4-(苄氧基羰基)苯硼酸 | 184000-11-1

• 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-(苄氧基羰基)苯硼酸
• 中文别名: 4-苄氧基羰基苯基硼酸；4-苄氧羰基苯硼酸；4-苯甲氧碳酰基苯基硼酸；4-苯甲氧碳酰基苯硼酸
• 英文名称: (4-benzyloxycarbonylphenyl)boronic acid
• 英文别名: 4-Benzyloxycarbonylphenylboronic acid；(4-phenylmethoxycarbonylphenyl)boronic acid
• CAS: 184000-11-1
• 化学式: C₁₄H₁₃BO₄
• mdl: MFCD02179442
• 分子量: 256.066
• InChiKey: UXSDJFGNRVVDFM-UHFFFAOYSA-N

物化性质

• 熔点：
  203-205°C
• 沸点：
  454.9±47.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)
• 稳定性/保质期：

  避氧化物

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2931900090
• 危险类别：
  IRRITANT
• 安全说明：
  S26,S36/37/39
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  保存方法：密闭、阴凉、通风干燥处。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
4-Benzyloxycarbonylphenylboronic acid
Product Name:
Synonyms: Benzyl 4-boronobenzoate

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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-Benzyloxycarbonylphenylboronic acid
Ingredient name:
CAS number: 184000-11-1

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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.

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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: C14H13BO4
Molecular weight: 256.1

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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-(苄氧基羰基)苯硼酸 在 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 0.08h， 以87%的产率得到对羟基苯甲酸苄酯
  参考文献：
  名称：

  在无过渡金属的条件下，通过微波辅助方案对芳基和烷基硼酸进行高效的空气氧化

  摘要：

  分子氧由于其优异的性能而成为最重要的绿色氧化剂。然而，分子氧的有效利用仍然是现代化学中的主要挑战。在此，我们报告了在无过渡金属条件下将硼酸空气氧化为苯酚和醇的快速，绿色和有效的微波辅助方案的开发。在KOH和DMSO的存在下，在微波辅助下可以高收率获得预期的酚和醇，并且在此过程中可以耐受各种官能团。值得注意的是，这种无过渡金属的方法代表了有机合成和绿色化学方面的突破，从而使硼酸氧化羟基化为酚和醇。

  DOI：

  10.1039/c9gc01965k
• 作为产物：
  描述：

  四羟基二硼 、 4-碘苯甲酸苄酯 在 二氯双[二叔丁基-(4-二甲基氨基苯基)膦]钯(II) 、 四甲基醋酸铵 作用下， 以 2-甲基四氢呋喃 、 甲醇 、 水 为溶剂， 反应 12.0h， 生成 4-(苄氧基羰基)苯硼酸
  参考文献：
  名称：

  钯和镍基体系用于芳基（假）卤化物与B2（OH）4的催化硼化反应。

  摘要：

  尽管在金属催化的芳基（假）卤化物的硼化反应方面取得了最新进展，但仍需要开发出可靠的方法来获得可用于进一步官能化的早期和晚期有机硼中间体。尤其是，在广泛的亲电子伙伴中，在温和的反应条件下运行的通用催化系统的开发仍然难以实现。本文中，我们报道了使用四羟基二硼（B 2（OH）4）进行芳基（假）卤化物直接硼化的三种催化体系（两种基于Pd的体系和一种基于Ni的体系）的开发和应用）。对于基于Pd的催化剂体系，我们已经确定了一般的反应条件，该条件允许通过简单的沉淀来螯合卤离子，从而导致催化剂负载量低至0.01 mol％（100 ppm），反应温度低至室温。我们还描述了一种互补的基于Ni的催化剂体系，该体系采用简单的未连接的Ni（II）盐作为对基于Pd的芳基（假）卤化物进行硼化的体系的廉价替代品。在先进的中间体和原料药上，还证明了将所有三个系统外推至一锅串联硼化/ Suzuki-Miyaura交叉偶联。

  DOI：

  10.1021/acs.joc.0c00929

文献信息

• Strongly Chemiluminescent Acridinium Esters under Neutral Conditions: Synthesis, Properties, Determination, and Theoretical Study
  作者：Manabu Nakazono、Yuji Oshikawa、Mizuho Nakamura、Hidehiro Kubota、Shinkoh Nanbu

  DOI：10.1021/acs.joc.6b02748

  日期：2017.3.3

  mechanism was composed of the nucleophilic addition reaction of hydroperoxide anion, dioxetanone ring formation, and nonadiabatic transition due to spin–orbit coupling around the transition state (TS) to the triplet state (T1) following the decomposition pathway. The TS which appeared in the thermal decomposition would be a rate-determining step for all three processes.

  合成了具有苯基和联苯基部分的各种新型a啶鎓酯衍生物，并研究了它们的最佳化学发光条件。发现了几种在中性条件下强烈化学发光的cri啶鎓酯，然后将这些衍生物用于检测过氧化氢和葡萄糖。具有强吸电子基团如氰基，甲氧羰基，和硝基在苯基部分的4-位上的苯基-10-甲基吖啶10λ酯4吖啶-9-羧酸盐三氟甲磺酸显示出强的化学发光强度。的化学发光强度3,4-二氰基苯基-10-甲基10λ 4吖啶-9-羧酸盐三氟甲磺酸较苯基-10-甲基10λ的强约100倍4在pH为7的过氧化氢和葡萄糖的线性校准范围吖啶-9-羧酸盐三氟甲磺酸使用0.05〜10 mM和10-2000μM3,4-（二甲氧基羰基）苯基-10-甲基10λ 4 -acridine- 9-羧酸盐三氟甲磺酸盐分别在pH 7和pH 7.5下。通过密度泛函理论的量子化学计算，评价了proposed啶鎓酯通过二氧杂环丁酮结构的化学发光反应机理。所提出的机理是由氢过氧
• P ^III /P ^V =O Catalyzed Cascade Synthesis of N‐Functionalized Azaheterocycles
  作者：Trevor V. Nykaza、Gen Li、Junyu Yang、Michael R. Luzung、Alexander T. Radosevich

  DOI：10.1002/anie.201914851

  日期：2020.3.9

  the modular synthesis of diverse N-aryl and N-alkyl azaheterocycles (indoles, oxindoles, benzimidazoles, and quinoxalinediones) is reported. The method employs a small-ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane P-oxide) and a hydrosilane reductant to drive the conversion of ortho-functionalized nitroarenes into azaheterocycles through sequential intermolecular reductive C-N

  报道了一种有机催化方法，用于模块化合成各种N-芳基和N-烷基氮杂杂环（吲哚，羟吲哚，苯并咪唑和喹喔啉二酮）。该方法采用小环有机磷基催化剂（1,2,2,3,4,4-六甲基膦烷P-氧化物）和氢化硅烷还原剂通过顺序的分子间还原性CN交联来驱动邻官能化硝基芳烃转化成氮杂杂环与硼酸偶联，然后进行分子内环化。该方法能够从容易获得的结构单元快速构建氮杂杂环，包括针对N取代的苯并咪唑和喹喔啉二酮的区域特异性方法。
• Substituted Benzo-Imidazo-Pyrido-Diazepine Compounds
  申请人：Ashwell Mark A.

  公开号：US20120108574A1

  公开（公告）日：2012-05-03

  The present invention relates to substituted benzo-imidazo-pyrido-diazepine compounds and methods of synthesizing these compounds. The present invention also relates to pharmaceutical compositions containing substituted benzo-imidazo-pyrido-diazepine compounds and methods of treating cell proliferative disorders, such as cancer, by administering these compounds and pharmaceutical compositions to subjects in need thereof.

  本发明涉及取代的苯并咪唑吡啶二氮杂化合物及其合成方法。本发明还涉及含有取代的苯并咪唑吡啶二氮杂化合物的药物组合物，以及通过向需要的主体施用这些化合物和药物组合物来治疗细胞增殖性障碍，如癌症的方法。
• [EN] INDOLE DERIVATIVES AS ALPHA-1 -ANTITRYPSIN MODULATORS FOR TREATING ALPHA-1 -ANTITRYPSIN DEFICIENCY (AATD)<br/>[FR] DÉRIVÉS D'INDOLE UTILISÉS EN TANT QUE MODULATEURS D'ALPHA-1-ANTITRYPSINE POUR TRAITER UNE DÉFICIENCE EN ALPHA-1-ANTITRYPSINE (AATD)
  申请人：VERTEX PHARMA

  公开号：WO2021203023A1

  公开（公告）日：2021-10-07

  Indole derivatives as alpha-l-antitrypsin modulators for treating alpha-l-antitrypsin deficiency (AATD).

  吲哚衍生物作为α-1-抗胰蛋白酶调节剂，用于治疗α-1-抗胰蛋白酶缺乏症（AATD）。
• [EN] CONDENSED HETEROCYCLIC COMPOUNDS AS CALCITONIN AGONISTS<br/>[FR] COMPOSES HETEROCYCLIQUES CONDENSES UTILISES COMME AGONISTES DE LA CALCITONINE
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2003076440A1

  公开（公告）日：2003-09-18

  The present invention relates to novel fused heterocyclic ring system compounds and methods for their use in the treatment and prevention of diseases or conditions which are related to irregular calcification.

  本发明涉及新型融合杂环环系统化合物及其在治疗和预防与不规则钙化相关的疾病或症状中的应用方法。