3-氟-2-甲基苯硼酸 | 163517-61-1

• 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: 3-氟-2-甲基苯硼酸
• 中文别名: 3-氟-2-甲基苯基硼酸；3-氟邻甲基苯硼酸
• 英文名称: (3-fluoro-2-methylphenyl)boronic acid
• 英文别名: 3-Fluoro-2-methylphenylboronic acid
• CAS: 163517-61-1
• 化学式: C₇H₈BFO₂
• 分子量: 153.949
• InChiKey: NYBIUWJUWTUGFV-UHFFFAOYSA-N

物化性质

• 熔点：
  142-144
• 沸点：
  286.8±50.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.19
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 危险类别码：
  R22
• 海关编码：
  2931900090
• 危险类别：
  IRRITANT
• 危险标志：
  GHS07
• 危险性描述：
  H302
• 危险性防范说明：
  P280,P305+P351+P338

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
3-Fluoro-2-methylphenylboronic acid
Product Name:
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
3-Fluoro-2-methylphenylboronic acid
Ingredient name:
CAS number: 163517-61-1

---

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:

---

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.
Storage: Store in closed vessels.

---

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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C7H8BFO2
Molecular weight: 153.9

---

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

---

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：

  3-氟-2-甲基苯硼酸 在 四(三苯基膦)钯 、 (5aR,10bS)-2-mesityl-5a,10b-dihydro-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-2-ium tetrafluoroborate 、 potassium carbonate 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 72.08h， 生成 (R)-methyl 3'-fluoro-6-formyl-2'-methyl-[1,1'-biphenyl]-2-carboxylate
  参考文献：
  名称：

  N-杂环卡宾催化的去对称化和动力学拆分合成轴向手性醛

  摘要：

  N-杂环卡宾 (NHC) 催化的二醛的转位选择性酯化导致结构多样的轴向手性醛以良好的收率获得，通过前所未有的 NHC 催化的二醛去对称化和动力学拆分实现了高对映选择性。该协议具有温和的反应条件和广泛的官能团耐受性，提供了对增值轴向手性醛及其衍生物的模块化访问。

  DOI：

  10.1002/anie.202117340

文献信息

• [EN] NOVEL COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS
  申请人：UCL BUSINESS LTD

  公开号：WO2019243841A1

  公开（公告）日：2019-12-26

  The present invention relates to compounds, compositions, combinations and medicaments containing said compounds and processes for their preparation. The invention also relates to the use of said compounds, combinations, compositions and medicaments, for example as modulators of alpha 1 antitrypsin and treating diseases associated with alpha antitrypsin, particularly liver diseases.

  本发明涉及含有所述化合物的化合物、组合物、组合物和药物以及其制备方法。该发明还涉及所述化合物、组合物、组合物和药物的用途，例如作为α1抗胰蛋白酶的调节剂和用于治疗与α抗胰蛋白酶相关的疾病，特别是肝脏疾病。
• The Discovery of a Palladium(II)-Initiated Borono-Catellani Reaction
  作者：Shuqing Chen、Ze-Shui Liu、Tao Yang、Yu Hua、Zhiyu Zhou、Hong-Gang Cheng、Qianghui Zhou

  DOI：10.1002/anie.201803865

  日期：2018.6.11

  Reported is a novel palladium(II)‐initiated Catellani‐type reaction that utilizes widely accessible aryl boronic acids as the substrates instead of aryl halides, thereby greatly expanding the existing scope of this powerful transformation. This borono‐Catellani reaction was promoted by cooperative catalysis between Pd(OAc)2 and the inexpensive 5‐norbornene‐2‐carbonitrile. Practicality is the striking

  据报道，是一种新颖的钯（II）引发的卡塞拉尼型反应，该反应利用可广泛使用的芳基硼酸而不是卤代芳基作为底物，从而大大扩展了这种有力转化的现有范围。Pd（OAc）2之间的协同催化促进了这种硼诺-卡泰拉尼反应以及价格低廉的5-降冰片烯2-腈。实用性是该反应的显着特征：它在环境温度下对空气开放，不需要膦配体。这种温和，化学选择性和可扩展的方案与各种现成的官能化芳基硼酸和溴化物以及终止烯烃（50例，收率39–97％）兼容。此外，还证实了卡诺拉尼和经典卡特兰尼反应之间的正交反应性。预期这项工作将为开发新颖的卡泰拉尼型反应开辟新途径。
• The development of highly potent and selective small molecule correctors of Z α1-antitrypsin misfolding
  作者：John Liddle、Andrew C. Pearce、Christopher Arico-Muendel、Svetlana Belyanskaya、Andrew Brewster、Murray Brown、Chun-wa Chung、Alexis Denis、Nerina Dodic、Anthony Dossang、Peter Eddershaw、Diana Klimaszewska、Imran Haq、Duncan S. Holmes、Alistair Jagger、Toral Jakhria、Emilie Jigorel、Ken Lind、Jeff Messer、Margaret Neu、Allison Olszewski、Riccardo Ronzoni、James Rowedder、Martin Rüdiger、Steve Skinner、Kathrine J. Smith、Lionel Trottet、Iain Uings、Zhengrong Zhu、James A. Irving、David A. Lomas

  DOI：10.1016/j.bmcl.2021.127973

  日期：2021.6

  intracellular polymerisation of mutant α1-antitrypsin protein within the endoplasmic reticulum (ER) of hepatocytes. Small molecules that bind and stabilise Z α1-antitrypsin were identified via a DNA-encoded library screen. A subsequent structure based optimisation led to a series of highly potent, selective and cellular active α1-antitrypsin correctors.

  α1-抗胰蛋白酶缺乏症的特征是肝细胞内质网 (ER) 内突变型 α1-抗胰蛋白酶蛋白的错误折叠和细胞内聚合。通过 DNA 编码库筛选鉴定出结合并稳定 Z α 1 -抗胰蛋白酶的小分子。随后基于结构的优化产生了一系列高效、选择性和细胞活性的 α1-抗胰蛋白酶校正剂。
• [EN] KRAS G12D INHIBITORS<br/>[FR] INHIBITEURS DE KRAS G12D
  申请人：MIRATI THERAPEUTICS INC

  公开号：WO2021041671A1

  公开（公告）日：2021-03-04

  The present invention relates to compounds that inhibit KRas G12D. In particular, the present invention relates to compounds that inhibit the activity of KRas G12D, pharmaceutical compositions comprising the compounds and methods of use therefor.

  本发明涉及抑制KRas G12D的化合物。具体地，本发明涉及抑制KRas G12D活性的化合物，包括这些化合物的药物组合物以及使用方法。
• 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。