5-苄基-4-苯基咪唑烷-2,4-二酮 | 4927-43-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 5-苄基-4-苯基咪唑烷-2,4-二酮
• 英文名称: 5-benzyl-5-phenylimidazolidine-2,4-dione
• 英文别名: 5-benzyl-5-phenyl-imidazolidine-2,4-dione；5-Benzyl-5-phenyl-imidazolidin-2,4-dion；4-Phenyl-4-benzyl-2.5-dioxo-imidazolidin；5-Benzyl-5-phenyl-hydantoin；5-Benzyl-5-phenylhydantoin
• CAS: 4927-43-9
• 化学式: C₁₆H₁₄N₂O₂
• mdl: MFCD01124466
• 分子量: 266.299
• InChiKey: ITLQPKUEVLGNAG-UHFFFAOYSA-N

物化性质

• 熔点：
  210 °C(Solv: ethanol (64-17-5))
• 密度：
  1.240±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 5-Benzyl-5-phenylimidazolidine-2,4-dione
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: 5-Benzyl-5-phenylimidazolidine-2,4-dione
CAS number: 4927-43-9

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C16H14N2O2
Molecular weight: 266.3

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  5-苄基-4-苯基咪唑烷-2,4-二酮 在 barium dihydroxide 作用下， 以 水 为溶剂， 生成 2,3-Diphenyl-2-amino-propionsaeure
  参考文献：
  名称：

  428. 1-氨基环戊烷羧酸的一些衍生物和有关化合物

  摘要：

  DOI：

  10.1039/jr9600002119
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 次溴酸钾 作用下， 生成 5-苄基-4-苯基咪唑烷-2,4-二酮
  参考文献：
  名称：

  DE335994

  摘要：

  公开号：

文献信息

• Synthesis, structure, and solvatochromic properties of pharmacologically active 5-substituted 5-phenylhydantoins
  作者：Nemanja Trišović、Nataša Valentić、Marko Erović、Tatjana Đaković-Sekulić、Gordana Ušćumlić、Ivan Juranić

  DOI：10.1007/s00706-011-0639-7

  日期：2011.12

  200–400 nm in selected solvents of different polarity. The effects of solvent dipolarity/polarizability and solvent–solute hydrogen-bonding interactions were analyzed by means of the linear solvation energy relationship concept proposed by Kamlet and Taft. The lipophilicities of the investigated hydantoins were estimated by calculation of their log P values. The quantitative relationship between the ratio

  摘要合成了一系列5-取代的5-苯基乙内酰脲，并在不同极性的选定溶剂中于200-400 nm范围内记录了它们的紫外吸收光谱。借助Kamlet和Taft提出的线性溶剂化能量关系概念，分析了溶剂的偶极/极化性和溶剂-溶质氢键相互作用的影响。通过计算它们的log P值来估计所研究的乙内酰脲的亲脂性 。讨论了特定溶剂相互作用的贡献比与相应的亲脂性参数之间的定量关系。相关方程式与相应的ED 50组合值和不同的理化参数来生成新的方程式，以证明溶质-溶剂相互作用与结构-活性参数之间的合理关系。为了确定不同溶剂中吸收带的光谱分配，进行了量子化学计算。 图形概要
• Efficient Synthesis of 5-Arylmethyl-5-phenylimidazolidine-2,4-dione (or 5-Arylmethyl-5-phenyl-2-thioxoimidazolidin-4-one) from Chalcone Oxides Under Ultrasound Irradiation
  作者：Ji-Tai Li、Xiao-Ya Xu、Ying Yin

  DOI：10.2174/157017811795038403

  日期：2011.3.1

  Synthesis of 5-arylmethyl-5-phenylimidazolidine-2,4-dione (or 5-arylmethyl-5-phenyl-2-thioxoimidazolidin-4- one) via the reaction of 3-aryl-2,3-epoxyl-1-phenyl-1-propanone and urea (or thiourea) was carried out in 57-98% yields at 50 °C in EtOH in the presence of KOH under ultrasound irradiation. The procedure has the advantages of mild conditions, short reaction time and high yield.

  通过 3-芳基-2,3-环氧基-1-苯基-1-丙酮与尿素（或硫脲）反应合成 5-芳基甲基-5-苯基咪唑烷-2,4-二酮（或 5-芳基甲基-5-苯基-2-硫酮咪唑烷-4-酮），在超声辐照下，于 50 °C，在 KOH 存在下，在 EtOH 中进行，收率为 57-98%。该方法具有条件温和、反应时间短和收率高等优点。
• Modified Bucherer-Bergs Reaction for the One-Pot Synthesis of 5,5′-Disubstituted Hydantoins from Nitriles and Organometallic Reagents
  作者：Michael Shipman、Cyril Montagne

  DOI：10.1055/s-2006-949644

  日期：2006.9

  Diverse sets of 5,5'-disubstituted hydantoins can conveniently be made in moderate to good yields (40-92%) by a one-pot process involving treatment of aromatic, heteroaromatic or aliphatic nitriles with an organometallic reagent (RLi or RMgX) followed by KCN/(NH4)(2)CO3.

  通过一锅法，包括用有机金属试剂（RLi 或 RMgX）处理芳香族、杂芳香族或脂肪族腈，然后以中等至良好的产率 (40-92%) 方便地制备不同组的 5,5'-二取代乙内酰脲通过 KCN/(NH4)(2)CO3。
• Slotta; Behnisch; Szyszka, Chemische Berichte, 1934, vol. 67, p. 1529,1533
  作者：Slotta、Behnisch、Szyszka

  DOI：——

  日期：——
• Potential Growth Antagonists. I. Hydantoins and Disubstituted Glycines^1,2
  作者：LOUIS H. GOODSON、IRWIN L. HONIGBERG、J. J. LEHMAN、W. H. BURTON

  DOI：10.1021/jo01081a024

  日期：1960.11