取二（杂）芳基甲烷衍生物。
• Convergent Synthesis of Fluoroalkenes Using a Dual-Reactive Unit
  作者：Motoyuki Isoda、Yuta Uetake、Tadashi Takimoto、Junpei Tsuda、Takamitsu Hosoya、Takashi Niwa

  DOI：10.1021/acs.joc.0c02474

  日期：2021.1.15

  isostere of amide compounds. To expedite the synthesis of diverse fluoroalkenes, we have developed a dual-reactive C2-unit, (Z)-1-boryl-1-fluoro-2-tosyloxyethene, containing nucleophilic and electrophilic moieties. Consecutive palladium-catalyzed cross-coupling reactions of this unit with aryl bromides and aryl boronic acids allow for the convergent synthesis of diverse trans-1,2-diaryl-substituted fluoroethenes

  氟代烯烃已显示出作为酰胺化合物代谢稳定的等排体的重要性。为了加快各种氟代烯烃的合成，我们开发了一种双反应性C2-单元（Z）-1-硼基-1-氟-2-甲苯磺酰氧基乙烯，其中含有亲核和亲电部分。该单元与芳基溴化物和芳基硼​​酸的连续钯催化的交叉偶联反应允许以化学选择性和立体保持方式聚合合成各种反式-1,2-二芳基取代的氟乙烯。
• [EN] TRIOXOLANE AGENTS<br/>[FR] AGENTS TRIOXOLANE
  申请人：UNIV CALIFORNIA

  公开号：WO2019005977A1

  公开（公告）日：2019-01-03

  Disclosed herein, inter alia, are trioxolane compounds and methods of using the same for treatment and detection of diseases.

  本文披露了三氧杂环戊烷化合物及其在治疗和检测疾病中的应用方法。