(4-乙酰氧基甲基)苯基硼酸 | 326496-51-9

• 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-乙酰氧基甲基)苯基硼酸
• 中文别名: 4-(乙酰氧基甲基)苯硼酸；4-乙酰氧基甲基苯硼酸
• 英文名称: (4-(acetoxymethyl)phenyl)boronic acid
• 英文别名: [4-(acetyloxymethyl)phenyl]boronic acid
• CAS: 326496-51-9
• 化学式: C₉H₁₁BO₄
• mdl: MFCD08235082
• 分子量: 193.995
• InChiKey: FPQABEOUQSYDPY-UHFFFAOYSA-N

物化性质

• 熔点：
  81-83
• 沸点：
  341.0±44.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.23
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2931900090
• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P362,P403+P233,P501
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
(4-Acetoxymethyl)phenylboronic acid
Product Name:
Synonyms:

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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
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-Acetoxymethyl)phenylboronic acid
Ingredient name:
CAS number: 326496-51-9

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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: C9H11BO4
Molecular weight: 194.0

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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-乙酰氧基甲基)苯基硼酸 在 吡啶 、 氯化亚砜 、 水 、 copper(II) acetate monohydrate 、 三乙胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 4.0h， 生成 1-(4-(chloromethyl)phenyl)-5-methyl-1H-pyrazole-3-carbonitrile
  参考文献：
  名称：

  WO2020132269A5

  摘要：

  公开号：

  WO2020132269A5
• 作为产物：
  描述：

  (4-(((四氢-2H-吡喃-2-基)氧基)甲基)苯基)硼酸 在 吡啶 、 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 (4-乙酰氧基甲基)苯基硼酸
  参考文献：
  名称：

  Zinc Borates: Functionalized Hard Nucleophiles for Coupling Reactions with Secondary Allylic Acetates

  摘要：

  DOI：

  10.1002/1099-0690(200012)2000:23<3825::aid-ejoc3825>3.3.co;2-7

文献信息

• Facilitating Rh-Catalyzed C–H Alkylation of (Hetero)arenes and 6-Arylpurine Nucleosides (Nucleotides) with Electrochemistry
  作者：Qi-Liang Yang、Ying Liu、Lei Liang、Zhi-Hao Li、Gui-Rong Qu、Hai-Ming Guo

  DOI：10.1021/acs.joc.2c00391

  日期：2022.5.6

  An electrochemical approach to promote the ortho-C–H alkylation of (hetero)arenes via rhodium catalysis under mild conditions is described. This approach features mild conditions with high levels of regio- and monoselectivity that tolerate a variety of aromatic and heteroaromatic groups and offers a widely applicable method for late-stage diversification of complex molecular architectures including

  描述了一种在温和条件下通过铑催化促进（杂）芳烃的邻-C-H 烷基化的电化学方法。这种方法具有温和的条件，具有高水平的区域选择性和单选择性，可耐受各种芳香族和杂芳香族基团，并为复杂分子结构的后期多样化提供了一种广泛适用的方法，包括色氨酸、雌酮、地西泮、核苷和核苷酸。烷基硼酸和酯以及烷基三氟硼酸盐被证明是合适的偶联配对物。关键铑中间体的分离和机理研究为铑（III/IV 或 V）方案提供了强有力的支持。
• Nanoscale Borromeates
  作者：Kelly S. Chichak、Andrea J. Peters、Stuart J. Cantrill、J. Fraser Stoddart

  DOI：10.1021/jo050969b

  日期：2005.9.1

  cyclic [2 + 2] tetraimine in the presence of Zn(II) ions as templates in 2-propanol at 70 °C. The successful preparation of the two derivatives by convergent template-directed syntheses opens up opportunities to self-assemble, under equilibrium control, numerous nanoscale metallo-organic particles with potentially useful properties.

  除了母体的锌（II）硼烷环（BR）配合物以外，还以较高的收率实现了具有4-乙酰氧基甲基苯基或4-甲基硫代苯基取代基又与所有六个吡啶基环相关联的两个六取代的BR配合物的制备和表征。通过吸引预先形成的无环配体中的伯氨基与2，6-二甲酰基吡啶之间反应的动态特征。两分子无环配体与两分子2，6-二甲酰基吡啶反应，形成环[2 + 2]四亚胺，在Zn（II）离子的存在下于70°C在2-丙醇中作为模板。通过收敛模板定向合成成功制备两种衍生物，为平衡控制下的自组装打开了机遇，
• Visible-Light-Induced Highly Site-Selective Direct C–H Phosphorylation of Pyrrolo[2,3-<i>d</i>]pyrimidine Derivatives with H-Phosphine Oxides
  作者：Zhuo Zhang、Mingrui Liu、Min Liu、Chenhong Pan、Zhengtong Mao、Xingxian Zhang

  DOI：10.1021/acs.joc.3c02416

  日期：2024.3.1

  An efficient and highly regioselective C6-phosphorylation protocol for pyrrolo[2,3-d]pyrimidine (7-DAP) derivatives with various H-phosphine oxides induced by visible light at room temperature is described for the first time. This protocol has been successfully achieved by the combination of Na2-eosin Y as a photocatalyst and LPO as an oxidant under transition metal- and additive-free conditions. The

  首次描述了在室温下可见光诱导的吡咯并[2,3- d ]嘧啶(7-DAP)衍生物与各种H-氧化膦的高效且高度区域选择性的C6-磷酸化方案。在无过渡金属和添加剂的条件下，通过组合Na 2 -eosin Y作为光催化剂和LPO作为氧化剂，成功地实现了该协议。广泛的底物范围、良好的官能团耐受性、优异的区域选择性和耐空气条件使得该过程有利于吡咯并[2,3- d ]嘧啶支架的功能修饰，并富集磷酸化的7-DAP化合物用于进一步的生物学评价。
• [EN] 1,2,4-TRIAZOLINONE CB1 INHIBITORS<br/>[FR] INHIBITEURS DE 1,2,4-TRIAZOLINONE CB1
  申请人：GOLDFINCH BIO INC

  公开号：WO2021178271A8

  公开（公告）日：2021-10-21
• <i>N</i>-Substituted Hydroxylamines as Synthetically Versatile Amino Sources in the Iridium-Catalyzed Mild C–H Amidation Reaction
  作者：Pitambar Patel、Sukbok Chang

  DOI：10.1021/ol501338h

  日期：2014.6.20

  N-Substituted hydroxylamines such as aroyloxy- or acyloxycarbamates were successfully employed as synthetically versatile amino precursors in the iridium-catalyzed direct C-H amidation of arenes. The reaction proceeds smoothly at room temperature over a broad range of substrates with high functional group tolerance to afford N-substituted arylamine products.