2,6-二氟-4-硝基苯胺 | 23156-27-6

• 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: 2,6-二氟-4-硝基苯胺
• 中文别名: 硝基BB
• 英文名称: 2,6-difluoro-4-nitroaniline
• CAS: 23156-27-6
• 化学式: C₆H₄F₂N₂O₂
• 分子量: 174.107
• InChiKey: WDFFWUVELIFAOP-UHFFFAOYSA-N

物化性质

• 熔点：
  160-161℃
• 沸点：
  293℃
• 密度：
  1.554
• 闪点：
  131℃

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT-HARMFUL
• 危险品标志：
  Xi
• 海关编码：
  2921420090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,6-Difluoro-4-nitroaniline
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: 2,6-Difluoro-4-nitroaniline
CAS number: 23156-27-6

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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, refrigerated.
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: C6H4F2N2O2
Molecular weight: 174.1

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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, nitrogen oxides, 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：

  2,6-二氟-4-硝基苯胺 在 盐酸 、 铁粉 、 氯化铵 、 lithium hexamethyldisilazane 、 sodium nitrite 作用下， 以 四氢呋喃 、 乙醇 、 水 、 正丁醇 为溶剂， 反应 29.0h， 生成 N-[4-(4-tert-butylpyrazol-1-yl)-2,6-difluorophenyl]-2-chlorobenzenesulfonamide
  参考文献：
  名称：

  [EN] ARYLSULFONAMIDE DERIVATIVES AS MGLUR4 NEGATIVE ALLOSTERIC MODULATORS
  [FR] DÉRIVÉS D'ARYLSULFONAMIDE EN TANT QUE MODULATEURS ALLOSTÉRIQUES NÉGATIFS DE MGLUR4

  摘要：

  本发明提供了具有一般式（I）的新芳基磺酰胺化合物，其中L、R1、R2、R3和R4如本文所述，包括这些化合物的组合物，制造这些化合物的方法以及将这些化合物用作mGLUR4负变构调节剂的方法。

  公开号：

  WO2021028512A1
• 作为产物：
  描述：

  3,4,5-三氟硝基苯 在 氨 作用下， 以 水 为溶剂， 以57 %的产率得到2,6-二氟-4-硝基苯胺
  参考文献：
  名称：

  受电子取代基对氧桥三芳基胺荧光的影响

  摘要：

  合成了具有硝基和二亚甲基硼基取代基的新的电子接受氧桥联三苯胺。使用光学和电化学表征，阐明了吸电子取代基对准平面三芳基胺骨架的影响。与未桥接的硝基取代三苯胺参考相比，氧桥接结构具有更小的光学间隙，将吸收和荧光波长转移到更长的波长。电子激发态下的结构弛豫受到抑制，斯托克斯位移降低。由于电子振动耦合的抑制，用二甲基硼基取代硝基取代基导致荧光量子产率增加。

  DOI：

  10.1016/j.dyepig.2023.111281

文献信息

• [EN] MULTI-TARGETED HETEROCYCLIC COMPOUNDS FOR THE TREATMENT OF NEURODEGENERATIVE DISEASES<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES MULTI-CIBLE POUR LE TRAITEMENT DE MALADIES NEURODÉGÉNÉRATIVES
  申请人：UNIV PENNSYLVANIA

  公开号：WO2018048969A1

  公开（公告）日：2018-03-15

  The present disclosure provides methods of treating neurodegenerative diseases, peripheral inflammatory conditions, cancers, or parasitic diseases in a subject, comprising administering to the subject a compound of Formula (I), (II), (III), and/or (IV):(I), (II), (III), (IV) or a pharmaceutically acceptable salt thereof, wherein X. R1-R8, R21-R28. R31-R38, and R41-R48 are as defined herein.

  本公开提供了治疗受试者的神经退行性疾病、外周炎症性疾病、癌症或寄生虫病的方法，包括向受试者施用式(I)、(II)、(III)和/或(IV)的化合物：(I)、(II)、(III)、(IV)或其药学上可接受的盐，其中X、R1-R8、R21-R28、R31-R38和R41-R48如本文所定义。
• [EN] GLUCAN SYNTHASE INHIBITORS<br/>[FR] INHIBITEURS DE GLUCANE SYNTHASE
  申请人：EVOLVA SA

  公开号：WO2014122303A1

  公开（公告）日：2014-08-14

  The present invention provides compounds with anti-fungal activity useful for treatment or prevention of fungal infections in human beings or plants. The antifungal compounds are inhibitors of glucan synthase and have the formula (I) (I) wherein Z denotes a mono- or bicyclic aromatic or heteroaromatic ring system; and X1 and X3 are individually selected from the group consisting of -CH and N, wherein at least one of X1 and X3 is N; and X2 is selected from the group consisting of –CH2, -CH-R8 and –(C=O), wherein R8 is C1-3 alkyl; and Y is selected from the group consisting of –(CH2)n-, -(CHR9)-, -(CH2)p-CR10R11- (CH2)q, -(CH2)p-(C=O)-(CH2)q and -(CH2)p-(C=O)-(CH2)q, wherein n is an integer in the range of 1 to 6, p is an integer in the range of 0 to 3 and q is an integer in the range of 1 to 4 and wherein R9 R10 and R11 individually are selected from the group consisting of C1-3-alkyl; and R1 and R5 are individually selected from the group consisting of –H and halogen, wherein at least one of R1 and R5 is halogen; and R2 and R4 is selected from the group consisting of –H and halogen; and R3 is –NH-R6, wherein R6 is selected from the group consisting of –H, alkyl, - (C=O)-R7, -(C=O)-O-R7, - (C=O)-NH2 and –SO2-R7, wherein R7 is selected from the group consisting of –H and alkyl, or a pharmaceutically acceptable salt thereof or a prodrug thereof.

  本发明提供了具有抗真菌活性的化合物，可用于治疗或预防人类或植物的真菌感染。这些抗真菌化合物是葡聚糖合成酶的抑制剂，具有以下结构式（I）其中Z代表单环或双环芳香或杂芳环系统；X1和X3分别选自-CH和N的组，其中至少一个是N；X2选自-CH2，-CH-R8和-(C=O)的组，其中R8是C1-3烷基；Y选自-(CH2)n-，-(CHR9)-，-(CH2)p-CR10R11-(CH2)q，-(CH2)p-(C=O)-(CH2)q和-(CH2)p-(C=O)-(CH2)q的组，其中n是1到6范围内的整数，p是0到3范围内的整数，q是1到4范围内的整数，R9、R10和R11分别选自C1-3-烷基；R1和R5分别选自-H和卤素，其中至少一个是卤素；R2和R4选自-H和卤素；R3是-NH-R6，其中R6选自-H、烷基、(C=O)-R7、(C=O)-O-R7、(C=O)-NH2和-SO2-R7的组，其中R7选自-H和烷基，或其药用可接受的盐或前药。
• Noncovalent Interactions of Fluorine with Amide and CH₂ Groups in <i>N</i>-Phenyl γ-Lactams: Covalently Identical Fluorine Atoms in Nonequivalent Chemical Environments
  作者：Ning Xi、Xiaohua Sun、Minxiong Li、Mingming Sun、Michael A. Xi、Zeping Zhan、Jia Yao、Xu Bai、Yanjun Wu、Min Liao

  DOI：10.1021/acs.joc.8b01562

  日期：2018.10.5

  We designed and synthesized N-phenyl γ-lactam derivatives possessing two covalently identical ortho-F nuclei on the N-phenyl group. The F nuclei sited in different chemical environments where they were spatially adjacent to amide and alkyl groups due to hindered rotation around the central N–Ar bond. 19F NMR spectroscopic and X-ray crystallographic methods were used to distinguish the axially prochiral

  我们设计并合成Ñ具有两个共价相同苯基γ-内酰胺衍生物的邻位上的-F核Ñ -苯基。F核位于不同的化学环境中，由于绕中心N-Ar键的旋转受阻，它们在空间上与酰胺和烷基相邻。使用19 F NMR光谱和X射线晶体学方法区分轴向前手性F核，并为F和酰胺/ CH 2基团之间的空间相互作用提供结构见解。提供了有关F··酰胺和F··CH 2对中多极相互作用的直接光谱证据。
• Photodegradable Antimicrobial Agents: Synthesis and Mechanism of Degradation
  作者：Vebjørn Eikemo、Bjarte Holmelid、Leiv K. Sydnes、Magne O. Sydnes

  DOI：10.1021/acs.joc.2c00681

  日期：2022.6.17

  As a strategy to inactivate antimicrobial agents after use, we designed a range of ethanolamine derivatives where four of them possessed interesting activity. The ethanolamine moiety facilitates photodecomposition, which in a potential drug will take place after use. Herein, the synthetic preparation of these compounds and the mechanism of photoinactivation are described.

  作为在使用后使抗菌剂失活的策略，我们设计了一系列乙醇胺衍生物，其中四种具有有趣的活性。乙醇胺部分促进光分解，这在潜在药物中将在使用后发生。本文介绍了这些化合物的合成制备和光失活的机理。
• Effects of fluorine bonding and nonbonding interactions on ¹⁹F chemical shifts
  作者：Yang Lu、Mingming Sun、Ning Xi

  DOI：10.1039/d2ra06660b

  日期：——

  the ortho-F nuclei engages in n → π* orbital delocalization between F lone pair electrons (n) and a C[double bond, length as m-dash]O/Ar[double bond, length as m-dash]N antibonding orbital (π*), and the other ortho-F nucleus exhibits n ↔ σ orbital polarization between the n electrons and the C-H σ bonding orbital. As 19F NMR spectroscopy find increasing use in molecular sensors and biological sciences

  19F-NMR 信号对局部静电场敏感，可用于探测蛋白质结构和动力学。在这里，我们使用 N-苯基 γ-内酰胺中化学相同的邻 F 核来研究 19F NMR 化学位移与局部环境之间的关系。通过改变 C5 和 C7 取代基的结构，我们证明了哈米特图中的 19F 位移和哈米特系数遵循键合相互作用中的典型关系，同时在非键合接触中表现出反向相关性。量子力学计算表明，其中一个邻 F 核在 F 孤对电子 (n) 和 C[双键，长度为 m-破折号]O/Ar[双键，长度为m-dash]N 反键合轨道 (π*), 另一个邻 F 核在 n 电子和 CH σ 键合轨道之间表现出 n ↔ σ 轨道极化。随着 19F NMR 光谱在分子传感器和生物科学中的应用越来越广泛，我们的发现对于设计灵敏探针、阐明分子结构和量化分析物具有重要价值。