4-甲酰基-2-甲氧基苯基硼酸 | 1028479-47-1

• 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 - 苯和取代衍生物
• 中文名称: 4-甲酰基-2-甲氧基苯基硼酸
• 中文别名: (4-甲酰基-2-甲氧基苯基)硼酸
• 英文名称: (4-formyl-2-methoxyphenyl)boronic acid
• CAS: 1028479-47-1
• 化学式: C₈H₉BO₄
• 分子量: 179.968
• InChiKey: PQECZCKVUFXDGP-UHFFFAOYSA-N

物化性质

• 熔点：
  152-155 °C
• 沸点：
  400.7±55.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.81
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2931900090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  温度：2-8°C，保持在惰性气体氛围中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Formyl-2-methoxyphenylboronic 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-Formyl-2-methoxyphenylboronic acid
CAS number: 1028479-47-1

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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.
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: 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-甲酰基-2-甲氧基苯基硼酸 在 tetrabutylammonium tetrafluoroborate 、 氧气 、 N,N-二甲基乙二胺 作用下， 以 乙腈 为溶剂， 以70 %的产率得到香草醛
  参考文献：
  名称：

  无金属条件下芳基硼酸脱硼羟基化的电化学方法

  摘要：

  各种芳基硼的电化学脱硼羟基化已被很好地建立以在无金属条件下合成酚，其应用在药物合成和克级制备中得到突出。该协议具有简单的反应体系、良好的官能团耐受性和生态友好的反应条件。

  DOI：

  10.1002/asia.202200780
• 作为产物：
  描述：

  4-碘-3-甲氧基苯甲醛 在 正丁基锂 、 tetra-N-butylammonium tribromide 、 原甲酸三乙酯 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 15.5h， 生成 4-甲酰基-2-甲氧基苯基硼酸
  参考文献：
  名称：

  由 Perrottetin E 衍生的大环双（联苄基）化合物的合成

  摘要：

  大环双（联苄）化合物是来自苔类植物的天然产物，由于最近关于新的分离化合物及其显着生物活性的报道，人们越来越感兴趣。我们在此报告了对源自 perrottetin E 的 riccardin 和 plagiochin 类型的九种双（联苄基）化合物的总集合的灵活和通用方法。 通过光谱数据确认了结构，并与分离产品的数据进行了仔细比较排除芳烃连接和替代模式中的任何错误。

  DOI：

  10.1002/ejoc.201001023

文献信息

• [EN] 4-AMINO-6-ARYL[2,3-D]PYRIMIDINES FOR THE INHIBITION OF EGFR TYROSINE KINASE<br/>[FR] 4-AMINO-6-ARYL[2,3-D]PYRIMIDINES POUR L'INHIBITION DE LA TYROSINE KINASE AU NIVEAU DE L'EGFR
  申请人：NORWEGIAN UNIV SCI & TECH NTNU

  公开号：WO2015000959A1

  公开（公告）日：2015-01-08

  This invention relates to certain new pyrrolo-, thieno-, and furo-[2,3- d]pyrimidine compounds, such as of general formula (I) These compounds are epidermal growth factor receptor tyrosine kinase inhibitors and therefore offer potential in the treatment of cancer.

  这项发明涉及某些新的吡咯基、噻吩基和呋喃基[2,3-d]嘧啶化合物，如一般式(I)所示。这些化合物是表皮生长因子受体酪氨酸激酶抑制剂，因此在癌症治疗中具有潜力。
• <i>ipso</i>-Hydroxylation of Arylboronic Acids and Boronate Esters by Using Sodium Chlorite as an Oxidant in Water
  作者：Pranjal Gogoi、Pranjal Bezboruah、Junali Gogoi、Romesh C. Boruah

  DOI：10.1002/ejoc.201301228

  日期：2013.11

  A facile and efficient procedure for the ipso-hydroxylation of arylboronic acids to phenols in water was developed. A series of electron-rich and electron-deficient arylboronic acids were smoothly ipso-hydroxylated with this protocol to afford products in excellent yields. Moreover, the protocol is amenable to boronate esters. In most cases, the phenolic products were obtained in pure form without

  开发了一种简便有效的方法，用于芳基硼酸在水中通过羟基化生成苯酚。一系列富含电子和缺电子的芳基硼酸通过该方案顺利进行同位羟基化，从而以优异的产率提供产品。此外，该协议适用于硼酸酯。在大多数情况下，酚类产品以纯形式获得，无需任何色谱纯化。
• INHIBITORS OF THE YAP/TAZ-TEAD INTERACTION AND THEIR USE IN THE TREATMENT OF CANCER
  申请人：Inventiva

  公开号：EP3632908A1

  公开（公告）日：2020-04-08

  The invention relates to compounds of formula (I): wherein R1; R2, R3, R4, R5 and are as defined in the description. The compounds of formula (I) are inhibitors of the YAP/TAZ-TEAD interaction and thus useful in the treatment of cancer.

  该发明涉及以下化合物的公式(I)：其中R1; R2, R3, R4, R5和如描述中定义的。公式(I)的化合物是YAP/TAZ-TEAD相互作用的抑制剂，因此在癌症治疗中有用。
• One-Pot Generation of Lithium (Lithiophenyl)trialkoxyborates from Substituted Dihalobenzenes (Hal = Br, I) and Their Derivatization with Electrophiles
  作者：Paweł Kurach、Sergiusz Luliński、Janusz Serwatowski

  DOI：10.1002/ejoc.200800245

  日期：2008.6

  (halophenyl)trialkoxyborates were then subjected to halogen–lithium exchange in situ with a second equivalent of nBuLi to give dianionic lithium (lithiophenyl)trialkoxyborates. Treatment with selected electrophiles afforded substituted arylboronic acids and/or their pinacol esters as final products in moderate-to-good yields.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  从 1,3- 和 1,4- 二碘苯以及几种活化的二溴苯和溴碘苯开始，已经开发出一种简单的一锅法合成有用的苯环上带有锂的苯基三烷氧基硼酸盐。转化的一般顺序包括使用 nBuLi 进行卤素-锂交换，然后用三烷基硼酸盐进行硼化。然后将所得（卤代苯基）三烷氧基硼酸锂与第二当量的 nBuLi 进行卤素-锂原位交换，得到双离子（硫代苯基）三烷氧基硼酸锂。用选定的亲电子试剂处理，以中等至良好的产率提供取代的芳基硼酸和/或其频哪醇酯作为最终产品。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008）
• Ionic liquid/boronic acid system enabled deuteration with D2O
  作者：Bin Liu、Guanyu Wang、Zhenhao Xu、Menglin Wang、Yangleiyu Nie、Zhibin Luo

  DOI：10.1016/j.tetlet.2022.153968

  日期：2022.7

  The development of transition-metal free systems for multi-sites deuteration is important for the preparation of deuterium-labeled drugs and intermediates. We reported that ionic liquid [bmim]PF6 was able to promote highly efficient deuterodeborylation of boronic acids with D2O. The ionic liquid/boronic acid system was successfully applied to the selective H/D exchange at various sp2/sp3 CH positions

  开发用于多位点氘化的无过渡金属系统对于氘标记药物和中间体的制备具有重要意义。我们报道了离子液体[bmim]PF 6能够促进硼酸与D 2 O 的高效氘去硼酸化反应。离子液体/硼酸体系成功地应用于不同sp 2 /sp 3 C条件下的选择性H/D 交换。 H 职位。此外，观察到离子液体中含氮杂芳烃的异常亲核行为。