2,2-二氟-2-(4-硝基苯基)乙酸 | 206360-56-7

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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: 2,2-二氟-2-(4-硝基苯基)乙酸
• 英文名称: 2,2-difluoro-2-(4-nitrophenyl)acetic acid
• CAS: 206360-56-7
• 化学式: C₈H₅F₂NO₄
• mdl: MFCD11504878
• 分子量: 217.129
• InChiKey: RZESONLWCQFNHX-UHFFFAOYSA-N

物化性质

• 沸点：
  361.2±42.0 °C(Predicted)
• 密度：
  1.545±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  2916399090
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 2,2-Difluoro-2-(4-nitrophenyl)acetic acid
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 2,2-Difluoro-2-(4-nitrophenyl)acetic acid
CAS number: 206360-56-7

---

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: C8H5F2NO4
Molecular weight: 217.1

---

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

  2,2-二氟-2-(4-硝基苯基)乙酸 在 potassium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以79%的产率得到4-二氟甲基硝基苯
  参考文献：
  名称：

  JP5696355

  摘要：

  公开号：
• 作为产物：
  描述：

  对硝基苯乙腈 在 盐酸 、 水 、 氯 、 氟化氢吡啶 、 mercury(II) oxide 作用下， 以 乙醚 为溶剂， 反应 98.0h， 生成 2,2-二氟-2-(4-硝基苯基)乙酸
  参考文献：
  名称：

  4- [4'-双（2”-氯乙基）氨基苯基] -3,3,4,4-四氟丁酸[3,3,4,4-四氟氯丁酸苯丁醚]的合成

  摘要：

  2,2-二氯-2-（4'-硝基苯基）乙腈与氧化汞（II）/吡啶鎓聚氟化氢的反应（水处理），得到2,2-二氟-2-（4' -硝基苯基）乙酰胺，从中制得母体酸，因此得到其酰氯。该产物和丙二酸乙酯/甲基锂提供了4,4-二氟-4-（4'-硝基苯基）-3-氧代丁酸乙酯，通过SF 4 / HF转化为3,3,4,4-四氟-4-（4 '-硝基苯基）丁酸酯。然后硝基的催化氢化得到4'-胺，其使用环氧乙烷被双（羟乙基化）。利用Ph 3 P / CCl 4转化为双（氯乙基）类似物，由此进行酸性水解，得到4 [4'-双（2”-氯乙基）氨基苯基] -3,3,4,4-四氟丁酸。

  DOI：

  10.1016/s0022-1139(98)00127-4
• 作为试剂：
  描述：

  2,2-二氟-2-(4-硝基苯基)乙酸乙酯 、 sodium hydroxide 、 盐酸 在 乙酸乙酯 、 水 、 Sodium sulfate-III 、 silica gel 、 2,2-二氟-2-(4-硝基苯基)乙酸 作用下， 反应 19.0h， 以2,2-difluoro-2-(4-nitrophenyl)acetic acid (Compound 4b) was obtained with a yield of 93%的产率得到2,2-二氟-2-(4-硝基苯基)乙酸
  参考文献：
  名称：

  METHOD FOR PRODUCING AROMATIC DIFLUOROACETIC ACID ESTER

  摘要：

  本发明公开了一种以更低的成本和出色的产率生产具有二氟甲基基团的化合物的方法。本发明的生产方法是一种生产芳香族二氟乙酸酯的方法，包括在金属卤化物的存在下，将含有电子吸引基团的碘苯和α-硅烷二氟乙酸酯反应。

  公开号：

  US20120220795A1

文献信息

• [EN] PYRROLOTRIAZINES AS ALK AND JAK2 INHIBITORS<br/>[FR] PYRROLOTRIAZINES EN TANT QU'INHIBITEURS D'ALK ET DE JAK2
  申请人：CEPHALON INC

  公开号：WO2010071885A1

  公开（公告）日：2010-06-24

  The present invention provides a compound of formula (I) or a salt form thereof, wherein Q1, Q2, Q3, and Q4 are as defined herein. The compound of formula (I) has ALK and/or JAK2 inhibitory activity, and may be used to treat proliferative disorders.

  本发明提供了一种式（I）的化合物或其盐形式，其中Q1、Q2、Q3和Q4如本文所定义。式（I）的化合物具有ALK和/或JAK2抑制活性，并可用于治疗增殖性疾病。
• Silver-Catalyzed Decarboxylative Alkynylation of α,α-Difluoroarylacetic Acids with Ethynylbenziodoxolone Reagents
  作者：Fei Chen、A. Stephen K. Hashmi

  DOI：10.1021/acs.orglett.6b01188

  日期：2016.6.17

  A decarboxylating alkynylation of α,α-difluoroarylacetic acids with ethynylbenziodoxolone reagents is reported. AgNO3 serves as the catalyst and K2S2O8 as the oxidant. A series of functional groups were tolerated, and moderate to good yields were obtained.

  报道了用乙炔基苯并恶唑啉酮试剂对α，α-二氟芳基酸进行脱羧烷基化。AgNO 3用作催化剂，K 2 S 2 O 8用作氧化剂。耐受一系列官能团，并获得中等至良好的产率。
• Silver-catalyzed decarboxylative radical allylation of α,α-difluoroarylacetic acids for the construction of CF₂–allyl bonds
  作者：Pingyang Wang、Pengcheng Du、Qianqian Sun、Jianhua Zhang、Hongmei Deng、Haizhen Jiang

  DOI：10.1039/d0ob02546a

  日期：——

  An efficient silver-catalyzed method of decarboxylative radical allylation of α,α-difluoroarylacetic acids to build CF2–allyl bonds has been developed. Using allylsulfone as an allyl donor, α,α-difluorine substituted arylacetic acids bearing various functional groups are successfully allylated to access a series of 3-(α,α-difluorobenzyl)-1-propylene compounds in moderate to excellent yields in aqueous

  已经开发出一种有效的银催化的α，α-二氟芳基羧酸的脱羧自由基烯丙基化以建立CF 2-烯丙基键的方法。使用烯丙基砜作为烯丙基供体，成功地将带有各种官能团的α，α-二氟取代的芳基丙烯酸烯丙基化，以中度至优异的产率在CH 3水溶液中获得一系列3-（α，α-二氟苄基）-1-丙烯化合物在温和条件下的CN溶液。实验研究表明，芳基乙酸的α-氟取代对自由基活性和反应性有很大影响。
• Controlling the Cleavage of Carbon–Carbon Bonds To Generate α,α-Difluorobenzyl Carbanions for the Construction of Difluoromethylbenzenes
  作者：Hari R. Khatri、Changho Han、Erica Luong、Xiaoliang Pan、Amna T. Adam、Maali D. Alshammari、Yihan Shao、David A. Colby

  DOI：10.1021/acs.joc.9b01595

  日期：2019.9.20

  The initiating reagent is potassium carbonate, which represents an improvement over existing protocols that require a strong base. Fragmentation studies across substituted arenes and heteroarenes were conducted along with computational analyses to elucidate reactivity trends. Furthermore, the mildly generated α,α-difluorobenzyl carbanions from electron-deficient aromatics and heteroaromatic rings can

  在化学反应过程中控制碳-碳键的断裂是一项重大挑战。然而，实现这一目标的合成方法会产生有价值且通常未经探索的反应性。我们设计了一种温和的方法，通过利用三氟乙酸盐释放过程中 C-C 键的断裂，在碳酸钾存在下生成 α,α-二氟苄基碳负离子。引发剂是碳酸钾，它代表了对需要强碱的现有协议的改进。对取代芳烃和杂芳烃的碎片研究进行了计算分析，以阐明反应趋势。此外，温和生成的α，
• (Het)aryl Difluoromethyl-Substituted β-Alkoxyenones: Synthesis and Heterocyclizations
  作者：Maksym Ya. Bugera、Karen V. Tarasenko、Ivan S. Kondratov、Igor I. Gerus、Bohdan V. Vashchenko、Viktor E. Ivasyshyn、Oleksandr O. Grygorenko

  DOI：10.1002/ejoc.201901833

  日期：2020.3.8

  Synthesis of β‐alkoxyenones decorated with (het)aryl difluoromethyl substituents, as well as utility of these substrates for heterocyclizations leading to fluorinated pyrazoles, oxazoles and pyrimidines is described.

  描述了用（杂）芳基二氟甲基取代基修饰的β-烷氧基烯酮的合成，以及这些底物在杂环化中的应用，可导致氟化吡唑，恶唑和嘧啶的形成。