5-氯-2-三氟甲基吡啶 | 349-94-0

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 5-氯-2-三氟甲基吡啶
• 中文别名: 5-氯-2-(三氟甲基)吡啶；2-三氟甲基-5-氯吡啶
• 英文名称: 5-chloro-2-(trifluoromethyl)pyridine
• 英文别名: 3-chloro-6-trifluoromethyl pyridine
• CAS: 349-94-0
• 化学式: C₆H₃ClF₃N
• mdl: MFCD06657685
• 分子量: 181.545
• InChiKey: JRUFUZIAZUPVQK-UHFFFAOYSA-N

物化性质

• 熔点：
  35-37°C
• 沸点：
  151-152 °C(Press: 744.6 Torr)
• 密度：
  1.416±0.06 g/cm3(Predicted)
• 闪点：
  54℃

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 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, IRRITANT-HARMFUL
• 危险品标志：
  Xi
• 安全说明：
  S26,S45
• 危险类别码：
  R11,R25,R36/37/38
• WGK Germany：
  3
• 海关编码：
  2933399090
• 危险标志：
  GHS02,GHS06
• 危险性描述：
  H228,H301,H315,H319,H335
• 危险性防范说明：
  P210,P261,P301 + P310,P305 + P351 + P338
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Chloro-2-(trifluoromethyl)pyridine
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H228: Flammable solid
H301: Toxic if swallowed
H315: Causes skin irritation
H319: Causes serious eye irritation
May cause respiratory irritation
H335:
P210: Keep away from heat/sparks/open flames/hot surfaces. No smoking
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P301+P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

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Section 3. Composition/information on ingredients.
Ingredient name: 5-Chloro-2-(trifluoromethyl)pyridine
CAS number: 349-94-0

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C6H3ClF3N
Molecular weight: 181.5

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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 chloride, 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
UN Number: UN2926 Class: 6.1(4.1) Packing group: III
Proper shipping name: FLAMMABLE SOLIDS, TOXIC, ORGANIC, N.O.S. (5-Chloro-2-(trifluoromethyl)pyridine)

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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：

  5-氯-2-三氟甲基吡啶 在 potassium fluoride 、 ammonium hydroxide 、 potassium tert-butylate 、 四丁基氟化铵 、 苄基三乙基氯化铵 、 potassium carbonate 、 sodium chloride 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 为溶剂， 反应 70.16h， 生成 MMV390048
  参考文献：
  名称：

  Vinamidinium 盐化学在抗疟疾 MMV048 的无钯合成中的应用：一种“自下而上”的方法

  摘要：

  MMV390048 ( 1 ) 是一种正在研究抗疟活性的临床化合物。开发了一种新的合成路线，该路线将两个芳香片段偶联，同时通过两个步骤形成中央吡啶环。这一顺序利用了现有依托考昔供应链中使用的原材料，并消除了对钯催化剂的需求，而钯催化剂预计将成为主要的成本驱动因素。

  DOI：

  10.1021/acs.orglett.1c01725
• 作为产物：
  描述：

  2,3-二氯-6-(三氟甲基)吡啶 在 铜 、 丙酸 作用下， 反应 22.0h， 生成 5-氯-2-三氟甲基吡啶
  参考文献：
  名称：

  METHODS FOR PREPARING 3-SUBSTITUTED-6-TRIFLUOROMETHYL PYRIDINES AND METHODS FOR USING 6-TRICHLOROMETHYL HALOGENATED PYRIDINES

  摘要：

  3-取代-6-三氟甲基吡啶是制备N-取代(6-卤代烷基吡啶-3-基)烷基亚磺酰胺的有用合成中间体，该亚磺酰胺在形成有效杀虫剂方面非常有用。公开了制备这种3-取代-6-三氟甲基吡啶的方法。还公开了使用6-三氯甲基卤代吡啶来形成3-取代-6-三氟甲基吡啶的方法。

  公开号：

  US20130261310A1

文献信息

• [EN] AZEPANYL-DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS COMPRISING THE SAME WITH ANTIPARASITIC ACTIVITY<br/>[FR] DÉRIVÉS D'AZÉPANYLE ET COMPOSITIONS PHARMACEUTIQUES À ACTIVITÉ ANTI-PARASITAIRE LES CONTENANT
  申请人：MERCK PATENT GMBH

  公开号：WO2016000827A1

  公开（公告）日：2016-01-07

  The present invention provides compounds of Formula (i). Furthermore, pharmaceutical compositions are provided comprising at least one compound of Formula (i), for the treatment of parasitic diseases including malaria, as well as neurodegenerative diseases.

  本发明提供了化合物的结构式（i）。此外，提供了包含至少一种结构式（i）化合物的药物组合物，用于治疗包括疟疾在内的寄生虫病以及神经退行性疾病。
• A general catalyst for Suzuki–Miyaura and Sonogashira reactions of aryl and heteroaryl chlorides in water
  作者：Hui Peng、Ya-Qin Chen、Shu-Lan Mao、Yun-Xiao Pi、You Chen、Ze-Yu Lian、Tong Meng、Sheng-Hua Liu、Guang-Ao Yu

  DOI：10.1039/c4ob00846d

  日期：——

  synthesis of 2-(3-sulfonatomesityl)-5-sulfonatoindenyl)dicyclohexylphosphine hydrate sodium salt and its use in palladium-catalyzed Suzuki–Miyaura and Sonogashira coupling reactions in water (and biphasic water–organic solvent mixtures) to prepare a variety of functionalized biaryls and aryl alkynes in excellent yield.

  我们报道了2-（3-磺原子原子化）-5-磺酰基茚基）二环己基膦水合物钠盐的合成及其在钯催化的Suzuki-Miyaura和Sonogashira偶联反应中的使用（以及双相水-有机溶剂混合物），以制备各种官能化的联芳基和芳基炔烃的收率很高。
• [EN] PGD2 RECEPTOR ANTAGONISTS FOR THE TREATMENT OF INFLAMMATORY DISEASES<br/>[FR] ANTAGONISTES DE RECEPTEUR DE LA PROSTAGLANDINE D2 POUR LE TRAITEMENT DE MALADIES INFLAMMATOIRES
  申请人：MILLENNIUM PHARM INC

  公开号：WO2005100321A1

  公开（公告）日：2005-10-27

  Disclosed herein are compounds represented by Structural Formula: (I) and (I-A). Also disclosed is the use of such compounds for inhibiting the G-protein coupled receptor referred to as chemoattractant receptor-homologous molecule expressed on Th2, or simply 'CRTH2' for the treatment of inflammatory disorders. The variables in Structural Formula (I) and (I-A) are defined herein.

  本文披露了由结构式(I)和(I-A)表示的化合物。还披露了利用这些化合物抑制称为趋化剂受体同源分子表达在Th2上的G蛋白偶联受体，简称为'CRTH2'，用于治疗炎症性疾病。结构式(I)和(I-A)中的变量在此处被定义。
• [EN] PESTICIDALLY ACTIVE HETEROCYCLIC DERIVATIVES WITH SULFUR CONTAINING SUBSTITUENTS<br/>[FR] DÉRIVÉS HÉTÉROCYCLIQUES À ACTION PESTICIDE COMPRENANT DES SUBSTITUANTS CONTENANT DU SOUFRE
  申请人：SYNGENTA CROP PROTECTION AG

  公开号：WO2020174094A1

  公开（公告）日：2020-09-03

  Compounds of the Formula(1) wherein the substituents are as defined in claim 1. Furthermore, the present invention relates to agrochemical compositions which comprise compounds of formula (I), to preparation of these compositions, and to the use of the compounds or compositions 10 in agriculture or horticulture for combating, preventing or controlling animal pests, including arthropods and in particular insects, moluscs, nematodes or representatives of the order Acarina.

  本发明涉及式(1)化合物，其中取代基如权利要求1所定义。此外，本发明还涉及包含式(I)化合物的农用化学品组合物，这些组合物的制备，以及将化合物或组合物用于农业或园艺中，以防治、预防或控制动物害虫，包括节肢动物，尤其是昆虫、软体动物、线虫或蛛形纲动物。
• Visible‐Light‐Induced Nickel‐Catalyzed Negishi Cross‐Couplings by Exogenous‐Photosensitizer‐Free Photocatalysis
  作者：Irini Abdiaj、Alberto Fontana、M. Victoria Gomez、Antonio de la Hoz、Jesús Alcázar

  DOI：10.1002/anie.201802656

  日期：2018.7.9

  The merging of photoredox and transition‐metal catalysis has become one of the most attractive approaches for carbon–carbon bond formation. Such reactions require the use of two organo‐transition‐metal species, one of which acts as a photosensitizer and the other one as a cross‐coupling catalyst. We report herein an exogenous‐photosensitizer‐free photocatalytic process for the formation of carbon–carbon

  光氧化还原和过渡金属催化的合并已成为形成碳-碳键的最有吸引力的方法之一。此类反应需要使用两种有机过渡金属物种，其中一种用作光敏剂，另一种用作交叉偶联催化剂。我们在此报告了通过使用两种天然丰富金属的直接加速众所周知的镍催化的Negishi交叉偶联来形成碳-碳键的无外源光敏剂的光催化过程。这一发现将为交叉偶联化学开辟新途径，其中涉及有机金属催化配合物的直接可见光吸收。