2-甲氧基-5-(三氟甲基)苯甲醛 | 146539-83-5

• 物质功能分类: 有机原料 - 醛类化合物
• 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-甲氧基-5-(三氟甲基)苯甲醛
• 中文别名: 2-甲氧基-5-三氟甲基苯甲醛
• 英文名称: 2-methoxy-5-(trifluoromethyl)benzaldehyde
• CAS: 146539-83-5
• 化学式: C₉H₇F₃O₂
• mdl: MFCD03788528
• 分子量: 204.149
• InChiKey: WFRURKYDETYZGF-UHFFFAOYSA-N

物化性质

• 熔点：
  85-89°C
• 沸点：
  238℃
• 密度：
  1.287
• 闪点：
  95℃
• 稳定性/保质期：

  避免与氧化物和空气接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37
• 危险类别码：
  R22,R36,R43
• 海关编码：
  2913000090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  保存方法：密封、阴凉、通风干燥处。

SDS

Material Safety Data Sheet

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

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H302: Harmful if swallowed
H317: May cause an allergic skin reaction
H319: Causes serious eye irritation
H412: Harmful to aquatic life with long lasting effects
P273: Avoid release to the environment
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

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Section 3. Composition/information on ingredients.
Ingredient name: 2-Methoxy-5-(trifluoromethyl)benzaldehyde
CAS number: 146539-83-5

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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, refrigerated.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C9H7F3O2
Molecular weight: 204.1

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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, 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

2-甲氧基-5-(三氟甲基)苯甲醛可以参与多种化学反应，如氧化、还原以及亲核加成等。此外，甲氧基和三氟甲基的存在也可能影响其反应性和溶解性。

用途

2-甲氧基-5-(三氟甲基)苯甲醛是一种白色晶体状粉末，通常用作合成其他有机化合物的中间体，特别是在药物化学和材料科学领域中。

反应信息

• 作为反应物：
  描述：

  2-甲氧基-5-(三氟甲基)苯甲醛 在 sodium acetate 、 potassium carbonate 作用下， 以 乙醇 、 水 、 乙酸酐 为溶剂， 反应 8.0h， 生成 (Z)-5-(2-methoxy-5-(trifluoromethyl)benzylidene)-2,3-dimethyl-3,5-dihydroimidazol-4-one
  参考文献：
  名称：

  带有绿色荧光蛋白发色团邻羟基的激发态分子内质子转移分子

  摘要：

  合成了绿色荧光蛋白生色团的邻羟基类似物1a – g。通过X射线单晶分析，电化学和发光特性研究了它们的结构和电子性能。在固体和非极性溶剂中1a – g主要以Z的形式存在具有七元环氢键并经历激发态分子内质子转移（ESIPT）反应的构象异构体，导致质子转移互变异构体发射。荧光上转换动力学揭示了一种相干类型的ESIPT，随后是快速振动/溶剂弛豫（<1 ps）到扭曲（关于exo-C（5）–C（4）–C（3）键）构象，在环己烷中分辨出了几到几十皮秒的快速人口衰减。因此，质子互变异构体转移发射强度适中（0.08英寸1E）至弱（〜10 -4在1A）的环己烷。1g中更强的分子内氢键抑制芳基-烯烃键的旋转，从而导致发射互变异构体的高产率（Φ ˚F ≈0.2）。在固态下，由于抑制了exo-C（5）–C（4）–C（3）的旋转，对于1a – g，可获得强互变异构体发射，量子产率为0.1–0.9 。取决于取代基在HO

  DOI：

  10.1021/jo2012384
• 作为产物：
  描述：

  对三氟甲基苯酚 在 正丁基锂 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 46.75h， 生成 2-甲氧基-5-(三氟甲基)苯甲醛
  参考文献：
  名称：

  Substituent control of intramolecular hydrogen bonding in formyl-protonated o-anisaldehydes: a stable ion and semiempirical MO investigation

  摘要：

  o-Anisaldehyde and its 5-Br, 5-F, 5-CF3, 5-CN, 5-NO2, and 5-COMe derivatives are protonated at the formyl group in 1:1 SbF5-FSO3H/SO2 (or SO2ClF) to give persistent carboxonium ions as mixtures of Z and E geometrical isomers. The cyano, nitro, and acetyl substituents are also protonated, leading to dications and additional geometrical isomers in the nitro and acetyl cases. The carboxonium ions are predominantly in the Z,syn configuration, but with increased amounts of the E,anti configuration with increased electron withdrawal by the substituents. With 5-NO2H+, E isomers become more abundant than Z. The formyl protonated 2-(trifluoromethoxy)benzaldehyde shows a strong preference for the E configuration. The preference for the Z,syn form is attributed to intramolecular hydrogen bonding that becomes less favorable as electron density is withdrawn from the methoxyl oxygen. The log Z/E values correlate with differences in energy content of the isomers predicted in AM1 calculations, and the chemical shift of the hydroxyl proton of the carboxonium group correlates well with predicted charge on the proton.

  DOI：

  10.1021/jo00058a018

文献信息

• Substituted Pyrrolidines and Methods of Use
  申请人：AbbVie S.à.r.l.

  公开号：US20180099931A1

  公开（公告）日：2018-04-12

  The invention discloses compounds of Formula (I) wherein R 1 , R 2 , R 2A , R 3 , R 3A , R 4 , R 4A , and R 5 are as defined herein. The present invention relates to compounds and their use in the treatment of cystic fibrosis, methods for their production, pharmaceutical compositions comprising the same, and methods of treating cystic fibrosis by administering a compound of the invention.

  该发明公开了式（I）的化合物 其中R 1 ，R 2 ，R 2A ，R 3 ，R 3A ，R 4 ，R 4A 和R 5 如本文所定义。本发明涉及化合物及其在囊性纤维化治疗中的应用，其生产方法，包含相同化合物的药物组合物，以及通过给予该发明的化合物来治疗囊性纤维化的方法。
• Nucleophilic Amination of Methoxy Arenes Promoted by a Sodium Hydride/Iodide Composite
  作者：Atsushi Kaga、Hirohito Hayashi、Hiroyuki Hakamata、Miku Oi、Masanobu Uchiyama、Ryo Takita、Shunsuke Chiba

  DOI：10.1002/anie.201705916

  日期：2017.9.18

  Come full circle: A method for the nucleophilic amination of methoxy arenes was established by using sodium hydride (NaH) in the presence of lithium iodide (LiI). This method offers an efficient route to benzannulated nitrogen heterocycles. Mechanistic studies showed that the reaction proceeds through an unusual concerted nucleophilic aromatic substitution.

  围成一圈：在碘化锂（LiI）存在下，使用氢化钠（NaH）建立了甲氧基芳烃的亲核胺化方法。该方法提供了一条有效的途径来制得二环氮杂环。机理研究表明，该反应通过异常的协同的亲核芳族取代进行。
• [EN] AZABICYCLIC AMINE DERIVATIVES AS NK-1 RECEPTOR ANTAGONISTS<br/>[FR] DERIVES D'AMINE AZABICYCLIQUE UTILISES EN TANT QU'ANTAGONISTES DU RECEPTEUR NK-1
  申请人：MERCK SHARP & DOHME

  公开号：WO2004031190A1

  公开（公告）日：2004-04-15

  The present invention relates compounds of the formula (I), wherein X represents hydrogen or a C1-4alkyl group optionally substituted by a hydroxy group; Y represents hydrogen, C1-6alkyl or C3-7cycloalkyl; Z is -CR9R10CH2- or -CH2CR9R10-; R represents hydrogen, fluorine, hydroxy, C¿1-6?alkyl or C1-6alkoxy; and R?1, R2, R3, R4, R5 and R6¿ are as defined herein. The compounds are of particular use in the treatment or prevention of depression, anxiety, pain, inflammation, migaine, emesis or postherpetic neuralgia.

  本发明涉及以下式（I）的化合物，其中X代表氢或一个C1-4烷基基团，该基团可以选择地被一个羟基取代；Y代表氢，C1-6烷基或C3-7环烷基；Z为-CR9R10CH2-或-CH2CR9R10-；R代表氢，氟，羟基，C1-6烷基或C1-6烷氧基；而R1、R2、R3、R4、R5和R6如本文所定义。这些化合物在治疗或预防抑郁症、焦虑、疼痛、炎症、偏头痛、呕吐或带状疱疹后神经痛方面特别有用。
• CYANO SUBSTITUTED HETEROARYLPYRIMIDINONE DERIVATIVE, PREPARATION METHOD AND USE THEREOF
  申请人：ZHEJIANG HISUN PHARMACEUTICAL CO., LTD.

  公开号：US20200102322A1

  公开（公告）日：2020-04-02

  The present invention relates to a cyano-substituted heteroarylpyrimidinone derivative represented by formula (I), a preparation method therefor and a use thereof as a therapeutic agent, in particular a use as an acetyl-CoA carboxylase (ACC) inhibitor, and the definition of each substituent in formula (I) is the same as the definition in the description.

  本发明涉及一种由式(I)表示的氰基取代的杂环吡啶酮衍生物，其制备方法以及作为治疗剂的用途，特别是作为乙酰辅酶A羧化酶（ACC）抑制剂的用途，式(I)中每个取代基的定义与说明中的定义相同。
• Unprecedented reductive cyclisation of salophen ligands to tetrahydroquinoxalines during metal complex formation
  作者：Katie J. Lamb、Mark R. Dowsett、Michael North、Rachel R. Parker、Adrian C. Whitwood

  DOI：10.1039/d0cc01192d

  日期：——

  The synthesis of novel tetrahydroquinoxalines by a metal induced one-electron reductive cyclisation of salophen ligands was found to occur when a salophen ligand was treated with chromium(ii) chloride or decamethylcobaltocene.

  当通过氯化铬（ii）或十甲基钴茂金属对Salophen配体进行处理时，发现通过金属诱导的Salophen配体的单电子还原环化反应合成了新的四氢喹喔啉。