2-苯基嘧啶 | 7431-45-0

• 物质功能分类: 医药中间体 - 杂环化合物 - 嘧啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 2-苯基嘧啶
• 英文名称: 2-phenylpyrimidine
• CAS: 7431-45-0
• 化学式: C₁₀H₈N₂
• mdl: MFCD04038761
• 分子量: 156.187
• InChiKey: OXPDQFOKSZYEMJ-UHFFFAOYSA-N

物化性质

• 熔点：
  37.0 to 41.0 °C
• 沸点：
  100°C/5mmHg(lit.)
• 密度：
  1.106±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S39
• 危险类别码：
  R41
• 危险性防范说明：
  P264,P280,P302+P352+P332+P313+P362+P364,P305+P351+P338+P337+P313
• 危险性描述：
  H315,H319
• 储存条件：
  存于室温下，密封保存，并确保环境干燥。

SDS

2-Phenylpyrimidine Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 2-Phenylpyrimidine

Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS
Skin corrosion/irritation Category 2
Category 2A
Serious eye damage/eye irritation
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Warning
Hazard statements Causes skin irritation
Causes serious eye irritation
Precautionary statements:
Wash hands thoroughly after handling.
[Prevention]
Wear protective gloves/eye protection/face protection.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
[Response]
if present and easy to do. Continue rinsing.
If eye irritation persists: Get medical advice/attention.
IF ON SKIN: Gently wash with plenty of soap and water.
If skin irritation occurs: Get medical advice/attention.
Take off contaminated clothing and wash before reuse.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 2-Phenylpyrimidine
Percent: >98.0%(GC)
CAS Number: 7431-45-0
Chemical Formula: C10H8N2

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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.
Get medical advice/attention if you feel unwell.
2-Phenylpyrimidine

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Section 4. FIRST AID MEASURES
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. If skin irritation or rash occurs: Get medical advice/attention.
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: Get medical advice/attention if you feel unwell. 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 personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: 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 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 and dark place.
Store under inert gas.
Store away from incompatible materials such as oxidizing agents.
Air-sensitive
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Safety glasses. A face-shield, if the situation requires.
Eye protection:
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Crystal- Lump
Form:
2-Phenylpyrimidine

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Colour: White - Very pale yellow
Odour: No data available
pH: No data available
Melting point/freezing point:39°C
Boiling point/range: 100°C/0.7kPa
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] No data available

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

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
No data available
Crustacea:
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
Log Pow: No data available
Soil adsorption (Koc): No data available
No data available
Henry's Law
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
Hazards Class: Does not correspond to the classification standard of the United Nations
UN-No: Not listed
2-Phenylpyrimidine

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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：

  2-苯基嘧啶 在 叔丁基过氧化氢 、 N-乙酰-L-亮氨酸 、 [Ru(OAc)2(p-cymene)] 、 碘 、 potassium carbonate 、 sodium hydroxide 作用下， 以 水 、 乙腈 为溶剂， 反应 24.0h， 生成 methyl 3-(pyrimidin-2-yl)benzoate
  参考文献：
  名称：

  钌催化元-选择性Ç氩芳烃-H债券甲酰

  摘要：

  在[Ru（p- cym）（OAc）2 ]作为催化剂的存在下，使用CHBr 3作为甲酰基源已经实现了芳烃的间位-C Ar -H键甲酰化。通过转化通用的甲酰基，该方法提供了有效制备各种间位取代的芳族化合物的途径，例如醇，醚，胺，腈，烯烃，卤素，羧酸及其衍生物。此外，机理研究表明，关键的活性物种是五角形钌循环络合物。

  DOI：

  10.1021/acs.joc.0c00007
• 作为产物：
  描述：

  2-苯基-1,4,5,6-四氢嘧啶 在 platinum on activated charcoal 作用下， 生成 2-苯基嘧啶
  参考文献：
  名称：

  515.嘧啶及其2-和4-苯基衍生物的取代反应

  摘要：

  DOI：

  10.1039/jr9510002323
• 作为试剂：
  描述：

  2,2,6,6-四甲基哌啶氧化物 、 2-溴己酸甲酯 在 2-苯基嘧啶 、 (p-伞花烃)双(均三甲苯羧基)钌(II) 、 potassium carbonate 、 三苯基膦 作用下， 以 1,4-二氧六环 为溶剂， 反应 20.0h， 以13%的产率得到
  参考文献：
  名称：

  一锅钌（II / III）催化的连续间位-/邻位-C-H官能化

  摘要：

  顺序双重元-C–H /邻位-C–H官能化是通过多官能钌（II）双羧酸钌催化实现的。在合成有用的酰亚胺的帮助下，一氧化碳的双重活化被证明是一锅法可行的。操作简单的双重C–H官能化在高水平的位置选择性控制下发生，是通过明智地选择反应温度以非顺序方式进行的。详细的实验机理研究，包括空前的电子顺磁共振（EPR）实验，为均相C–X键断裂和便捷的C–H钌化提供了有力的支持，而计算密度泛函理论（DFT）分析则为涉及以下方面的新型机理提供了支持通过环金属化钌（III）配合物作为关键中间体的协同催化。

  DOI：

  10.1021/acscatal.7b03648

文献信息

• Nickel-catalyzed reductive defunctionalization of esters in the absence of an external reductant: activation of C–O bonds
  作者：Yasuaki Iyori、Kenjiro Takahashi、Ken Yamazaki、Yusuke Ano、Naoto Chatani

  DOI：10.1039/c9cc07710c

  日期：——

  The nickel-catalyzed reductive cleavage of esters in the absence of an external reductant, which involves the cleavage of an inert acyl C–O bond in O-alkyl esters is reported.

  镍催化剂在无外部还原剂的情况下，报告了酯的还原裂解，其中涉及对惰性酰基C-O键进行裂解，这种裂解发生在O-烷基酯中。
• [EN] PHOSPHONIC ACID DERIVATES AND THEIR USE AS P2Y12 RECEPTOR ANTAGONISTS<br/>[FR] DÉRIVÉS D'ACIDE PHOSPHONIQUE ET LEUR UTILISATION EN TANT QU'ANTAGONISTES DU RÉCEPTEUR P2Y12
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2009069100A1

  公开（公告）日：2009-06-04

  The invention relates to 2-phenyl-pyrimidine derivatives containing a phosphonic acid motif and their use as P2Y12 receptor antagonists in the treatment and/or prevention of peripheral vascular, of visceral-, hepatic- and renal-vascular, of cardiovascular and of cerebrovascular diseases or conditions associated with platelet aggregation, including thrombosis in humans and other mammals. (I).

  这项发明涉及含有膦酸基团的2-苯基嘧啶衍生物，以及它们作为P2Y12受体拮抗剂在治疗和/或预防外周血管、内脏-、肝脏和肾脏血管、心血管和脑血管疾病或与血小板聚集有关的疾病或状况中的使用，包括人类和其他哺乳动物中的血栓形成。（I）。
• Palladium-Assisted Regioselective C–H Cyanation of Heteroarenes Using Isonitrile as Cyanide Source
  作者：Shuguang Xu、Xiaomei Huang、Xiaohu Hong、Bin Xu

  DOI：10.1021/ol302070t

  日期：2012.9.7

  A palladium-catalyzed regioselective C–H cyanation of heteroarenes was achieved using tert-butyl isocyanide as “CN” source, which provides a new and unique strategy for the preparation of (hetero)aryl nitriles. Indoles, pyrroles, and aromatic rings could be efficiently cyanated through C–H bond activation with high regioselectivity.

  使用叔丁基异氰化物作为“ CN”源，实现了钯催化的杂芳烃区域选择性C–H氰化，为制备（杂）芳基腈提供了新的独特策略。吲哚，吡咯和芳香环可以通过具有高区域选择性的C–H键活化而有效地氰化。
• Palladium-Catalyzed Monoselective Halogenation of CH Bonds: Efficient Access to Halogenated Arylpyrimidines using Calcium Halides
  作者：Bingrui Song、Xiaojian Zheng、Jun Mo、Bin Xu

  DOI：10.1002/adsc.200900778

  日期：2010.2.15

  A wide variety of ortho-halogenated arylpyrimidines were prepared with high monoselectivity and functional-group tolerance by using calcium halides as crucial halogenating agents and cupric trifluoroacetate as oxidant in the presence of air.

  通过在空气中使用卤化钙作为关键的卤化剂和三氟乙酸铜作为氧化剂，制备了具有高单选择性和官能团耐受性的多种邻卤代芳基嘧啶。
• Cyclometallated 2‐Phenylpyrimidine Derived Platinum Complexes: Synthesis and Photophysical Properties
  作者：Michaela Fecková、Samia Kahlal、Thierry Roisnel、Jean‐Yves Saillard、Julien Boixel、Mariia Hruzd、Pascal Poul、Sébastien Gauthier、Françoise Robin‐le Guen、Filip Bureš、Sylvain Achelle

  DOI：10.1002/ejic.202100155

  日期：2021.4.26

  five platinum (II) complexes based on 2‐phenylpyrimidine ligands have been designed. Pyridine and chloride were used as auxiliary ligands. These complexes exhibit a slightly distorted square‐planar geometry. The nature and position of substituent on the phenyl ring was thoroughly studied. The presence of an electron‐donating substituent on the phenyl ring in the para position of the platinum atom leads

  设计了一系列基于2-苯基嘧啶配体的五种铂（II）配合物。吡啶和氯化物用作辅助配体。这些复合体显示出略微扭曲的方平面几何形状。彻底研究了苯环上取代基的性质和位置。铂原子对位苯环上存在一个供电子性取代基，导致最低能量吸收带发生红移，这与HOMO→LUMO跃迁相对应，并允许在脱氧CH 2中获得磷光Cl 2溶液。对于在苯基嘧啶配体的苯环上带有给电子取代基的配合物，所有化合物均以固态发射，并具有明显的红移。