4-(甲氧基羰基)-2-甲基苯硼酸 | 158429-38-0

• 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-(甲氧基羰基)-2-甲基苯硼酸
• 英文名称: (4-(methoxycarbonyl)-2-methylphenyl)boronic acid
• 英文别名: (4-methoxycarbonyl-2-methylphenyl)boronic acid
• CAS: 158429-38-0
• 化学式: C₉H₁₁BO₄
• mdl: MFCD16036117
• 分子量: 193.995
• InChiKey: MOBGLFACQCDFEQ-UHFFFAOYSA-N

物化性质

• 沸点：
  366.7±52.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.25
• 重原子数：
  14
• 可旋转键数：
  3
• 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

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(Methoxycarbonyl)-2-methylphenylboronic 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-(Methoxycarbonyl)-2-methylphenylboronic acid
CAS number: 158429-38-0

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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.
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: 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-(甲氧基羰基)-2-甲基苯硼酸 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 、 甲苯 为溶剂， 反应 36.0h， 生成 3-Bromomethyl-4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzoic acid methyl ester
  参考文献：
  名称：

  模块化固相合成方法可优化寡硼酸受体和传感器的结构和电子性能，以进行寡糖的水相识别。

  摘要：

  本文介绍了第一种完全模块化，平行固相合成方法的设计和优化，该方法用于生成定义明确的多胺寡硼酸受体和复杂寡糖的荧光传感器。合成方法允许有效构建受体多胺主链，然后控制胺苄基侧链的多样化。这种方法能够以模块化的方式测试被无阻碍的对位吸电子基团或供电子基团取代的不同芳基硼酸单元的作用。还通过使用Irori MiniKan技术组装受体子库，研究了这种自动合成方法的可行性。合成了包含两个或三个芳基硼酸的蒽封端的传感器的几个子库，并在中性水性介质中检查了它们与一系列模型二糖的结合。通过荧光滴定法对缔合常数的计算证实，聚胺主链中胺间间隔基结构的细微变化可对所得配合物的稳定性产生重大影响。最重要的是，这项研究导致确定了芳基硼酸酯单元的首选电子特性，并暗示了新一代的含有非常贫电子的芳基硼酸的受体可能会导致结合亲和力的显着改善。通过荧光滴定法对缔合常数的计算证实，聚胺主链中胺间间隔基结构的细微变化可对所得配合物

  DOI：

  10.1002/chem.200305400
• 作为产物：
  描述：

  3-甲基-4-溴苯甲酸 在 盐酸 、 正丁基锂 、 硫酸 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 22.5h， 生成 4-(甲氧基羰基)-2-甲基苯硼酸
  参考文献：
  名称：

  模块化固相合成方法可优化寡硼酸受体和传感器的结构和电子性能，以进行寡糖的水相识别。

  摘要：

  本文介绍了第一种完全模块化，平行固相合成方法的设计和优化，该方法用于生成定义明确的多胺寡硼酸受体和复杂寡糖的荧光传感器。合成方法允许有效构建受体多胺主链，然后控制胺苄基侧链的多样化。这种方法能够以模块化的方式测试被无阻碍的对位吸电子基团或供电子基团取代的不同芳基硼酸单元的作用。还通过使用Irori MiniKan技术组装受体子库，研究了这种自动合成方法的可行性。合成了包含两个或三个芳基硼酸的蒽封端的传感器的几个子库，并在中性水性介质中检查了它们与一系列模型二糖的结合。通过荧光滴定法对缔合常数的计算证实，聚胺主链中胺间间隔基结构的细微变化可对所得配合物的稳定性产生重大影响。最重要的是，这项研究导致确定了芳基硼酸酯单元的首选电子特性，并暗示了新一代的含有非常贫电子的芳基硼酸的受体可能会导致结合亲和力的显着改善。通过荧光滴定法对缔合常数的计算证实，聚胺主链中胺间间隔基结构的细微变化可对所得配合物

  DOI：

  10.1002/chem.200305400

文献信息

• Scope of regioselective Suzuki reactions in the synthesis of arylpyridines and benzylpyridines and subsequent intramolecular cyclizations to azafluorenes and azafluorenones
  作者：Joydev K. Laha、Ketul V. Patel、Saima Saima、Surabhi Pandey、Ganesh Solanke、Vanya Vashisht

  DOI：10.1039/c8nj02734j

  日期：——

  current investigation on regioselective Suzuki reactions of 2,3-dihalopyridines and 2-halo-3-halomethylpyridines yielded the unexplored synthesis of arylpyridines and benzylpyridines bearing synthetic handles for further functionalization. Indeed, the scope of intramolecular cyclizations of arylpyridines and benzylpyridines prepared in this study for the synthesis of azafluorenes and azafluorenones has been

  目前对2，3-二卤代吡啶和2-卤代-3-卤代甲基吡啶的区域选择性Suzuki反应的研究产生了未经探索的芳基吡啶和苄基吡啶的合成，其带有用于进一步官能化的合成手柄。实际上，已经研究了在这项研究中制备的用于合成氮杂芴和氮杂芴酮的芳基吡啶和苄基吡啶的分子内环化的范围。
• Aminoalcohol derivatives
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：US20040006143A1

  公开（公告）日：2004-01-08

  The present invention relates to a compound formula [I]: 1 wherein 2 Y is bond, —O—(CH 2 ) n — (in which n is 1, 2, 3 or 4), etc., Z is cyano, tetrazolyl, etc., R 1 is hydrogen, lower alkyl, etc., R 2 is hydrogen or an amino protective group, R 3 is hydrogen or lower alkyl, R 4 is hydrogen or lower alkyl, R 5 and R 8 are each independently hydrogen, halogen, hydroxy, lower alkyl, etc., R 6 is hydrogen, lower alkyl, etc., R 9 is hydrogen or lower alkyl, and i is 1 or 2, or a salt thereof. The compound [I] of the present invention and pharmaceutically acceptable salts thereof are useful for the prophylactic and/or the therapeutic treatment of pollakiurea or urinary incontinence.

  本发明涉及一种化合物公式[I]: 1 其中 2 Y是键，—O—(CH 2 ) n — (其中n是1、2、3或4)，等等， Z是氰基，四唑基，等等， R 1 是氢，低级烷基，等等， R 2 是氢或氨基保护基团， R 3 是氢或低级烷基， R 4 是氢或低级烷基， R 5 和R 8 各自独立是氢，卤素，羟基，低级烷基，等等， R 6 是氢，低级烷基，等等， R 9 是氢或低级烷基，以及 i是1或2， 或其盐。本发明的化合物[I]及其药用可接受的盐对于预防性和/或治疗性治疗尿频或尿失禁是有用的。
• INDOLE DERIVATIVES AS CRAC MODULATORS
  申请人：Alam Muzaffar

  公开号：US20110071150A1

  公开（公告）日：2011-03-24

  Compounds of the formula I: or pharmaceutically acceptable salts thereof, wherein R 1 , R 2 , R 3 and R 4 are as defined herein. Also disclosed are methods of making the compounds and using the compounds for treatment of diseases associated with calcium release-activated calcium channels (CRAC).

  公式I的化合物： 或其药用可接受的盐， 其中R1、R2、R3和R4按本文定义。还公开了制造这些化合物的方法以及使用这些化合物治疗与钙释放激活钙通道（CRAC）相关疾病的用途。
• Chemoselective Borono-Catellani Arylation for Unsymmetrical Biaryls Synthesis
  作者：Peng Wang、Shuqing Chen、Zhiyu Zhou、Hong-Gang Cheng、Qianghui Zhou

  DOI：10.1021/acs.orglett.9b01072

  日期：2019.5.3

  Reported is the borono-Catellani arylation process for unsymmetrical biaryls synthesis, utilizing the readily available pinacol ester of arylboronic acids, aryl bromides, and olefins as the reactants. The distinct reactivity of arylboronic ester and aryl bromides secures the excellent chemoselectivity in the pivotal arylation step. The reaction is enabled by the cooperative catalysis of Pd(OAc)2 and

  报告了不对称联芳基合成的硼碳-卡泰拉尼芳基化方法，该方法利用易得的芳基硼酸，芳基溴化物和烯烃的频哪醇酯作为反应物。芳基硼酸酯和芳基溴化物的独特反应性可确保关键的芳基化步骤具有出色的化学选择性。通过以分子氧作为末端氧化剂的Pd（OAc）2和NBE衍生物N 7的协同催化使反应得以实现。
• Redox-Neutral ortho Functionalization of Aryl Boroxines via Palladium/Norbornene Cooperative Catalysis
  作者：Renhe Li、Feipeng Liu、Guangbin Dong

  DOI：10.1016/j.chempr.2019.02.005

  日期：2019.4

  cooperative catalysis, also known as the Catellani reaction, has become an increasingly useful method for site-selective arene functionalization; however, certain constraints still exist because of its intrinsic mechanistic pathway. Herein, we report a redox-neutral ortho functionalization of aryl boroxines via Pd/NBE catalysis. An electrophile, such as carboxylic acid anhydrides or O-benzoyl hydroxylamines,

  钯/降冰片烯（Pd / NBE）协同催化，也称为Catellani反应，已成为位点选择性芳烃官能化的一种越来越有用的方法。但是，由于其固有的机理途径，仍然存在某些限制。在这里，我们报告通过Pd / NBE催化的芳基硼氧烷的氧化还原中性邻位官能化。亲电子试剂，例如羧酸酐或O-苯甲酰基羟胺，在环硼氧烷邻位偶联，质子作为第二种亲电子试剂引入ipso位置。该反应不需要额外的氧化剂或还原剂，并且避免了化学计量的碱或酸，从而可以耐受各种官能团。特别地，证明了芳基碘和环硼氧烷部分之间的正交化学选择性，其可用于控制反应序列。最后，氘标记研究支持ipso质子化途径。这种独特的机械特性可能会激发新型Pd / NBE催化的转化的发展。