4-(4-氰苯基)吗啉 | 10282-31-2

• 物质功能分类: 有机原料 - 杂环化合物
• 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: 4-(4-氰苯基)吗啉
• 中文别名: 4-(4-苯氰基)吗啉
• 英文名称: 4-morpholinobenzonitrile
• 英文别名: N-(4-cyanophenyl)morpholine；4-(morpholin-4-yl)benzonitrile；4-(4-morpholinyl)-benzonitrile；N-(p-cyanophenyl)morpholine；4-(4-cyanophenyl)-morpholine；4-morpholin-4-ylbenzonitrile
• CAS: 10282-31-2
• 化学式: C₁₁H₁₂N₂O
• mdl: MFCD00100115
• 分子量: 188.229
• InChiKey: ZSCUWVQXQDCSRV-UHFFFAOYSA-N

物化性质

• 熔点：
  85 °C
• 沸点：
  371.7±37.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)
• 稳定性/保质期：
  遵照规格使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 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

• 危险等级：
  6.1
• 海关编码：
  2934999090
• 危险品运输编号：
  UN 3439
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P261,P280,P305+P351+P338,P311
• 危险性描述：
  H302+H312,H315,H319,H331,H335
• 储存条件：
  密封于阴凉干燥处。

SDS

4-(4-Cyanophenyl)morpholine Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 4-(4-Cyanophenyl)morpholine

Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS
Acute toxicity (Oral) Category 3
Category 3
Acute toxicity (Dermal)
Acute toxicity (Inhalation) Category 3
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Danger
Hazard statements Toxic if swallowed, in contact with skin or if inhaled
Precautionary statements:
Avoid breathing dust/fume/gas/mist/vapours/spray.
[Prevention]
Use only outdoors or in a well-ventilated area.
Do not eat, drink or smoke when using this product.
Wash hands thoroughly after handling.
Wear protective gloves and eye/face protection.
[Response] IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for
breathing. Call a POISON CENTER or doctor/physician.
IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. Rinse
mouth.
IF ON SKIN: Gently wash with plenty of soap and water.
Remove/Take off immediately all contaminated clothing.
Wash contaminated clothing before reuse.
Call a POISON CENTER or doctor/physician if you feel unwell.
[Storage] Store in a well-ventilated place. Keep container tightly closed.
Store locked up.
[Disposal] Dispose of contents/container through a waste management company authorized by
the local government.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance
Substance/mixture:
4-(4-Cyanophenyl)morpholine

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Components: 4-(4-Cyanophenyl)morpholine
Percent: >98.0%(GC)
CAS Number: 10282-31-2
Synonyms: 4-Morpholinobenzonitrile
Chemical Formula: C11H12N2O

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Call a POISON CENTER or doctor/physician.
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. Call a POISON CENTER or doctor/physician.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Immediately call a POISON CENTER or doctor/physician. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use extra personal protective equipment (P3 filter respirator for toxic particles). Keep
protective equipment and people away from and upwind of spill/leak. Entry to non-involved personnel should
emergency procedures: be controlled around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a closed system if possible. Use a local exhaust if dust or aerosol will be
generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool, dark and well-ventilated place.
Store locked up.
Store away from incompatible materials such as oxidizing agents.
Comply with laws.
Packaging material:

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust. Also install safety shower and eye bath.
4-(4-Cyanophenyl)morpholine

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Personal protective equipment
Respiratory protection: Dust respirator, self-contained breathing apparatus(SCBA), supplied air respirator,
etc. Use respirators approved under appropriate government standards and follow
local and national regulations.
Hand protection: Impervious gloves.
Safety goggles. A face-shield, if the situation requires.
Eye protection:
Skin and body protection: Impervious protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Crystal- Powder
Form:
Colour: White - Slightly pale yellow
No data available
Odour:
pH: No data available
Melting point/freezing point:85°C
Boiling point/range: No data available
Flash point: No data available
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: No data available
Solubility(ies):
[Water] No data available
[Other solvents]
Soluble: Methanol

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx), Cyanide
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
No data available
NTP =
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
Mobility in soil
Log Pow: No data available
4-(4-Cyanophenyl)morpholine

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Section 12. ECOLOGICAL INFORMATION
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
6.1: Toxic substance.
Hazards Class:
UN-No: 3439
Proper shipping name: Nitriles, solid, toxic, n.o.s.
Packing group: III

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-(4-氰苯基)吗啉 在 氢氧化钾 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以1.21 g (99%)的产率得到4-吗啉基苯甲酸
  参考文献：
  名称：

  Antithrombotic amides

  摘要：

  本申请涉及一种具有化学式(I)的化合物（或其药用可接受的盐），如本文所定义，以及该化合物的药物组合物，作为Xa因子抑制剂的用途，以及其制备过程和中间体。

  公开号：

  US06610704B1
• 作为产物：
  描述：

  5-氰基-2-氟苯甲醛 在 N,N-二甲基丙烯基脲 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 生成 4-(4-氰苯基)吗啉
  参考文献：
  名称：

  邻氨基苯甲醛的无催化剂光脱羰

  摘要：

  几乎共识是，醛基（–CHO）的脱羰不仅需要通过过渡金属催化剂来介导，而且还需要严格的反应条件（高温和长反应时间）。在这项工作中，受“基于构象选择性的”设计策略的启发，我们打破了这一共识，并发现了醛基的无催化剂光脱羰基。它表明，脱羰基化可以用可见光照射能够容易地实现通过引入叔胺到邻醛基的-位置。在温和条件下，我们的光脱羰基化可以耐受各种各样的叔胺。此外，在精心设计的特殊底物上进行机理和实验的（QM）计算表明，我们的光脱羰基取决于醛基和叔胺的构象特异性，并通过异常的[1,4] -H位移和随后的[1,3] -H移位。

  DOI：

  10.1039/d0gc01256d

文献信息

• Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers
  作者：Tristan Delcaillau、Philip Boehm、Bill Morandi

  DOI：10.1021/jacs.1c00529

  日期：2021.3.17

  We describe a new functional group metathesis between aryl nitriles and aryl thioethers. The catalytic system nickel/dcype is essential to achieve this fully reversible transformation in good to excellent yields. Furthermore, the cyanide- and thiol-free reaction shows high functional group tolerance and great efficiency for the late-stage derivatization of commercial molecules. Finally, synthetic applications

  我们描述了芳基腈和芳基硫醚之间的新官能团复分解。催化系统镍/dcype 对于实现这种完全可逆的转化，以良好的收率至关重要。此外，不含氰化物和硫醇的反应显示出高官能团耐受性和商业分子后期衍生化的高效率。最后，合成应用证明了它在多步合成中的多功能性和实用性。
• Cobalt-Catalyzed Electrophilic Amination of Aryl- and Heteroarylzinc Pivalates with <i>N</i> -Hydroxylamine Benzoates
  作者：Yi-Hung Chen、Simon Graßl、Paul Knochel

  DOI：10.1002/anie.201710931

  日期：2018.1.22

  Aryl‐ and heteroarylzinc pivalates can be aminated with O‐benzoylhydroxylamines at 25 °C within 2–4 h in the presence of 2.5–5.0 % CoCl2⋅2 LiCl to furnish the corresponding tertiary arylated or heteroarylated amines in good yields. This electrophilic amination also provides access to diarylamines and aryl(heteroaryl)amines. A new tuberculosis drug candidate (Q203) was prepared in six steps and 56 %

  芳基-和三甲基乙酸盐heteroarylzinc可胺化以Ó在存在-benzoylhydroxylamines在25℃下2-4小时内2.5-5.0％氯化钴2 ⋅2的LiCl以提供相应的以良好的收率叔芳基化或heteroarylated胺。这种亲电胺化作用还提供了二芳基胺和芳基（杂芳基）胺的通道。使用该钴催化的胺化反应作为关键步骤，可以分六个步骤制备新的候选结核病药物（Q203），使总收率达到56％。
• FIBROSIS INHIBITOR
  申请人：Sumitomo Pharmaceuticals Company, Limited

  公开号：EP1479384A1

  公开（公告）日：2004-11-24

  Medicament being useful as a fibrosis inhibitor for organs or tissues, which comprises a compound of the formula (I): wherein Ring Z is optionally substituted pyrrole ring, etc.; W2 is -CO-, -SO2-, optionally substituted C1-C4 alkylene, etc.; Ar2 is optionally substituted aryl, etc.; W1 and Ar1 mean the following (1) and (2): (1) W1 is optionally substituted C1-C4 alkylene, etc.; Ar1 is optionally substituted bicyclic heteroaryl having 1 to 4 nitrogen atoms as ring-forming atoms: (2) W1 is optionally substituted C2-C5 alkylene, optionally substituted C2-C5 alkenylene, etc.; and Ar1 is aryl or monocyclic heteroaryl, which is substituted by carboxyl, alkoxycarbonyl, etc. at the ortho- or meta-position thereof with respect to the binding position of W1, or a pharmaceutically acceptable salt thereof.

  药物作为器官或组织的纤维化抑制剂而有用，包括具有以下式（I）的化合物： 其中环Z是可选择取代的吡咯环等；W2是-CO-，-SO2-，可选择取代的C1-C4烷基等；Ar2是可选择取代的芳基等；W1和Ar1表示如下（1）和（2）： （1）W1是可选择取代的C1-C4烷基等；Ar1是可选择取代的具有1至4个氮原子作为环形成原子的双环杂芳基： （2）W1是可选择取代的C2-C5烷基，可选择取代的C2-C5烯基等；以及 Ar1是芳基或单环杂芳基，其在相对于W1的结合位置的邻位或间位处被羧基，烷氧羰基等取代， 或其药学上可接受的盐。
• Fused azabicyclic compounds that inhibit vanilloid receptor subtype 1 (VR1) receptor
  申请人：——

  公开号：US20040157849A1

  公开（公告）日：2004-08-12

  Compounds of formula (I) 1 are novel VR1 antagonists that are useful in treating pain, inflammatory thermal hyperalgesia, urinary incontinence and bladder overactivity.

  式（I）的化合物是新颖的VR1拮抗剂，可用于治疗疼痛、炎症性热性过敏、尿失禁和膀胱过度活动。
• Practical Catalytic Cleavage of C(sp ³ )−C(sp ³ ) Bonds in Amines
  作者：Wu Li、Weiping Liu、David K. Leonard、Jabor Rabeah、Kathrin Junge、Angelika Brückner、Matthias Beller

  DOI：10.1002/anie.201903019

  日期：2019.7.29

  The selective cleavage of thermodynamically stable C(sp3)−C(sp3) single bonds is rare compared to their ubiquitous formation. Herein, we describe a general methodology for such transformations using homogeneous copper‐based catalysts in the presence of air. The utility of this novel methodology is demonstrated for Cα−Cβ bond scission in >70 amines with excellent functional group tolerance. This transformation

  与它们普遍存在的形成相比，热力学稳定的C（sp 3）-C（sp 3）单键的选择性裂解是罕见的。本文中，我们描述了在空气存在下使用均相铜基催化剂进行此类转化的一般方法。这种新颖的方法的效用证明对C α -C β在> 70度胺具有优良的官能团耐受性键断裂。该转化建立了叔胺作为酰胺的一般合成子，并为其在例如天然产物和生物活性分子中的可扩展功能化提供了宝贵的可能性。