2',4'-二氟-3-联苯基羧酸 | 656304-77-7

• 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',4'-二氟-3-联苯基羧酸
• 中文别名: 2',4'-二氟-3-联苯甲酸
• 英文名称: 2',4'-difluoro-[1,1'-biphenyl]-3-carboxylic acid
• 英文别名: 2',4'-difluorobiphenyl-3-carboxylic acid；3-(2,4-difluorophenyl)benzoic Acid
• CAS: 656304-77-7
• 化学式: C₁₃H₈F₂O₂
• 分子量: 234.202
• InChiKey: SFHXVEVGKASIEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2916399090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 3-(2,4-Difluorophenyl)benzoic acid
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 3-(2,4-Difluorophenyl)benzoic acid
CAS number: 656304-77-7

---

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: C13H8F2O2
Molecular weight: 234.2

---

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：

  2',4'-二氟-3-联苯基羧酸 在 potassium hydrogenphosphate trihydrate 、 双氧水 、 palladium diacetate 、 2-methyl-2-(6-oxo-1,6-dihydropyridin-2-yl) propanoic acid 作用下， 以 水 、 乙腈 为溶剂， 反应 24.0h， 以96%的产率得到二氟尼柳
  参考文献：
  名称：

  室温下用 H2O2 水溶液进行配体驱动的 C–H 羟基化

  摘要：

  随着过去十年中大量Pd(II)催化的天然底物C-H活化反应的发展，开发能够在安全实用的条件下使用绿色氧化剂的催化剂已成为一个日益重要的挑战。值得注意的是，Pd(II) 催化剂与可持续含水 H 2 O 2的相容性一直是包括瓦克型氧化在内的催化领域的长期挑战。我们在此报道了一种双功能双齿羧基吡啶酮 (CarboxPyridone) 配体，该配体能够使用工业兼容的氧化剂过氧化氢水溶液 (35% H 2 O)在室温下 Pd 催化的各种苯甲酸和苯乙酸的 C-H 羟基化反应。2）。仅使用 1 mol% Pd 催化剂负载的布洛芬 (206 g) 的 1000 mmol 规模反应证明了该方法的可扩展性。通过产品的衍生化以及从使用该方法制备的苯酚中间体合成多氟天然产物古美斯坦和紫檀烯，进一步说明了该协议的实用性。

  DOI：

  10.1021/jacs.2c08332
• 作为产物：
  描述：

  间溴苯甲酸 、 2,4-二氟苯硼酸 在 sodium tetrachloropalladate(II) 2-[双(叔丁基)膦]-N,N,N-三甲基乙基氯化铵 、 sodium carbonate 作用下， 以 水 为溶剂， 以96%的产率得到2',4'-二氟-3-联苯基羧酸
  参考文献：
  名称：

  使用水溶性，立体要求高的烷基膦在温和条件下水相，钯催化的芳族溴化物的交叉偶联

  摘要：

  要求严格的水溶性烷基膦化合物已与Suzuki，Sonogashira的各种钯盐和芳基溴化物的Heck偶联剂在温和条件下于水性溶剂中结合使用。的叔丁基取代的配体的2-（二-叔-butylphosphino）乙基三甲基氯化铵（吨-Bu-Amphos）和4-（二-叔-butylphosphino） - N，N-二甲基哌啶氯化物（吨发现-Bu-Pip-phos与钯（II）盐的结合所产生的催化剂的活性明显高于衍生自三（3-磺酰基苯基）膦三钠（TPPTS）的催化剂。未活化的芳基溴化物的Suzuki偶联在室温下在水/乙腈和水/甲苯两相混合物中或在纯水中有效地发生。值得注意的是，亲水性芳基溴化物的Suzuki偶联反应不使用有机溶剂进行反应或提纯即可获得高收率。该方法已被应用于高效二氟尼醛的合成。来自t的催化剂-Bu-Amphos在水/甲苯中的Suzuki偶联剂中循环了3次，然后催化剂活性开始显着下降。四个循环的平均产率为每个循环>

  DOI：

  10.1021/jo048910c

文献信息

• Diflunisal Analogues Stabilize the Native State of Transthyretin. Potent Inhibition of Amyloidogenesis
  作者：Sara L. Adamski-Werner、Satheesh K. Palaninathan、James C. Sacchettini、Jeffery W. Kelly

  DOI：10.1021/jm030347n

  日期：2004.1.1

  observed for 26 of the compounds. Of those, eight exhibited excellent binding selectivity for TTR in human plasma (binding stoichiometry >0.50, with a theoretical maximum of 2.0 inhibitors bound per TTR tetramer). Biophysical studies reveal that these eight inhibitors dramatically slow tetramer dissociation (the rate-determining step of amyloidogenesis) over a duration of 168 h. This appears to be achieved

  合成了FDA批准的非甾体抗炎药diflunisal的类似物，并将其评估为转甲状腺素蛋白（TTR）聚集（包括淀粉样蛋白原纤维形成）的抑制剂。对于26种化合物观察到高抑制活性。其中，八种在人血浆中对TTR表现出优异的结合选择性（结合化学计量比> 0.50，每个TTR四聚体理论上最多结合有2.0种抑制剂）。生物物理研究表明，这八种抑制剂可在168小时的时间内显着减慢四聚体的解离（淀粉样蛋白生成的速率决定步骤）。这似乎是通过基态稳定化来实现的，这提高了四聚体解离的动力学势垒。这八种抑制剂对WT TTR的动力学稳定作用进一步得到证实，淀粉样蛋白原纤维形成的速率随抑制剂浓度（pH 4.4）的增加而降低。TTR.18（2）和TTR.20（2）配合物的X射线共晶体结构揭示了18和20在TTR结合位点以相反的方向结合。将氟从18的间位移至20的邻位可逆转结合方向，使20的亲水性芳环在外部结合袋中取向，其中羧
• PIPERIDIN-4-YL-AZETIDINE DIAMIDES AS MONOACYLGLYCEROL LIPASE INHIBITORS
  申请人：Connolly Peter J.

  公开号：US20130102584A1

  公开（公告）日：2013-04-25

  Disclosed are compounds, compositions and methods for treating various diseases, syndromes, conditions and disorders, including pain. Such compounds, and enantiomers, diastereomers, and pharmaceutically acceptable salts thereof, are represented by Formula (I) as follows: wherein Y, Z, and R are defined herein.

  揭示了用于治疗各种疾病、综合症、症状和障碍的化合物、组合物和方法，包括疼痛。这些化合物及其对映体、二对映体和其药用可接受盐如下所示： 其中Y、Z和R在此处定义。
• DI-AZETIDINYL DIAMIDE AS MONOACYLGLYCEROL LIPASE INHIBITORS
  申请人：Connolly Peter J.

  公开号：US20120058986A1

  公开（公告）日：2012-03-08

  Disclosed are compounds, compositions and methods for treating various diseases, syndromes, conditions and disorders, including pain. Such compounds are represented by Formula (I) as follows: wherein Q and Z are defined herein.

  揭示了用于治疗各种疾病、综合症、症状和障碍的化合物、组合物和方法，包括疼痛。这些化合物由以下式（I）表示： 其中Q和Z在此处定义。
• OXOPIPERAZINE-AZETIDINE AMIDES AND OXODIAZEPINE-AZETIDINE AMIDES AS MONOACYLGLYCEROL LIPASE INHIBITORS
  申请人：Connolly Peter J.

  公开号：US20120077797A1

  公开（公告）日：2012-03-29

  Disclosed are compounds, compositions and methods for treating various diseases, syndromes, conditions and disorders, including pain. Such compounds, and enantiomers, diastereomers, and pharmaceutically acceptable salts thereof, are represented by Formula (Ia) and Formula (Ib) as follows: wherein Y, Z, and n are defined herein; and wherein Y b and Z b are as defined herein.

  本文披露了用于治疗各种疾病、综合症、状况和障碍，包括疼痛的化合物、组合物和方法。这些化合物及其对映体、二对映体和药学上可接受的盐由以下的化学式(Ia)和化学式(Ib)表示：其中Y、Z和n在此定义；以及其中Yband Zbare如此定义。
• [EN] AZETIDINYL DIAMIDES AS MONOACYLGLYCEROL LIPASE INHIBITORS<br/>[FR] AZÉTIDINYL DIAMIDES EN TANT QU'INHIBITEURS DE LA MONOACYLGLYCÉROL LIPASE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2010124082A1

  公开（公告）日：2010-10-28

  Disclosed are compounds, compositions and methods for treating various diseases, syndromes, conditions and disorders, including pain. Such compounds are represented by Formula (I), wherein Y, Z, R1, and s are defined herein.

  公开了用于治疗各种疾病、综合症、状况和障碍，包括疼痛的化合物、组合物和方法。这些化合物由式（I）表示，其中Y、Z、R1和s在此定义。