2-(2-氟苯基)乙酰基乙腈 | 93839-19-1

• 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-(2-氟苯基)乙酰基乙腈
• 英文名称: 2-(2-fluorophenyl)-3-oxobutyronitrile
• 英文别名: 2-(2-Fluorophenyl)-3-oxobutanenitrile
• CAS: 93839-19-1
• 化学式: C₁₀H₈FNO
• 分子量: 177.178
• InChiKey: AMRZXBJBTQMMOR-UHFFFAOYSA-N

物化性质

• 沸点：
  232.3±25.0 °C(Predicted)
• 密度：
  1.175±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  3

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-(2-Fluorophenyl)-3-oxobutanenitrile
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-(2-Fluorophenyl)-3-oxobutanenitrile
CAS number: 93839-19-1

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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.
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: C10H8FNO
Molecular weight: 177.2

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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：

  2-(2-氟苯基)乙酰基乙腈 在 盐酸肼 作用下， 以 乙醇 为溶剂， 生成 3-(2-fluorophenyl)-7-isopropyl-2-methylpyrazolo[1,5-a]pyrimidine-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  [EN] APELIN RECEPTOR AGONISTS AND METHODS OF USE THEREOF
  [FR] AGONISTES DU RÉCEPTEUR DE L'APELINE ET LEURS MÉTHODES D'UTILISATION

  摘要：

  本文提供了用于治疗疾病的阿普林受体激动剂。本文披露的化合物对于治疗一系列心血管、肾脏和代谢状况是有用的。

  公开号：

  WO2019032720A1
• 作为产物：
  描述：

  2-氟苯基乙腈 、 乙酸乙酯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 以81%的产率得到2-(2-氟苯基)乙酰基乙腈
  参考文献：
  名称：

  使用叔胺硫脲催化迈克尔加成对映选择性构建芳基取代的全碳四元立体中心

  摘要：

  生物活性氢化二苯并呋喃生物碱的芳基取代的全碳季立体中心的催化对映选择性合成策略是通过使用手性叔胺-硫脲催化剂的 α-氰基酮和丙烯酸酯的迈克尔加成反应实现的。这种方法可以容忍空间体积和多个官能团，并且以良好到极好的收率制备了 32 种迈克尔加合物，并具有中等到良好的对映选择性。一次重结晶后，产物的对映体纯度也可以提高到 99% ee。这种对映选择性迈克尔加成具有低成本、无金属且易于操作的程序，可以提供四克规模的多功能对映纯迈克尔加合物，并为许多氢化二苯并呋喃天然产物提供足够数量的潜在前体。

  DOI：

  10.1002/ejoc.201501420

文献信息

• Metal‐free ring opening of 5‐amino‐1, <scp> 4‐diaryl‐1 <i>H</i> </scp> ‐pyrazoles: A facile access to 2‐aryl‐3‐arylazoacrylonitriles
  作者：Arpita Chatterjee、Divya Radhakrishnan、Debashruti Bandyopadhyay、Selvaraj Kanchithalaivan、Saravanan Peruncheralathan

  DOI：10.1002/jhet.4439

  日期：2022.6

  2-aryl-3-arylazoacrylonitriles are synthesized while attempting the intramolecular N-arylation of 5-aminopyrazoles, using the hypervalent iodine reagent. The synthesis involves phenyl iodine diacetate-assisted ring opening of 5-aminopyrazoles at room temperature. A plausible mechanism for the formation of azoalkenes is proposed.

  在尝试使用高价碘试剂对 5-氨基吡唑进行分子内N-芳基化的同时，合成了各种 2-芳基-3-芳基偶氮丙烯腈。该合成涉及苯基碘二乙酸酯在室温下辅助 5-氨基吡唑的开环。提出了形成偶氮烯烃的合理机制。
• Iodobenzene Dichloride/Zinc Chloride-Mediated Synthesis of <i>N</i> -Alkoxyindole-3-carbonitriles from 3-Alkoxyimino-2-arylalkylnitriles via Intramolecular Heterocyclization
  作者：Zhongxiang Yun、Ran Cheng、Jiyun Sun、Daisy Zhang-Negrerie、Yunfei Du

  DOI：10.1002/adsc.201701111

  日期：2018.1.17

  heterocyclization of the readily available 3‐alkoxyimino‐2‐arylalkylnitriles mediated by iodobenzene dichloride/zinc chloride. The mechanism of the reaction proposes the formation of a key intermediate of nitrenium cation from a chlorination and dechlorination process facilitated by the hypervalent iodine reagent and Lewis acid respectively.

  在温和条件下，通过二氯化碘苯/氯化锌介导的现成的3-烷氧基亚氨基-2-芳基烷基腈的分子内杂环化作用，合成了一系列N-烷氧基吲哚-3-腈。该反应的机理建议由高价碘试剂和路易斯酸分别促进的氯化和脱氯过程中形成nitr阳离子的关键中间体。
• Substituted pyrazolo[1,5-a]pyrimidines as apelin receptor agonists
  申请人：Sanford Burnham Prebys Medical Discovery Institute

  公开号：US11345705B2

  公开（公告）日：2022-05-31

  Provided herein are agonists of the apelin receptor of Formula (I): for the treatment of disease. The compounds disclosed herein are useful for the treatment of a range of cardiovascular, renal and metabolic conditions.

  本文提供的是式 (I) 的芹菜素受体激动剂： 用于治疗疾病。本文公开的化合物可用于治疗一系列心血管、肾脏和代谢疾病。
• 10.1039/d4ob00879k
  作者：Natarajan, Pradeep、Chatterjee, Arpita、Siddharth Jaya Sajeevan、Peruncheralathan, Saravanan

  DOI：10.1039/d4ob00879k

  日期：——

  We present a new strategy for the dearomatized hydroxylation of 5-aminopyrazoles using a hypervalent iodine reagent at room temperature. This method produces a series of 4-hydroxy-5-iminopyrazolines with good to excellent yields within 2 hours. Additionally, we demonstrate a domino reaction for the synthesis of 4-hydroxy-pyrazolones. Mechanistic studies indicate that the dearomatization proceeds through

  我们提出了一种在室温下使用高价碘试剂对 5-氨基吡唑进行脱芳构羟基化的新策略。该方法可在 2 小时内以良好至优异的产率生产一系列 4-羟基-5-亚氨基吡唑啉。此外，我们还演示了合成 4-羟基-吡唑啉酮的多米诺骨牌反应。机理研究表明脱芳构化是通过阳离子中间体进行的。
• APELIN RECEPTOR AGONISTS AND METHODS OF USE THEREOF
  申请人：Sanford Burnham Prebys Medical Discovery Institute

  公开号：EP3664806A1

  公开（公告）日：2020-06-17