4-氯-3,5-二甲基苯硼酸频那醇酯 | 1111096-20-8

• 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-氯-3,5-二甲基苯硼酸频那醇酯
• 中文别名: 4-氯-3,5-二甲基苯硼酸嚬哪醇酯
• 英文名称: 2-chloro-1,3-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene
• 英文别名: 2,6-dimethylchlorobenzene-4-boronic acid pinacol ester；4-chloro-3,5-dimethylbenzeneboronic acid pinacol ester；2-(4-Chloro-3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1111096-20-8
• 化学式: C₁₄H₂₀BClO₂
• 分子量: 266.576
• InChiKey: RDHCSMWEYOUZIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 4-Chloro-3,5-dimethylphenylboronic acid, pinacol ester
Synonyms: 2-(4-Chloro-3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: 4-Chloro-3,5-dimethylphenylboronic acid, pinacol ester
CAS number: 1111096-20-8

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C14H20BClO2
Molecular weight: 266.6

---

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen chloride.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-氯-3,5-二甲基苯硼酸频那醇酯 在 二乙醇胺 、 盐酸 作用下， 以 乙醚 、 水 为溶剂， 反应 2.0h， 生成 (4-氯-3,5-二甲基苯基)硼酸
  参考文献：
  名称：

  Self-Assembly of Nanometer-Sized Boroxine Cages from Diboronic Acids

  摘要：

  By use of the reversible trimerization of boronic acids, the series of boroxine cages 3-mer, 6-mer, and 12-mer were constructed from rationally designed diboronic acids whose bond angles between two C-B bonds are 60 degrees, 84 degrees, and 117 degrees, respectively. Boroxine cages 6-mer and 12-mer have 1.5 and 2.5 nm sized cavities, respectively.

  DOI：

  10.1021/jacs.5b02716
• 作为产物：
  描述：

  2-氯-1,3-二甲苯 、 频那醇硼烷 在 1,2-双(二甲基瞵)乙烷 作用下， 反应 18.0h， 生成 4-氯-3,5-二甲基苯硼酸频那醇酯
  参考文献：
  名称：

  Process for the synthesis of phenols from arenes

  摘要：

  描述了一种合成取代酚的过程，如通式RR′R″Ar(OH)中的那些，其中R、R′和R″分别独立地是氢或不干扰合成取代酚过程的任何基团，包括但不限于卤素、烷基、烷氧基、羧酸酯、胺、酰胺；Ar是芳基或杂芳基的任何种类，通过氧化取代芳基硼酸酯来实现。具体地，描述了一种金属催化的C—H活化/硼化反应，随后在单个或分离的反应容器中直接氧化，从而获得酚，无需任何中间操作。更具体地，描述了一种通过Ir催化的芳烃硼化反应，使用二醇硼烷（HBPin）后，通过OXONE氧化中间芳基硼酸酯的过程。

  公开号：

  US20040030197A1

文献信息

• Sterically Controlled Iodination of Arenes via Iridium-Catalyzed C–H Borylation
  作者：Benjamin M. Partridge、John F. Hartwig

  DOI：10.1021/ol303164h

  日期：2013.1.4

  to prepare aryl and heteroaryl iodides by sequential C–H borylation and iodination is reported. The regioselectivity of this process is controlled by steric effects on the C–H borylation step and is complementary to existing methods to form aryl iodides. The iodination of boronic esters has potential for the synthesis of radiolabeled aryl iodides, as demonstrated by the concise synthesis of a potential

  报道了一种通过连续的C–H硼化和碘化制备芳基和杂芳基碘化物的温和方法。该过程的区域选择性由C–H硼化步骤中的空间效应控制，是对现有形成芳基碘化物的方法的补充。硼酸酯的碘化具有放射性标记的芳基碘化物的合成潜力，正如SPECT成像的潜在示踪剂的简明合成所证明的那样。
• Iridium-Promoted, Palladium-Catalyzed Direct Arylation of Unactivated Arenes
  作者：Landon J. Durak、Jared C. Lewis

  DOI：10.1021/om401221v

  日期：2014.2.10

  Examining the scope of this reaction led to the discovery that Cp*(PMe3)IrMeCl activates C–H bonds on arene substrates that undergo subsequent Pd-catalyzed cross-coupling with aryl iodides. This Ir-promoted, Pd-catalyzed direct arylation is notable for its distal selectivity on substituted arenes lacking directing groups or a particular electronic bias.

  甲Pd催化*（PME的Cp之间的交叉耦合反应3）IrBn 2和芳基卤化物的开发。检查该反应导致发现的范围内，的Cp *（PME 3上进行随后的Pd催化的与芳基碘化物交叉耦合芳烃底物）IrMeCl激活C-H键。这种Ir促进的，Pd催化的直接芳基化因其对缺少导向基团或特定电子偏压的取代芳烃的远侧选择性而著称。
• NEW INDANYLOXYDIHYDROBENZOFURANYLACETIC ACIDS
  申请人：ECKHARDT Matthias

  公开号：US20130252937A1

  公开（公告）日：2013-09-26

  The present invention relates to compounds of general formula I, wherein the groups R 1 , R 2 and m are defined as in claim 1 , which have valuable pharmacological properties, in particular bind to the GPR40 receptor and modulate its activity. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

  本发明涉及一般式I的化合物，其中R1、R2和m的定义如权利要求1中所述，具有有价值的药理特性，特别是与GPR40受体结合并调节其活性。这些化合物适用于治疗和预防可以受到该受体影响的疾病，如代谢性疾病，特别是2型糖尿病。
• Indanyloxydihydrobenzofuranylacetic acids
  申请人：Eckhardt Matthias

  公开号：US08642585B2

  公开（公告）日：2014-02-04

  The present invention relates to compounds of general formula I, wherein the groups R1, R2 and m are defined as in claim 1, which have valuable pharmacological properties, in particular bind to the GPR40 receptor and modulate its activity. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

  本发明涉及一般式I的化合物，其中R1、R2和m基团的定义如权利要求1中所述，具有有价值的药理学特性，特别是与GPR40受体结合并调节其活性。这些化合物适用于治疗和预防可以受该受体影响的疾病，例如代谢性疾病，特别是2型糖尿病。
• Self-Assembly of Nanometer-Sized Boroxine Cages from Diboronic Acids
  作者：Kosuke Ono、Kohei Johmoto、Nobuhiro Yasuda、Hidehiro Uekusa、Shintaro Fujii、Manabu Kiguchi、Nobuharu Iwasawa

  DOI：10.1021/jacs.5b02716

  日期：2015.6.10

  By use of the reversible trimerization of boronic acids, the series of boroxine cages 3-mer, 6-mer, and 12-mer were constructed from rationally designed diboronic acids whose bond angles between two C-B bonds are 60 degrees, 84 degrees, and 117 degrees, respectively. Boroxine cages 6-mer and 12-mer have 1.5 and 2.5 nm sized cavities, respectively.