4-氯-2-氟-3-甲氧基苯硼酸 | 944129-07-1

• 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 - 苯酚醚
• 中文名称: 4-氯-2-氟-3-甲氧基苯硼酸
• 英文名称: (4-chloro-2-fluoro-3-methoxyphenyl)boronic acid
• 英文别名: 4-Chloro-2-fluoro-3-methoxyphenylboronic acid
• CAS: 944129-07-1
• 化学式: C₇H₇BClFO₃
• 分子量: 204.393
• InChiKey: GDJCQSNQOHRAGY-UHFFFAOYSA-N

物化性质

• 沸点：
  342.7±52.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)
• 溶解度：
  二氯甲烷；

计算性质

• 辛醇/水分配系数(LogP)：
  0.17
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Chloro-2-fluoro-3-methoxyphenylboronic 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-Chloro-2-fluoro-3-methoxyphenylboronic acid
CAS number: 944129-07-1

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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: C7H7BClFO3
Molecular weight: 204.4

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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, hydrogen chloride, hydrogen fluoride.

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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-氯-2-氟-3-甲氧基苯硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium fluoride 、 氯化亚砜 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 环丁砜 、 水 、 甲苯 、 乙腈 为溶剂， 反应 5.25h， 生成 6-(4-Chloro-2-fluoro-3-methoxyphenyl)-4,5-difluoropyridine-2-carbonyl fluoride
  参考文献：
  名称：

  [EN] PROCESS FOR THE PREPARATION OF 4-AMINO-5-FLUORO-3-HALO-6-(SUBSTITUTED)PICOLINATES
  [FR] PROCÉDÉ DE PRÉPARATION DE 4-AMINO-5-FLUORO-3-HALO-6-PICOLINATES (SUBSTITUÉS)

  摘要：

  本文提供了制备4-氨基-5-氟-3-卤-6-(取代基)吡啶酸盐的方法，其中包括将氯代吡啶酰氯转化为氟代吡啶酰氟的步骤。

  公开号：

  WO2014018502A1
• 作为产物：
  描述：

  2-氯-6-氟苯甲醚 在 正丁基锂 、 水 、 potassium hydroxide 作用下， 以 乙二醇二甲醚 、 正己烷 为溶剂， 反应 5.12h， 生成 4-氯-2-氟-3-甲氧基苯硼酸
  参考文献：
  名称：

  [EN] METHODS OF FORMING 4-CHLORO-2-FLUORO-3-SUBSTITUTED-PHENYLBORONIC ACID PINACOL ESTERS AND METHODS OF USING THE SAME
  [FR] PROCÉDÉS DE FORMATION D'ESTERS PINACOLIQUES D'ACIDE 4-CHLORO-2-FLUORO-3-SUBSTITUÉ-PHÉNYLBORONIQUE ET LEURS PROCÉDÉS D'UTILISATION

  摘要：

  方法包括形成4-氯-2-氟-3-取代苯硼酸皮纳醇酯。该方法包括将1-氯-3-氟-2-取代苯与烷基锂接触，形成锂化的1-氯-3-氟-2-取代苯。然后将锂化的1-氯-3-氟-2-取代苯与亲电性硼酸衍生物接触，形成4-氯-2-氟-3-取代苯硼酸酯。接着将4-氯-2-氟-3-取代苯硼酸酯与水性碱反应，形成(4-氯-2-氟-3-取代苯)三羟基硼酸酯。将(-氯-2-氟-3-取代苯)三羟基硼酸酯与酸反应，形成4-氯-2-氟-3-取代苯硼酸。最后，将4-氯-2-氟-3-取代苯硼酸与2,3-二甲基-2,3-丁二醇反应，形成4-氯-2-氟-3-取代苯硼酸皮纳醇酯。此外，还披露了使用4-氯-2-氟-3-取代苯硼酸皮纳醇酯制备6-(4-氯-2-氟-3-取代苯)4-氨基吡啶酸酯的方法。

  公开号：

  WO2013101665A1
• 作为试剂：
  描述：

  氟氯吡啶酯 、 4-氯-2-氟-3-甲氧基苯硼酸 在 4-氯-2-氟-3-甲氧基苯硼酸 、 methyl 4-acetamido-3,6-dichloropicolinate 、 4-甲基-2-戊酮 作用下， 以 4-甲基-2-戊酮 为溶剂， 以to produce methyl 4-(acetylamino)-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate, which的产率得到methyl 4-(acetylamino)-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate
  参考文献：
  名称：

  METHODS OF PRODUCING METHYL 4-AMINO-3-CHLORO-6-(4-CHLORO-2-FLUORO-3-METHOXYPHENYL)PYRIDINE-2-CARBOXYLATE

  摘要：

  制备甲基4-氨基-3-氯-6-(4-氯-2-氟-3-甲氧基苯基)吡啶-2-羧酸甲酯的方法。其中一种方法包括将甲基异丁酮加入含有4-氯-2-氟-3-甲氧基苯基硼酸的水溶液中，形成包含4-氯-2-氟-3-甲氧基苯基硼酸和水相的有机相。将有机相和水相分离。将4-氯-2-氟-3-甲氧基苯基硼酸与甲基4-(乙酰氨基)-3,6-二氯吡啶-2-羧酸甲酯在甲基异丁酮中反应，生成甲基4-(乙酰氨基)-3-氯-6-(4-氯-2-氟-3-甲氧基苯基)吡啶-2-羧酸甲酯，经脱乙酰化反应制得甲基4-氨基-3-氯-6-(4-氯-2-氟-3-甲氧基苯基)吡啶-2-羧酸甲酯。

  公开号：

  US20130172566A1

文献信息

• A facile synthesis of novel 5‐substituted pyridine 2 carboxamide derivatives and their biological evaluation and 3D QSAR studies
  作者：Prabu Dharman、Visagamoorthy Babu、K. Anver Basha

  DOI：10.1002/jccs.201800035

  日期：2019.4

  A variety of novel 5‐substituted pyridine 2 carboxamides were designed and synthesized using both normal and solvent‐free microwave (MW) irradiation techniques. The results revealed that MW protocol proceeded smoothly under mild reaction conditions in short reaction times, thus avoiding the use of toxic organic solvents. Structural elucidation of the synthesized compounds was carried out on the basis

  使用常规和无溶剂微波（MW）辐照技术设计并合成了多种新颖的5取代吡啶2羧酰胺。结果表明，MW方案在温和的反应条件下，在短的反应时间内顺利进行，从而避免了使用有毒的有机溶剂。合成的化合物的结构阐明是基于各种光谱方法，例如1 H NMR，13 C NMR，LCMS和IR。使用琼脂圆盘扩散法评估合成的化合物的体外抗菌活性（MIC）。在各种合成化合物中，化合物3b对大肠杆菌显示出更高的潜在活性比其他化合物。所研究化合物对大肠杆菌的活性顺序为3b > 3e > 3g > 3h > 3d > 3c > 3a > 3f。此外，合成衍生物的2D和3D结构特征被3D-QSAR模型识别。此验证模型显示出良好的内部（- [R 2，0.924）和外部预测（- [R 2预解码值，0.851）的相关性。QSAR研究的结果表明，A log P氢键受体的数目和可旋转键的数目是吡啶羧酰胺衍生物活性的必要特征。
• [EN] PYRIDINE AND PYRIMIDINE CARBOXYLATE HERBICIDES AND METHODS OF USE THEREOF<br/>[FR] HERBICIDES CARBOXYLATES DE PYRIDINE ET DE PYRIMIDINE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2019084353A1

  公开（公告）日：2019-05-02

  Provided herein are pyridine and pyrimidine carboxylates and their derivatives, and compositions and methods of use thereof as herbicides.

  本文提供吡啶和嘧啶羧酸盐及其衍生物，以及它们作为除草剂的组合物和使用方法。
• [EN] PYRIMIDINE DERIVATIVES AND THEIR USE AS HERBICIDES<br/>[FR] DÉRIVÉS DE PYRIMIDINE ET LEUR UTILISATION EN TANT QU'HERBICIDES
  申请人：SYNGENTA LTD

  公开号：WO2010092339A1

  公开（公告）日：2010-08-19

  The present invention relates to substituted pyrimidine derivatives, as well as N- oxides thereof and agriculturally acceptable salts thereof, and their use to control undesired plant growth, in particular in crops of useful plants. The invention extends to herbicidal compositions comprising such compounds, N-oxides and/or salts as well as mixtures of the same with one or more further active ingredient (such as, for example, an herbicide, fungicide, insecticide and/or plant growth regulator) and/or a safener. The invention further relates to intermediates useful in the preparation of such compounds, and to processes for their preparation.

  本发明涉及取代嘧啶衍生物，以及其N-氧化物和农业上可接受的盐，以及它们在控制不受欢迎的植物生长方面的用途，特别是在有用植物的作物中。该发明涉及包括这些化合物、N-氧化物和/或盐以及与一种或多种进一步活性成分（例如除草剂、杀菌剂、杀虫剂和/或植物生长调节剂）和/或安全剂的混合物在内的除草剂组合物。该发明还涉及在制备这些化合物中有用的中间体，以及它们的制备方法。
• 2-SUBSTITUTED-6-AMINO-5-ALKYL, ALKENYL OR ALKYNYL-4-PYRIMIDINECARBOXYLIC ACIDS AND 6-SUBSTITUTED-4-AMINO-3- ALKYL, ALKENYL OR ALKYNYL PICOLINIC ACIDS AND THEIR USE AS HERBICIDES
  申请人：Epp Jeffrey B.

  公开号：US20090088322A1

  公开（公告）日：2009-04-02

  6-Amino-4-pyrimidinecarboxylic acids having alkyl, alkenyl or alkynyl substituents in the 5-position and 4-aminopicolinic acids having alkyl, alkenyl or alkynyl substituents in the 3-position, and their amine and acid derivatives, are potent herbicides demonstrating a broad spectrum of weed control.

  在5位上具有烷基、烯基或炔基取代基的6-氨基-4-嘧啶羧酸，以及在3位上具有烷基、烯基或炔基取代基的4-氨基吡啶羧酸，以及它们的胺和酸衍生物，是表现出广谱除草作用的有效除草剂。
• Flow chemistry as a discovery tool to access sp²–sp³cross-coupling reactions via diazo compounds
  作者：Duc N. Tran、Claudio Battilocchio、Shing-Bong Lou、Joel M. Hawkins、Steven V. Ley

  DOI：10.1039/c4sc03072a

  日期：——

  The room temperature sp²–sp³cross-coupling of flow-generated diazo compounds with boronic acids is reported.

  报道了流动生成的重氮化合物与硼酸的室温sp²–sp³交叉偶联反应。