2-甲氧基-4-(三氟甲基)苯腈 | 132927-08-3

• 物质功能分类: 有机原料 - 有机氟化合物 - 氟苯腈系列
• 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-4-(三氟甲基)苯腈
• 中文别名: 2-甲氧基-4-三氟甲基苯甲腈；2-甲氧基-4-三氟甲基苯腈；2-甲氧基-4-三氟甲基苯氰
• 英文名称: 2-methoxy-4-trifluoromethyl-benzonitrile
• 英文别名: 2-Methoxy-4-trifluormethyl-benzoesaeure-nitril；2-Methoxy-4-trifluormethyl-benzonitril；2-Methoxy-4-(trifluoromethyl)benzonitrile
• CAS: 132927-08-3
• 化学式: C₉H₆F₃NO
• mdl: MFCD02101784
• 分子量: 201.148
• InChiKey: IXLCDVCLGOVPBE-UHFFFAOYSA-N

物化性质

• 熔点：
  64-65 °C
• 沸点：
  90-92 °C(Press: 2 Torr)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 危险品标志：
  T
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2926909090
• 危险品运输编号：
  UN 3276

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Methoxy-4-(trifluoromethyl)benzonitrile
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)benzonitrile
CAS number: 132927-08-3

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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: C9H6F3NO
Molecular weight: 201.1

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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)苯腈 在 lithium aluminium tetrahydride 、 三苯基膦 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 36.17h， 生成 4-benzoyl-5-(4-bromophenyl)-1-(2-methoxy-4-(trifluoromethyl)phenyl)-3-isopropoxy-1H-pyrrol-2(5H)-one
  参考文献：
  名称：

  Discovery of 1-arylpyrrolidone derivatives as potent p53–MDM2 inhibitors based on molecule fusing strategy

  摘要：

  Introducing an aryl moiety to our previous pyrrolidone scaffold by molecule fusing strategy afforded two sets of isopropylether-pyrrolidone and alpha-phenylethylamine-pyrrolidone derivatives. Two novel compounds 8b and 8g of the latter serial showed potent p53-MDM2 inhibitory activities with K-i values of 90 nM which were three-time higher than that of the parent compound. We also confirmed compound 8b can activate p53 proteins in lung cancer A549 cells. The results offered us valuable information for further lead optimization. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.063
• 作为产物：
  描述：

  4-氰基-3-硝基三氟甲基苯 在 sodium methylate 作用下， 以 甲醇 、 水 为溶剂， 生成 2-甲氧基-4-(三氟甲基)苯腈
  参考文献：
  名称：

  Arthropodicidal tetrahydrobenzopyranopyrazoles

  摘要：

  这项发明涉及代替的四氢苯并吡喃吡唑的化合物，其化学式为其中R1至R5为取代基，或R1、R2和R5可以独立地是氢；以及中间体，含有这些四氢苯并吡喃吡唑的农业组合物，以及使用它们来控制农业和非农业环境中的节肢动物的方法。还公开了一种通过在卤化剂和碱存在下环化含磷起始反应物来制备四氢苯并吡喃吡唑的方法。

  公开号：

  EP0386892A3

文献信息

• Arene Cyanation via Cation-Radical Accelerated-Nucleophilic Aromatic Substitution
  作者：Natalie Holmberg-Douglas、David A. Nicewicz

  DOI：10.1021/acs.orglett.9b02678

  日期：2019.9.6

  Herein we describe a cation radical-accelerated-nucleophilic aromatic substitution (CRA-SNAr) of alkoxy arenes utilizing a highly oxidizing acridinium photoredox catalyst and acetone cyanohydrin, an inexpensive and commercially available cyanide source. This cyanation is selective for carbon-oxygen (C-O) bond functionalization and is applicable to a range of methoxyarenes and dimethoxyarenes. Furthermore

  本文中，我们描述了利用高度氧化的cri啶氧化还原催化剂和丙酮氰醇（一种便宜的可商购氰化物源）对烷氧基芳烃进行阳离子自由基加速的亲核芳香取代（CRA-SNAr）。该氰化对于碳-氧（CO）键官能化是选择性的，并且适用于一定范围的甲氧基芳烃和二甲氧基芳烃。此外，计算研究为预测​​甲氧基芳烃阳离子自由基的竞争性CH和CO氰化反应中的区域选择性和化学选择性提供了模型。
• Organophotoredox Hydrodefluorination of Trifluoromethylarenes with Translational Applicability to Drug Discovery
  作者：Jeroen B. I. Sap、Natan J. W. Straathof、Thomas Knauber、Claudio F. Meyer、Maurice Médebielle、Laura Buglioni、Christophe Genicot、Andrés A. Trabanco、Timothy Noël、Christopher W. am Ende、Véronique Gouverneur

  DOI：10.1021/jacs.0c03881

  日期：2020.5.20

  Molecular editing such as insertion, deletion, and single atom exchange in highly functionalized compounds is an aspirational goal for all chemists. Here, we disclose a photoredox protocol for the replacement of a single fluorine atom with hydrogen in electron-deficient trifluoromethylarenes including complex drug molecules. A robustness screening experiment shows that this reductive defluorination

  在高度官能化的化合物中进行分子编辑，例如插入、删除和单原子交换，是所有化学家的理想目标。在这里，我们公开了一种光氧化还原方案，用于在缺电子的三氟甲基芳烃（包括复杂的药物分子）中用氢替换单个氟原子。稳健性筛选实验表明，这种还原性脱氟可以耐受生物活性分子中常见的一系列官能团和杂环。初步研究暗示了一个催化循环，其中有机光催化剂的激发态被氢原子供体还原淬灭，并被三氟甲基芳烃恢复到其原始氧化态。
• Arthropodicidal tetrahydrobenzopyranopyrazoles
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0386892A3

  公开（公告）日：1990-11-28

  This invention concerns substituted tetrahydrobenzopyranopyrazoles of the formula wherein R1 to R5 are substituents, or Ri, R2 and R5 may independently be hydrogen; intermediates thereto, agricultural compositions containing the tetrahydrobenzopyranopyrazoles and a method for using them to control arthropods in agronomic and nonagronomic environments. Also disclosed is a process for preparing the tetrahydrobenzopyranopyrazoles by cyclization of phosphorus-containing starting reactants in the presence of a halogenating agent and base.

  这项发明涉及代替的四氢苯并吡喃吡唑的化合物，其化学式为其中R1至R5为取代基，或R1、R2和R5可以独立地是氢；以及中间体，含有这些四氢苯并吡喃吡唑的农业组合物，以及使用它们来控制农业和非农业环境中的节肢动物的方法。还公开了一种通过在卤化剂和碱存在下环化含磷起始反应物来制备四氢苯并吡喃吡唑的方法。
• An Efficient Method for the Programmed Synthesis of Multifunctional Diketopyrrolopyrroles
  作者：Michał Pieczykolan、Bartłomiej Sadowski、Daniel T. Gryko

  DOI：10.1002/anie.201915953

  日期：2020.5.4

  A new, transformative methodology for the preparation of diketopyrrolopyrroles from aldehydes, primary amines, nitriles, and diethyl oxalacetate has been developed. It is now possible to prepare diketopyrrolopyrroles bearing an ordered arrangement of three different substituents from abundant and commercially available materials, allowing the independent regulation of all desired physicochemical properties

  已开发出一种新的，可转化的方法，可从醛，伯胺，腈和草酸二乙酯制备二酮吡咯并吡咯。现在可以从大量可商购的材料制备带有三个不同取代基的有序排列的二酮吡咯并吡咯，从而可以独立调节所有所需的理化性质。第一次非常富电子（咔唑-3-基，二甲基氨基苯基，吡咯并[3,2-b]吡咯基）和位阻取代基（萘-1-基，喹啉-4-基、,啶-9-基）咪唑并[1，5-a]吡啶-1-基，2-溴苯基等）可以通过适当的腈与吡咯烷-2-酮中间体缩合而附加到二酮吡咯并吡咯核上。
• [EN] HETEROAROMATIC UREA DERIVATIVES AS VR-1 RECEPTOR MODULATORS FOR TREATING PAIN<br/>[FR] DERIVES HETEROAROMATIQUES D'UREE EN TANT QUE MODULATEURS DU RECEPTEUR VR-1 POUR TRAITER LA DOULEUR
  申请人：MERCK SHARP & DOHME

  公开号：WO2003080578A1

  公开（公告）日：2003-10-02

  The present invention provides compounds of formula (I); pharmaceutically acceptable salts and N-oxides thereof in which A, B, D and E are C or N with the proviso that one or more are N, R1, R2, R3, R4, R5 and R6 are simple substituents, n is 0-3 and y is an aryl, heteroaryl, carbocyclyl or fused-carbocyclyl group; as VR-1 antagonists for treating conditions or diseases in which pain and/or inflammation predominates; the use of the same for manufacturing medicaments, pharmaceutical compositions comprising them and methods of treatment utilising them.

  本发明提供了式（I）的化合物；其药学上可接受的盐和N-氧化物，其中A、B、D和E是C或N，但其中一个或多个是N，R1、R2、R3、R4、R5和R6是简单的取代基，n为0-3，y是芳基、杂环芳基、碳环芳基或融合碳环芳基基团；作为VR-1拮抗剂，用于治疗以疼痛和/或炎症为主的疾病或症状；其用于制造药物、包含它们的药物组合物以及利用它们的治疗方法。