4-异丙基苯基硼酸 | 16152-51-5

• 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-异丙基苯基硼酸
• 中文别名: 4-异丙基苯硼酸
• 英文名称: 4-isopropyl-phenyl-boronic acid
• 英文别名: 4-isopropylbenzeneboronic acid；p-isopropylbenzeneboronic acid；p-isopropylphenylboronic acid；[4-(propan-2-yl)phenyl]boronic acid；(4-i-propylphenyl)boronic acid；p-cumeneboronic acid；4-Isopropylphenylboronic acid；(4-propan-2-ylphenyl)boronic acid
• CAS: 16152-51-5
• 化学式: C₉H₁₃BO₂
• mdl: MFCD01074614
• 分子量: 164.012
• InChiKey: IAEUFBDMVKQCLU-UHFFFAOYSA-N

物化性质

• 熔点：
  110-112°C
• 沸点：
  285.9±33.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)
• 溶解度：
  溶于甲醇
• 稳定性/保质期：
  常温常压下稳定，避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2931900090
• 危险类别：
  IRRITANT
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  常温下应密闭避光保存，并保持通风和干燥。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Isopropylphenylboronic acid
Synonyms: 4-Cumylboronic acid

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H302: Harmful if swallowed
H317: May cause an allergic skin reaction
P280: Wear protective gloves/protective clothing/eye protection/face protection

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Section 3. Composition/information on ingredients.
Ingredient name: 4-Isopropylphenylboronic acid
CAS number: 16152-51-5

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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.
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
Appearance: Not specified
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C9H13BO2
Molecular weight: 164.0

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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-异丙基苯基硼酸 在 iron(III) oxide 、 双氧水 作用下， 以 水 为溶剂， 反应 0.08h， 以98%的产率得到4-异丙基苯酚
  参考文献：
  名称：

  裸磁铁矿促进芳基硼酸的氧化羟基化和随后转化为酚类化合物

  摘要：

  易于获得、可回收和可回收的磁铁矿 (Fe 3 O 4 ) 纳米颗粒和环境友好型氧化剂 (H 2 O 2 ) 的简单组合可在温和条件下诱导芳基硼酸的有效官能团转化为其相应的酚类。此外，随后用适当的亲电试剂处理反应中间体是在一锅系统中完成的，导致卤代酚和酚类衍生物的形成。

  DOI：

  10.1055/s-0040-1719926
• 作为产物：
  描述：

  4-溴异丙苯 以63%的产率得到4-异丙基苯基硼酸
  参考文献：
  名称：

  N-aryl thienyl-, furyl-, and pyrrolyl-sulfonamides and derivatives thereof that modulate the activity of endothelin

  摘要：

  提供了噻吩基、呋喃基和吡咯基磺酰胺以及用于调节或改变内皮素肽家族活性的方法。特别是，提供了N-(异恶唑基)噻吩磺酰胺、N-(异恶唑基)呋喃磺酰胺和N-(异恶唑基)吡咯磺酰胺以及使用这些磺酰胺通过将受体与磺酰胺接触来抑制内皮素肽与内皮素受体结合的方法。还提供了通过施用有效量的一个或多个这些磺酰胺或其前药来治疗内皮素介导的疾病的方法，这些磺酰胺或其前药抑制或增加内皮素的活性。

  公开号：

  US06342610B2
• 作为试剂：
  描述：

  (R)-2-苄基丁二酸 4-叔丁酯 、 4-(4'-isopropyl-[1,1'-biphenyl]-2-yl)-N-methylthiazol-2-amine 在 4-异丙基苯基硼酸 、 2l 作用下， 生成 (R)-3-benzyl-4-((4-(4'-isopropyl-[1,1'-biphenyl]-2-yl)thiazol-2-yl)(methyl)amino)-4-oxobutanoic acid 、
  参考文献：
  名称：

  COMPOUNDS, PHARMACEUTICAL COMPOSITION AND METHODS FOR USE IN TREATING METABOLIC DISORDERS

  摘要：

  本发明涉及式（I）的新化合物及其在治疗代谢性疾病方面的应用。

  公开号：

  US20110230477A1

文献信息

• [EN] NOVEL 3,3-DIMETHYL TETRAHYDROQUINOLINE DERIVATIVES<br/>[FR] NOUVEAUX DÉRIVÉS DE 3,3-DIMÉTHYLTÉTRAHYDROQUINOLÉINE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2011128251A1

  公开（公告）日：2011-10-20

  A compound of formula (I) as well as pharmaceutically acceptable salt thereof, wherein R1 to R5 have the significance given in claim 1, can be used as a medicament.

  化合物的化学式（I）及其药用盐，其中R1至R5具有权利要求1中给定的含义，可用作药物。
• NOVEL 3,3-DIMETHYL TETRAHYDROQUINOLINE DERIVATIVES
  申请人：Chen Li

  公开号：US20110257151A1

  公开（公告）日：2011-10-20

  A compound of formula (I) as well as pharmaceutically acceptable salt thereof, wherein R 1 to R 5 have the significance given in claim 1 , can be used as a medicament.

  式（I）的化合物以及其药学上可接受的盐，其中R1至R5具有权利要求1中给定的含义，可用作药物。
• [EN] 5- OR 7-AZAINDAZOLES AS BETA-LACTAMASE INHIBITORS<br/>[FR] AZAINDAZOLES EN 5 OU 7 UTILISÉS COMME INHIBITEURS DE BÊTA-LACTAMASE
  申请人：ACRAF

  公开号：WO2020178316A1

  公开（公告）日：2020-09-10

  The present invention relates to β-lactamase inhibitors having the following general formula (I): wherein R1-R4 and X1-X2 are defined in the specification, pharmaceutical composition thereof, and use thereof for the treatment of a bacterial infection, alone or in combination with β-lactam antibiotics and/or other antibiotics and/or other β-lactamase inhibitors.

  本发明涉及具有以下一般式（I）的β-内酰胺酶抑制剂：其中R1-R4和X1-X2在规范中定义，其药物组成物，以及其用于治疗细菌感染的用途，单独或与β-内酰胺类抗生素和/或其他抗生素和/或其他β-内酰胺酶抑制剂结合使用。
• Palladium-catalyzed Suzuki–Miyaura reaction of fluorinated vinyl chloride: a new approach for synthesis α and α,β-trifluoromethylstyrenes
  作者：Yang Li、Bo Zhao、Kun Dai、Dong-Huai Tu、Bo Wang、Yao-Yu Wang、Zhao-Tie Liu、Zhong-Wen Liu、Jian Lu

  DOI：10.1016/j.tet.2016.07.085

  日期：2016.9

  A mild and efficient palladium-catalyzed cross-coupling between fluorinated vinyl chloride and arylboronic acids is described. The use of ligand B successfully overcomes the strong electronic withdrawing of trifluoromethylated substrates and allows the efficient synthesis of a wide range of α and α,β-trifluoromethyl containing olefins. By using this method, the key intermediate for synthesis of Efavirenz

  描述了氟化氯乙烯与芳基硼酸之间温和有效的钯催化的交叉偶联。配体B的使用成功地克服了三氟甲基化底物的强电子吸出，并允许有效合成范围广泛的含α和α，β-三氟甲基的烯烃。通过这种方法，可以通过简单的途径获得合成依非韦伦的关键中间体。将两个氟利昂分子有效转化为有用的含α和α，β-三氟甲基的烯烃是有机化学中的有用途径。
• Oxidative Heck Reaction of Fluorinated Olefins with Arylboronic Acids by Palladium Catalysis
  作者：Yang Li、Dong-Huai Tu、Yu-Jie Gu、Bo Wang、Yao-Yu Wang、Zhao-Tie Liu、Zhong-Wen Liu、Jian Lu

  DOI：10.1002/ejoc.201500597

  日期：2015.7

  The palladium-catalyzed oxidative Heck reaction of 2,3,3,3-tetrafluoroprop-1-ene with various arylboronic acids was explored for the first time. This method provides a direct route to access (Z)-β-fluoro-β-(trifluoromethyl)styrenes with high stereoselectivity.

  首次探索了钯催化的 2,3,3,3-四氟丙-1-烯与各种芳基硼酸的氧化 Heck 反应。该方法提供了获得具有高立体选择性的 (Z)-β-氟-β-(三氟甲基)苯乙烯的直接途径。

表征谱图