2-溴-4,5-二氟苯甲酸甲酯 | 878207-28-4

• 物质功能分类: 有机原料 - 有机氟化合物 - 氟苯甲酸系列
• 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: 2-溴-4,5-二氟苯甲酸甲酯
• 中文别名: 2-溴-4.5-二氟苯甲酸甲酯
• 英文名称: methyl 2-bromo-4,5-difluorobenzoate
• CAS: 878207-28-4
• 化学式: C₈H₅BrF₂O₂
• 分子量: 251.027
• InChiKey: ZCGAVEFBZYWYJW-UHFFFAOYSA-N

物化性质

• 沸点：
  249.5±40.0 °C(Predicted)
• 密度：
  1.652±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2916399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温且干燥环境下使用。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 2-bromo-4,5-difluorobenzoate
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: Methyl 2-bromo-4,5-difluorobenzoate
CAS number: 878207-28-4

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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: C8H5BrF2O2
Molecular weight: 251.0

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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, hydrogen fluoride, hydrogen bromide.

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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

制备方法与用途

用途

2-溴-4,5-二氟苯甲酸甲酯可用作医药合成中间体。

制备

2-溴-4,5-二氟苯甲酸甲酯的制备如下：将1克（4.22毫米摩尔）2-溴-4,5-二氟苯甲酸溶解在10毫升二氯甲烷和1毫升甲醇的混合物中，然后加入2.110毫升（4.22毫米摩尔）三甲基甲硅烷基重氮甲烷，并搅拌反应一小时。室温下反应完成后，进行浓缩处理，得到产物2-溴-4,5-二氟苯甲酸甲酯（1克，3.98毫米摩尔，收率94%），为油状物。

反应信息

• 作为反应物：
  描述：

  2-溴-4,5-二氟苯甲酸甲酯 在 manganese(IV) oxide 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 lithium aluminium tetrahydride 、 palladium 10% on activated carbon 、 三氟化硼乙醚 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 6.0h， 生成 6,7-fluoro-3-(4-methoxyphenyl)-2-tosyl-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  通过氢化物转移进行 C-H 键功能化：通过苯甲基 C-H 键的立体选择性分子内胺化形成 α-芳基化哌啶和 1,2,3,4-四氢异喹啉

  摘要：

  我们在此报告了一项通过N-甲苯磺酰亚胺的氢化物转移环化（HT-胺化）进行sp 3 C-H 键分子内胺化的研究。在此转化中，5-芳基醛在 BF 3 ·OEt 2存在下与N-甲苯磺酰胺反应，形成亚胺并进行 HT 环化，生成 2-芳基哌啶和 3-芳基-1,2,3,4-一锅法制备四氢异喹啉。我们检查了一系列醛底物的反应性作为其构象灵活性的函数。构象刚性较高的底物反应性更强，从而获得更高的所需产物产率。然而，连接N-甲苯磺酰亚胺和苄基 sp 3 C-H 键的烷基链上的单个取代基足以发生 HT 环化。此外，对各种芳烃的检查表明，氢 C-H 键的电子特性极大地影响了反应的效率。我们还发现这种转变是高度立体选择性的。2-取代醛产生顺式-2,5-二取代哌啶，而3-取代醛产生反式-2,4-二取代哌啶。立体选择性是热力学控制的结果。提出了哌啶环上芳烃和甲苯磺酰基之间的假烯丙基张力，以合理化芳基环位于轴向位置的异

  DOI：

  10.1021/jo300635m
• 作为产物：
  描述：

  4,5-二氯邻苯二甲酸酐 在 potassium fluoride 、 草酰氯 、 偶氮二异丁腈 、 三氯溴甲烷 作用下， 以 四氢呋喃 、 环丁砜 为溶剂， 反应 48.17h， 生成 2-溴-4,5-二氟苯甲酸甲酯
  参考文献：
  名称：

  Synthesis of 2-Bromo-4, 5-Difluorobenzolc Acid

  摘要：

  The synthesis of 2-bromo-4,5-difluorobenzoic acid was achieved from difluorophthalic anhydride by either using a Losen rearrangement or the Barton bromodecarboxylation reaction.

  DOI：

  10.1080/00397919209409255

文献信息

• [EN] 1 -HYDROXY-BENZOOXABOROLES AS ANTIPARASITIC AGENTS<br/>[FR] 1-HYDROXY-BENZOOXABOROLES COMME AGENTS ANTIPARASITAIRES
  申请人：LILLY CO ELI

  公开号：WO2014149793A1

  公开（公告）日：2014-09-25

  Provided are compounds useful for controlling endoparasites both in animals and agriculture. Further provided are methods for controlling endoparasite infestations of an animal by administering an effective amount of a compound as described above, or a pharmaceutically acceptable salt thereof, to an animal, as well as formulations for controlling endoparasite infestations using the compounds described above or an acceptable salt thereof, and an acceptable carrier. The claimed compounds are described by the following Markush formula:A typical example for a compound according to above formula is: A typical example for a compound according to above formula is:

  提供了一些在动物和农业中控制内寄生虫的化合物。此外，还提供了一种通过向动物施用上述化合物或其药学上可接受的盐的有效量来控制动物内寄生虫侵染的方法，以及使用上述化合物或其可接受的盐以及可接受的载体来控制内寄生虫侵染的配方。所述的化合物由以下Markush公式描述：根据上述公式的化合物的典型示例是：
• [EN] NAPHTHYLACETIC ACIDS<br/>[FR] ACIDES NAPHTYLACÉTIQUES
  申请人：HOFFMANN LA ROCHE

  公开号：WO2010055005A1

  公开（公告）日：2010-05-20

  The invention is concerned with the compounds of formula (I) and pharmaceutically acceptable salts and esters thereof, wherein X, Q, and R1-R6 are defined in the detailed description and claims. In addition, the present invention relates to methods of manufacturing and using the compounds of formula (I) as well as pharmaceutical compositions containing such compounds. The compounds of formula (I) are antagonists or partial agonists at the CRTH2 receptor and may be useful in treating diseases and disorders associated with that receptor such as asthma.

  本发明涉及式(I)的化合物以及药用可接受的盐和酯，其中X、Q和R1-R6在详细描述和权利要求中定义。此外，本发明还涉及制造和使用式(I)化合物的方法，以及包含此类化合物的药物组合物。式(I)的化合物是CRTH2受体的拮抗剂或部分激动剂，可用于治疗与该受体相关的疾病和失调，如哮喘。
• [EN] BENZIMIDAZOLE INHIBITORS OF LEUKOTRIENE PRODUCTION<br/>[FR] INHIBITEURS BENZIMIDAZOLES DE LA PRODUCTION DE LEUCOTRIÈNES
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2012058254A1

  公开（公告）日：2012-05-03

  The present invention relates to compounds of formula IA and IB and pharmaceutically acceptable salts thereof, wherein R1-R7 are as defined herein. The invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.

  本发明涉及式IA和IB的化合物及其药用盐，其中R1-R7如本文所定义。该发明还涉及包含这些化合物的药物组合物，使用这些化合物治疗各种疾病和紊乱的方法，制备这些化合物的过程以及在这些过程中有用的中间体。
• [EN] N- (1, 1, 1, 3, 3, 3-HEXAFLUORO-2-HYDROXYPROPAN-2-YL) BENZYL-N' -ARYLCARBONYLPIPERAZ INE DERIVATIVES<br/>[FR] DÉRIVÉS DE N-(1,1,1,3,3,3-HEXAFLUORO-2-HYDROXYPROPAN-2-YL)BENZYL-N'-ARYLCARBONYLPIPÉRAZINE
  申请人：ORGANON NV

  公开号：WO2009138438A1

  公开（公告）日：2009-11-19

  101 Abstract. The present invention relates tohexafluoroisopropanol derivativeshaving the general formula I X O N N Y OH F 3 C CF 3 A R 1 R 2 R 3 ( ) n W Z B R 6 5 Formula I to pharmaceutical compositions comprising the same and to the use of these hexafluoroisopropanol derivatives inthe treatment of atherosclerosis

  本发明涉及具有一般式I X O N N Y OH F 3 C CF 3 A R 1 R 2 R 3 ( ) n W Z B R 6 5的六氟异丙醇衍生物，以及包含这些六氟异丙醇衍生物的药物组合物，以及在治疗动脉粥样硬化中使用这些六氟异丙醇衍生物。
• [EN] BORON-CONTAINING SMALL MOLECULES AS ANTIHELMINTH AGENTS<br/>[FR] PETITES MOLÉCULES CONTENANT DU BORE EN TANT QU'AGENTS ANTIHELMINTHES
  申请人：ANACOR PHARMACEUTICALS INC

  公开号：WO2011063293A1

  公开（公告）日：2011-05-26

  This invention provides, among other things, novel compounds useful for treating helminth infections, pharmaceutical compositions containing such compounds, as well as combinations of these compounds with at least one additional therapeutically effective agent.

  这项发明提供了用于治疗蠕虫感染的新型化合物，包含这些化合物的药物组合物，以及这些化合物与至少一种额外治疗有效药剂的组合。