8-三氟甲基喹啉 | 317-57-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 8-三氟甲基喹啉
• 英文名称: 8-(trifluoromethyl)quinoline
• 英文别名: 8-(trifluoromethyl)quinolone；8-trifluoromethylquinoline；8-trifluoromethyl-quinoline；8-Trifluormethyl-chinolin
• CAS: 317-57-7
• 化学式: C₁₀H₆F₃N
• mdl: MFCD09744668
• 分子量: 197.16
• InChiKey: AJXUSUNIYLSPER-UHFFFAOYSA-N

物化性质

• 熔点：
  66 °C
• 沸点：
  244 °C
• 密度：
  1.311
• 闪点：
  101 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2933499090
• 储存条件：
  应存放在室温、干燥且密封的环境中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 8-(Trifluoromethyl)quinoline
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: 8-(Trifluoromethyl)quinoline
CAS number: 317-57-7

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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: C10H6F3N
Molecular weight: 197.2

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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：

  8-三氟甲基喹啉 在 platinum(IV) oxide 氢气 作用下， 以 甲醇 为溶剂， 生成 8-trifluoromethyl-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Hoenel, Michael; Vierhapper, Friedrich W., Journal of the Chemical Society. Perkin transactions I, 1980, p. 1933 - 1939

  摘要：

  DOI：
• 作为产物：
  描述：

  8-氨基喹啉 在 亚硝酸特丁酯 、 copper(I) thiocyanate 、 caesium carbonate 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 17.17h， 生成 8-三氟甲基喹啉
  参考文献：
  名称：

  四氟硼酸Arenediazonium的Sandmeyer三氟甲基化

  摘要：

  铜的能力：在由CuSCN和廉价，易于使用的三氟甲基化试剂Me 3 Si-CF 3原位生成的三氟甲基-铜络合物存在下，重氮盐可转化为相应的三氟甲基衍生物（参见方案）。这种Sandmeyer型反应可从相应的胺直接合成三氟甲基化的芳烃和杂芳烃。

  DOI：

  10.1002/anie.201304276

文献信息

• Quinolines useful in treating cardiovascular disease
  申请人：Collini D. Michael

  公开号：US20050131014A1

  公开（公告）日：2005-06-16

  This invention provides compounds of formula I that are useful in the treatment or inhibition of LXR mediated diseases.

  本发明提供了式I化合物的用途，它们在治疗或抑制LXR介导的疾病中是有用的。
• [EN] TLR7/8 ANTAGONISTS AND USES THEREOF<br/>[FR] ANTAGONISTES DE TLR7/8 ET LEURS UTILISATIONS
  申请人：MERCK PATENT GMBH

  公开号：WO2018031434A1

  公开（公告）日：2018-02-15

  The present invention relates to compounds of Formula I and pharmaceutically acceptable compositions thereof, useful as TLR7/8 antagonists.

  本发明涉及式I化合物及其药用可接受的组合物，用作TLR7/8拮抗剂。
• One-Pot Sandmeyer Trifluoromethylation and Trifluoromethylthiolation
  作者：Bilguun Bayarmagnai、Christian Matheis、Eugen Risto、Lukas J. Goossen

  DOI：10.1002/adsc.201400340

  日期：2014.7.7

  trifluoromethylthiolations. Starting from broadly available (hetero)aromatic amines, various benzotrifluorides were synthesized in high yields via in situ diazotization and copper‐mediated trifluoromethylation using the inexpensive Ruppert–Prakash trifluoromethylating reagent. In the presence of sodium thiocyanate as a sulfur source, aryl trifluoromethyl thioethers are exclusively formed.

  针对Sandmeyer型三氟甲基化和三氟甲基硫醇化开发了实用的一锅法。从广泛使用的（杂）芳族胺开始，使用廉价的Ruppert-Prakash三氟甲基化试剂，通过原位重氮化和铜介导的三氟甲基化，高收率地合成了各种苯并三氟化物。在硫氰酸钠作为硫源的情况下，仅形成芳基三氟甲基硫醚。
• Synthèse de la 6- et de la 8-trifluorométhyl-quinoléine
  作者：E. Pouterman、A. Girardet

  DOI：10.1002/hlca.19470300114

  日期：1947.2.1

  Au cours de ce travail nous avons amélioré la préparation du trifluorotoluéne et avons montré que la décomposition du phénylchloroforme observée par Swarts doit être imputée aux impuretés contenues dans ce produit. Nous avons également montré, que lors de la chloruration du p-nitrotoluéne à température élevée en présence de pentachlorure de phosphore ou d'anhydride phosphorique, il y a substitution

  三氟甲苯和芳基苯甲酸三氯呋喃的单反制剂在Swarts doitêtreimputéeimputéeauximpuretés辅助杂质上的存在。蒙特卡罗尔国家石油公司，对硝基甲苯进行氯化的氯化物，在五氯磷​​酰氯或酸酐中的温度升高，在氯代硝基氯的取代中，在对氯苯并氯的反应中形成。
• Copper-Promoted Sandmeyer Trifluoromethylation Reaction
  作者：Jian-Jun Dai、Chi Fang、Bin Xiao、Jun Yi、Jun Xu、Zhao-Jing Liu、Xi Lu、Lei Liu、Yao Fu

  DOI：10.1021/ja404217t

  日期：2013.6.12

  A copper-promoted trifluoromethylation reaction of aromatic amines is described. This transformation proceeds smoothly under mild conditions and exhibits good tolerance of many synthetically relevant functional groups. It provides an alternative approach for the synthesis of trifluoromethylated arenes and heteroarenes. It also constitutes a new example of the Sandmeyer reaction.

  描述了芳香胺的铜促进的三氟甲基化反应。这种转化在温和条件下顺利进行，并且对许多合成相关的官能团表现出良好的耐受性。它为合成三氟甲基化芳烃和杂芳烃提供了一种替代方法。它也构成了桑德迈尔反应的一个新例子。