2-吗啉苯甲腈 | 204078-32-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 中文名称: 2-吗啉苯甲腈
• 中文别名: 2-(4-吗啉)苯甲腈；2-(4-吗啉基)苯腈
• 英文名称: 2-(4-morpholino)benzonitrile
• 英文别名: N-(2-cyanophenyl)morpholine；2-morpholinobenzonitrile；2-(4-morpholinyl)benzonitrile；2-morpholin-4-ylbenzonitrile
• CAS: 204078-32-0
• 化学式: C₁₁H₁₂N₂O
• mdl: MFCD01313390
• 分子量: 188.229
• InChiKey: KSUYFCSSOHFITQ-UHFFFAOYSA-N

物化性质

• 沸点：
  357.4±37.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P362+P364,P332+P313
• 危险性描述：
  H315,H319

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Morpholinobenzonitrile
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-Morpholinobenzonitrile
CAS number: 204078-32-0

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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
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C11H12N2O
Molecular weight: 188.2

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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.

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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-吗啉苯甲腈 在 硫酸 、 溶剂黄146 、 水 作用下， 反应 2.0h， 生成 2-morpholinobenzamide
  参考文献：
  名称：

  通过无受体脱氢偶联有效构建CN双键

  摘要：

  AbstractThe efficient construction of CN double bonds has been achieved by the Ir‐catalyzed intramolecular acceptorless dehydrogenative cross‐coupling of tertiary amines and amides. An iridium/2‐hydroxypyridine complex was identified as the highly efficient catalyst. A number of quinazolinone derivatives was prepared in excellent yields. An iridium‐mediated CH activation mechanism is proposed. This finding provides an unprecedented strategy for the direct imidation of sp3 CH bonds.magnified image

  DOI：

  10.1002/adsc.201300455
• 作为产物：
  描述：

  吗啉 、 2-氟苯腈 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 2-吗啉苯甲腈
  参考文献：
  名称：

  三唑基和相关杂芳基取代基对 SNAr 反应的加速作用：氢键稳定过渡态的证据

  摘要：

  通过系统实验和密度泛函理论计算研究了 1,2,3-三唑基取代基对 SNAr 反应的显着加速作用。邻三唑基取代基的孤对电子通过与处于加成过渡态的胺亲核试剂形成优先氢键，在降低亲核加成的活化能方面发挥关键作用。在这一发现的扩展中，还发现了一系列具有相似电子对供体特性的相关杂芳基促进 SNAr 反应。实验确定的溶剂效应为这一原理提供了进一步的支持，该原理用于在二氟芳烃底物上实现邻位选择性取代。

  DOI：

  10.1021/jacs.5b06189

文献信息

• [2.2]Paracyclophane-based monophosphine ligand for palladium-catalyzed cross-coupling reactions of aryl chlorides
  作者：Jiwu Ruan、Lee Shearer、Jun Mo、John Bacsa、Antonio Zanotti-Gerosa、Fred Hancock、Xiaofeng Wu、Jianliang Xiao

  DOI：10.1039/b906139h

  日期：——

  A new [2.2]paracyclophane-based electron-rich and sterically bulky monophosphine ligand has been synthesized by an efficient and straightforward method. When combined with palladium, this ligand shows excellent performance in the Buchwald–Hartwig amination and Suzuki–Miyaura coupling reactions of various aryl chlorides. In both types of reactions, ortho-substituted, deactivated aryl chlorides are shown to be viable substrates. However, the Suzuki–Miyaura coupling appears to be easier, with palladium loading at 0.1 mol% being feasible.

  一种新的[2.2]对环芳烷基富电子且立体位阻大的单膦配体，通过一种高效且直接的方法合成。当与钯结合时，该配体在各种芳基氯的Buchwald–Hartwig氨基化和Suzuki–Miyaura偶联反应中显示出卓越的性能。在这两类反应中，邻位取代、钝化的芳基氯被证明是可行的底物。然而，Suzuki–Miyaura偶联似乎更简单，钯的负载量在0.1摩尔%时即可行。
• Air-stable and highly efficient indenyl-derived phosphine ligand: Application to Buchwald–Hartwig amination reactions
  作者：Xiaowei Hao、Jia Yuan、Guang-Ao Yu、Ming-Qiang Qiu、Neng-Fang She、Yue Sun、Cui Zhao、Shu-Lan Mao、Jun Yin、Sheng-Hua Liu

  DOI：10.1016/j.jorganchem.2012.02.007

  日期：2012.6

  [(2-mesitylindenyl)dicyclohexyl-phosphine]PdCl2 (2) have been synthesized and fully characterized by NMR and elemental analysis, as well as by X-ray crystallography for 2. A Highly active catalyst system derived from a palladium precatalyst and bulky 2-mesitylindenyl phosphine ligand (1) for the Buchwald–Hartwig amination reaction of aryl halides with primary and secondary amines has been developed. This method

  合成了2-异丁烯基膦配体（1）和[（2-异丁烯基）二环己基膦] PdCl 2（2），并通过NMR和元素分析以及2的X射线晶体学进行了全面表征。已经开发出了一种高活性催化剂体系，该体系衍生自钯预催化剂和庞大的2-间苯三甲d基膦配体（1），用于芳基卤化物与伯胺和仲胺的Buchwald-Hartwig胺化反应。该方法允许以中等至优异的产率制备多种胺，并显示出高水平的用于芳基氯化物和受阻芳基溴化物偶联的活性。
• [EN] TRIAZOLES FOR THE TREATMENT OF DEMYELINATING DISEASES<br/>[FR] TRIAZOLES POUR LE TRAITEMENT DE MALADIES LIÉES À LA DÉMYÉLINISATION
  申请人：VERTEX PHARMA

  公开号：WO2016197009A1

  公开（公告）日：2016-12-08

  The invention relates to triazole compounds of formula I and I' or pharmaceutically acceptable salts thereof, useful as modulators of demyelinating diseases: The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention, methods of using the compositions and kits thereof in the treatment of various demyelinating and neurodegenerative diseases, including multiple sclerosis.

  该发明涉及式I和I'的三唑化合物或其药学上可接受的盐，用作脱髓鞘疾病的调节剂：该发明还提供了包括该发明化合物的药学上可接受的组合物，以及在治疗各种脱髓鞘和神经退行性疾病，包括多发性硬化症中使用这些组合物的方法和工具包。
• Aryl-Diadamantyl Phosphine Ligands in Palladium-Catalyzed Cross-Coupling Reactions: Synthesis, Structural Analysis, and Application
  作者：Ádám Sinai、Dániel Cs. Simkó、Fruzsina Szabó、Attila Paczal、Tamás Gáti、Attila Bényei、Zoltán Novák、András Kotschy

  DOI：10.1002/ejoc.201901834

  日期：2020.3.8

  Bulky diadamantyl aryl phoshine ligands were synthesized and utilized in Buchwald‐Hartwig coupling reactions of sterically demanding ortho‐substituted aryl chlorides. The ligands also showed enhanced catalytic activity in the coupling of tosyl hydrazones and aryl halides.

  合成了大体积的二金刚烷基芳基膦配体，并将其用于空间要求的邻位取代的芳基氯化物的Buchwald-Hartwig偶联反应中。在甲苯磺酰also和芳基卤化物的偶联中，配体还显示出增强的催化活性。
• Substituted compounds derived from N-(benzyl)phenylacetamide, preparation and uses
  申请人：Masson Christophe

  公开号：US20060079696A1

  公开（公告）日：2006-04-13

  This invention relates to poly-substituted derivatives of the N-(benzyl)phenylacetamide type, pharmaceutical compositions comprising same, therapeutic uses thereof, more particularly in the fields of human and animal health. This invention also relates to a process for the preparation of such derivatives.

  本发明涉及N-(苄基)苯乙酰胺型多取代衍生物，包括含有该衍生物的药物组合物，以及其在人类和动物健康领域的治疗用途。本发明还涉及制备这些衍生物的方法。