3-氟-5-硝基甲苯 | 499-08-1

• 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: 3-氟-5-硝基甲苯
• 中文别名: 3-甲基-5-氟硝基苯
• 英文名称: 1-fluoro-3-methyl-5-nitrobenzene
• 英文别名: 3-fluoro-5-nitrotoluene
• CAS: 499-08-1
• 化学式: C₇H₆FNO₂
• mdl: MFCD06797943
• 分子量: 155.129
• InChiKey: IPMURRZVEWZEPP-UHFFFAOYSA-N

物化性质

• 熔点：
  40.0-40.5 °C(Solv: water (7732-18-5); methanol (67-56-1))
• 沸点：
  230.0±20.0 °C(Predicted)
• 密度：
  1.274±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2904909090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Fluoro-5-nitrotoluene
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H302: Harmful if swallowed
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
Avoid breathing dust/fume/gas/mist/vapours/spray
P261:
P280: Wear protective gloves/protective clothing/eye protection/face protection
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
Ingredient name: 3-Fluoro-5-nitrotoluene
CAS number: 499-08-1

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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.
Storage: Store in closed vessels.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C7H6FNO2
Molecular weight: 155.1

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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

制备方法与用途

化学性质：淡黄色的结晶体

反应信息

• 作为反应物：
  描述：

  3-氟-5-硝基甲苯 在 platinum on activated charcoal 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 氢气 、 copper(l) chloride 、 sodium nitrite 、 过氧化苯甲酰 作用下， 以 甲醇 、 苯 为溶剂， -40.0~60.0 ℃ 、275.79 kPa 条件下， 反应 25.75h， 生成 [4-(Bromomethyl)-2-chloro-6-fluorophenyl]-(4-chlorophenyl)methanone
  参考文献：
  名称：

  Bochis; Chabala; Harris, Journal of Medicinal Chemistry, 1991, vol. 34, # 9, p. 2843 - 2852

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-二硝基甲苯 在 ammonium polysulphide 作用下， 生成 3-氟-5-硝基甲苯
  参考文献：
  名称：

  氯化吡咯与一些取代的苯胺反应的动力学。第5部分

  摘要：

  已测量了氯化吡咯与以下取代的苯胺在乙腈中的反应的Arrhenius参数：3-氨基和3-甲基苯胺，3-氨基-5-硝基苯胺，3-氟-5-甲基磺酰基苯胺，3- X-5-甲基苯胺（X = NO 2，OMe，CH 3，F，Cl，Br或I）和3,5-X 2-苯胺（X = F，Cl，Br或I）。现已研究了总共33个3,5-二取代苯胺对取代基对活化自由能的可加性的影响，并且表明，除3-氨基-5-硝基苯胺外，该假说重现了实验速率常数。在2分之一的范围内，当使用更严格的可加性标准时，对于某些情况下出现的偏差提出了合理化建议。

  DOI：

  10.1039/p29800000829

文献信息

• Selective mono-N-methylation of nitroarenes with methanol catalyzed by atomically dispersed NHC-Ir solid assemblies
  作者：Jiaquan Wang、Jiajie Wu、Zhe-Ning Chen、Daheng Wen、Jiangbo Chen、Qingshu Zheng、Xin Xu、Tao Tu

  DOI：10.1016/j.jcat.2020.06.004

  日期：2020.9

  dispersed active Ir(I) centers and the large π-conjugation rings endow the solid catalysts with an exceptionally high activity and selectivity for a broad substrate scope. Such solid NHC-Ir coordination assemblies are robust, which can be easily recovered and reused more than 10 runs without significant loss of their catalytic activity and selectivity. When combined with a subsequent formylation using the same

  制备了一系列基于双-吡咯并咪唑鎓盐的N-杂环卡宾-铱（NHC-Ir）配位组件，并显示出在选择性单N中有效的固体分子催化剂的作用在温和条件下用甲醇对硝基芳烃进行甲基化。原子分散的活性Ir（I）中心和大的π共轭环使固体催化剂在广泛的底物范围内具有异常高的活性和选择性。此类固体NHC-Ir配位组件坚固耐用，可以轻松回收并重复使用10多次以上，而不会显着降低其催化活性和选择性。当与随后在环境条件下使用相同固体催化剂的甲酰化反应相结合时，这种新颖的方法可以以优异的收率提供各种甲酰胺，进一步突显了本发明的固体催化剂对于硝基芳烃有效地多样化为多种功能胺的适用性。
• Manganese-Catalyzed One-Pot Conversion of Nitroarenes into <i>N</i> -Methylarylamines Using Methanol
  作者：Benjamin G. Reed-Berendt、Nicolas Mast、Louis C. Morrill

  DOI：10.1002/ejoc.201901854

  日期：2020.3.8

  A manganese‐catalyzed one‐pot conversion of nitroarenes into N‐methylarylamines has been developed. This transfer hydrogenation method employs a well‐defined bench stable Mn PN3P pincer precatalyst in combination with methanol as both the reductant and the C1 source. A selection of commercially available nitroarenes was converted into N‐methylarylamines in synthetically useful yields.

  已经开发出锰催化硝基芳烃一锅法转化为 N-甲基芳胺的方法。这种转移氢化方法采用了一种明确的工作台稳定的 Mn PN3P 钳形预催化剂，结合甲醇作为还原剂和 C1 源。精选的市售硝基芳烃以合成有用的产率转化为 N-甲基芳胺。
• [EN] TYK2 INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE TYK2 ET LEURS UTILISATIONS
  申请人：FRONTHERA U S PHARMACEUTICALS LLC

  公开号：WO2020185755A1

  公开（公告）日：2020-09-17

  Described herein are compounds that are useful in treating a TYK2-mediated disorder. In some embodiments, the TYK2-mediated disorder is an autoimmune disorder, an inflammatory disorder, a proliferative disorder, an endocrine disorder, a neurological disorder, or a disorder associated with transplantation.

  本发明描述了用于治疗TYK2介导的疾病的化合物。在某些实施方式中，TYK2介导的疾病是一种自身免疫性疾病、炎症性疾病、增殖性疾病、内分泌疾病、神经疾病或与移植相关的疾病。
• Dihydronaphthyridines and related compounds useful as kinase inhibitors for the treatment of proliferative diseases
  申请人：Flynn Daniel L.

  公开号：US08461179B1

  公开（公告）日：2013-06-11

  The invention relates to dihydronaphthyridines and related compounds; compositions comprising an effective amount of a dihydronaphthyridine or a related compound; and methods for treating or preventing proliferative diseases comprising the administration of an effective amount of a dihydronaphthyridine or a related compound.

  这项发明涉及二氢萘啶和相关化合物；包括有效量二氢萘啶或相关化合物的组合物；以及治疗或预防增生性疾病的方法，包括给予有效量二氢萘啶或相关化合物。
• [EN] DIHYDRONAPHTHYRIDINES AND RELATED COMPOUNDS USEFUL AS KINASE INHIBITORS FOR THE TREATMENT OF PROLIFERATIVE DISEASES<br/>[FR] DIHYDRONAPHTYRIDINES ET COMPOSÉS APPARENTÉS UTILES COMME INHIBITEURS DE KINASES POUR LE TRAITEMENT DE MALADIES PROLIFÉRATIVES
  申请人：FLYNN DANIEL L

  公开号：WO2013184119A1

  公开（公告）日：2013-12-12

  The invention relates to dihydronaphthyridines and related compounds; compositions comprising an effective amount of a dihydronaphthyridine or a related compound; and methods for treating or preventing proliferative diseases comprising the administration of an effective amount of a dihydronaphthyridine or a related compound. The present invention discloses the unexpected utility of compounds that inhibit cKIT kinase across a broad range of c-KIT mutations, including complex occurrences of primary mutations (KIT exon 9 or 11) and secondary KIT mutations (exons 13, 14, 17 and 18) that may arise in individual, refractory GIST patients. Also unexpected is the utility of compounds of the present invention to inhibit the problematic exon 17 D816V c-KIT mutation, for which there is currently no effective therapy.

  该发明涉及二氢萘啶并相关化合物；包含有效量二氢萘啶或相关化合物的组合物；以及治疗或预防增生性疾病的方法，包括给予有效量二氢萘啶或相关化合物。本发明揭示了抑制cKIT激酶的化合物在广泛范围内对c-KIT突变具有意想不到的功效，包括抑制原发性突变（KIT外显子9或11）和次级KIT突变（外显子13、14、17和18）的复杂发生，这些可能出现在个体、难治性GIST患者身上。同样令人意想不到的是本发明的化合物对抑制目前没有有效治疗的问题性外显子17 D816V c-KIT突变的功效。