2-甲氧基-4-三氟甲基吡啶 | 219715-34-1

• 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 - 有机氧化合物
• 中文名称: 2-甲氧基-4-三氟甲基吡啶
• 英文名称: 2-methoxy-4-trifluoromethylpyridine
• 英文别名: 2-Methoxy-4-(trifluoromethyl)pyridine
• CAS: 219715-34-1
• 化学式: C₇H₆F₃NO
• mdl: MFCD00096939
• 分子量: 177.126
• InChiKey: BYGXVIBRFSQTPY-UHFFFAOYSA-N

物化性质

• 沸点：
  172.9±40.0 °C(Predicted)
• 密度：
  1.263±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2933399090
• 包装等级：
  III
• 危险类别：
  3
• 危险性防范说明：
  P261,P305+P351+P338
• 危险品运输编号：
  1993
• 危险性描述：
  H225,H315,H319,H335
• 储存条件：
  室温下应存放在干燥且密封的容器中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Methoxy-4-(trifluoromethyl)pyridine
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-Methoxy-4-(trifluoromethyl)pyridine
CAS number: 219715-34-1

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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: C7H6F3NO
Molecular weight: 177.1

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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-甲氧基-4-三氟甲基吡啶 在 正丁基锂 、 三乙胺 、 sulfur 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 反应 4.0h， 以90.5%的产率得到2-methoxy-4-trifluoromethyl-3-mercaptopyridine
  参考文献：
  名称：

  一种2-甲氧基-4-三氟甲基-3-吡啶磺酰氯的制备方法

  摘要：

  本发明提供2‑甲氧基‑4‑三氟甲基‑3‑吡啶磺酰氯的制备方法，属于精细化工领域。本发明采用原料2‑氯‑4‑三氟甲基吡啶为起始原料，经过甲氧基化，得到2‑甲氧基‑4‑三氟甲基‑3‑吡啶化合物，然后在丁基锂作用下与硫磺粉反应制备得到2‑甲氧基‑3‑巯基‑4‑三氟甲基‑3‑吡啶化合物，再进行氯化和氧化制备得最终产物2‑甲氧基‑4‑三氟甲基‑3‑吡啶磺酰氯化合物。在制备化合物Ⅲ的过程中使用硫磺粉，避免使用硫醚类化合物，可以消除生产过程中带来的恶臭性气味，减少环境污染。采用双氧水进行氧化，氯化亚砜进行氯化，避免使用氯气，有效降低制备合成过程中的危险性，提高安全生产系数。

  公开号：

  CN108558744A
• 作为产物：
  描述：

  4-碘-2-甲氧基吡啶 、 (三氟甲基)三甲基硅烷 在 potassium fluoride 、 copper(l) iodide 、 1,10-菲罗啉 、 硼酸三甲酯 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以54%的产率得到2-甲氧基-4-三氟甲基吡啶
  参考文献：
  名称：

  铜催化烷氧基吡啶衍生物的三氟甲基化

  摘要：

  由于其药理学相关性，芳香和杂芳香核的三氟甲基化近年来引起了相当大的兴趣。我们研究了将简单的铜催化三氟甲基化方案扩展到烷氧基取代的碘代吡啶及其苯并类似物。三氟甲基化在所有情况下都顺利进行，所需的化合物被分离和表征。在 3-iodo-4-甲氧基喹啉的三氟甲基化中，我们观察到伴随的 ON 甲基迁移，导致三氟甲基化喹诺酮作为产物。总体而言，所描述的程序应有助于在药物化学中更广泛地使用铜催化的三氟甲基化。

  DOI：

  10.3390/molecules25204766

文献信息

• Copper-Mediated Perfluoroalkylation of Heteroaryl Bromides with (phen)CuR_F
  作者：Michael G. Mormino、Patrick S. Fier、John F. Hartwig

  DOI：10.1021/ol500422t

  日期：2014.3.21

  synthetic goal over the past several decades. Previously, our group reported phenanthroline-ligated perfluoroalkyl copper reagents, (phen)CuRF, which react with aryl iodides and aryl boronates to form the corresponding benzotrifluorides. Herein the perfluoroalkylation of a series of heteroaryl bromides with (phen)CuCF3 and (phen)CuCF2CF3 is reported. The mild reaction conditions allow the process to tolerate

  在过去的几十年里，将全氟烷基连接到有机化合物上一直是一个主要的合成目标。以前，我们的小组报道了菲咯啉连接的全氟烷基铜试剂 (phen)CuR F，它与芳基碘化物和芳基硼​​酸酯反应形成相应的三氟化苯。本文报道了一系列杂芳基溴化物与 (phen)CuCF 3和 (phen)CuCF 2 CF 3的全氟烷基化。温和的反应条件允许该过程耐受许多常见的官能团。使用 (phen)CuCF 2 CF 3 进行全氟乙基化的产率比使用 (phen)CuCF 3 进行三氟甲基化的产率略高，创建了一种生成氟代烷基杂芳烃的方法，这些杂芳烃不易从三氟乙酸衍生物中获得。
• 8-AZABICYCLO[3.2.1]OCTANE-8-CARBOXAMIDE DERIVATIVE
  申请人：Horiuchi Yoshihiro

  公开号：US20120225876A1

  公开（公告）日：2012-09-06

  Disclosed is a compound represented by formula (1) or a pharmacologically acceptable salt thereof (In the formula, A represents a group that is represented by formula (A-1); R 1a and R 1b may be the same or different and each independently represents a C 1-6 alkyl group which may be substituted by one to three halogen atoms; m and n each independently represents an integer of 0-5; X 1 represents a hydroxyl group or an aminocarbonyl group; Z 1 represents a single bond or the like; and R 2 represents an optionally substituted C 1-6 alkyl group, an optionally substituted C 6-10 aryl group or the like.)

  公开了一种由公式(1)表示的化合物或其药理可接受的盐(在公式中，A代表由公式(A-1)表示的基团；R1a和R1b可以相同或不同，每个独立地表示一个可以由一个到三个卤素原子取代的C1-6烷基；m和n各自独立地表示0-5之间的整数；X1代表羟基或氨基甲酰基；Z1代表单键等；R2代表一个可选地取代的C1-6烷基，一个可选地取代的C6-10芳基等)。
• [EN] PREPARATION OF SULFONAMIDE HERBICIDE PROCESS INTERMEDIATES<br/>[FR] PRÉPARATION D'INTERMÉDIAIRES DE TRAITEMENT HERBICIDE À BASE DE SULFONAMIDES
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2020139734A1

  公开（公告）日：2020-07-02

  Improved methods for preparing chemical precursors to sulfonyl chloride III, which are important intermediates in the preparation of pyroxsulam herbicide, are provided. Also provided are compounds of Formula III, Formula VII, and IV, wherein R1 is a C1-C6 alkyl, X is Cl or OH, Y is halogen, OH, or OR2, and R2 is a C1-C6 alkyl.

  提供了改进的制备磺酰氯前体III的方法，这些前体在制备拟除草剂吡唑磺草酯中起着重要的中间体作用。还提供了Formula III、Formula VII和IV的化合物，其中R1是C1-C6烷基，X是Cl或OH，Y是卤素、OH或OR2，R2是C1-C6烷基。
• N-(\x9b1, 2, 4! triazoloazinyl) benzenesulfonamide and pyridinesulfonamide
  申请人：Dow AgroSciences LLC

  公开号：US05858924A1

  公开（公告）日：1999-01-12

  N-(Triazoloazinyl)arylsulfonamide compounds, such as 2,6-dimethoxy-N-(8-chloro-5-methoxy\x9b1,2,4!-triazolo\x9b1,5-c!pyrimidin-2-yl)b enzenesulfonamide, 2-methoxy-4-(trifluoromethyl)-N-(5,8-dimethoxy\x9b1,2,4!-triazolo\x9b1,5-c!pyrim idin-2-yl)pyridine-3-sulfonamide, and 2-methoxy-6-methoxycarbonyl-N-(5,8-dimethoxy\x9b1,2,4!triazolo\x9b1,5-a!pyridin- 2-yl)benzenesulfonamide were prepared from appropriately substituted 2-amino\x9b1,2,4!triazolo-\x9b1,5-c!pyrimidine and 2-amino\x9b1,2,4!triazolo\x9b1,5-a!-pyridine compounds and appropriately substituted benzene-sulfonyl chloride and pyridine-3-sulfonyl chloride compounds. The compounds were found to be useful as herbicides.

  N-(Triazoloazinyl)芳基磺酰胺化合物，例如2,6-二甲氧基-N-(8-氯-5-甲氧基[1,2,4]三唑[1,5-c]嘧啶-2-基)苯磺酰胺，2-甲氧基-4-(三氟甲基)-N-(5,8-二甲氧基[1,2,4]三唑[1,5-c]嘧啶-2-基)吡啶-3-磺酰胺和2-甲氧基-6-甲氧羰基-N-(5,8-二甲氧基[1,2,4]三唑[1,5-a]吡啶-2-基)苯磺酰胺，是由适当取代的2-氨基[1,2,4]三唑[1,5-c]嘧啶和2-氨基[1,2,4]三唑[1,5-a]吡啶化合物以及适当取代的苯磺酰氯和吡啶-3-磺酰氯化合物制备而成。这些化合物被发现可用作除草剂。
• N- (5, 7-dimethoxy [1, 2, 4] triazolo [1, 5-a] pyrimidin-2-yl) arylsulfonamide compounds and their use as herbicides
  申请人：——

  公开号：US20020111361A1

  公开（公告）日：2002-08-15

  N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl) arylsulfonamide compounds were prepared from 2-amino-5,7-dimethoxy[1,2,4]triazolopyrimidine and appropriately substituted benzenesulfonyl chloride and pyridinesulfonyl chloride compounds. The compounds were found to be useful as herbicides.

  从2-氨基-5,7-二甲氧基[1,2,4]三唑嘧啶和适当取代的苯磺酰氯和吡啶磺酰氯化合物中制备了N-(5,7-二甲氧基[1,2,4]三唑并[1,5-a]嘧啶-2-基)芳基磺酰胺化合物。这些化合物被发现可用作除草剂。