2-(4-联苯基)-5-苯基恶二唑 | 852-38-0

• 物质功能分类: 分析化学 - 标准品 - 光谱标准品
• 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-(4-联苯基)-5-苯基恶二唑
• 中文别名: 2-(4-联苯基)-5-苯基-1,3,4-恶二唑；2-(4-联苯基)-5-苯基-1,3,4-噁二唑；2-(1,1"-联苯-4-基)-5-苯基-1,3,4-恶二唑
• 英文名称: 2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole
• 英文别名: PBD；2-phenyl-5(4-biphenylyl)-1,3,4-oxadiazole；2-Phenyl-5-(4-biphenylyl)-1,3,4-oxadiazol；2-(4-biphenylyl)-5-phenyl-1,3,4-oxadiazole；Phenyl-biphenylyl-oxadiazol；2-Phenyl-5-biphenyl-4-yl-<1,3,4>-oxadiazol；2-Phenyl-5-<4-biphenylyl>-1,3,4-oxadiazol；2-Phenyl-5-biphenylyl-(4)-1,3,4-oxdiazol；2-Phenyl-5-biphenyl-oxadiazol；Phenyl-biphenyl-oxadiazol；2-Phenyl-5-biphenyl<4>yl-<1,3,4>oxadiazol；2-Phenyl-5-(4'-biphenyl)-1,3,4-oxadiazol；2-phenyl-5-(4-phenylphenyl)-1,3,4-oxadiazole
• CAS: 852-38-0
• 化学式: C₂₀H₁₄N₂O
• mdl: MFCD00003100
• 分子量: 298.344
• InChiKey: WMAXWOOEPJQXEB-UHFFFAOYSA-N

物化性质

• 熔点：
  167-169 °C(lit.)
• 沸点：
  439.76°C (rough estimate)
• 密度：
  1.1743 (rough estimate)
• 稳定性/保质期：
  在常温常压下保持稳定，应避免与氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 安全说明：
  S22,S24/25
• WGK Germany：
  3
• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Name:	Pbd Scintillation Grade Material Safety Data Sheet
Synonym:	1,3,4-Oxodiazole,2-1,1'-Biphenyl-4-yl-5-Pheny
CAS:	852-38-0

Section 1 - Chemical Product MSDS Name:Pbd Scintillation Grade Material Safety Data Sheet
Synonym:1,3,4-Oxodiazole,2-1,1'-Biphenyl-4-yl-5-Pheny

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
852-38-0	1,3,4-Oxadiazole, 2-1,1'-Biphenyl-4-yl	ca 100	212-712-0

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 852-38-0: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 168.00 - 170.00 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C20H14N2O
Molecular Weight: 298.33

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 852-38-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,3,4-Oxadiazole, 2-1,1'-Biphenyl-4-yl-5-Phenyl - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 852-38-0: No information available.
Canada
CAS# 852-38-0 is listed on Canada's NDSL List.
CAS# 852-38-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 852-38-0 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途：适合用作激光染料。

反应信息

• 作为反应物：
  描述：

  2-(4-联苯基)-5-苯基恶二唑 在 盐酸 、 氢碘酸 作用下， 以 溶剂黄146 为溶剂， 反应 15.0h， 以90%的产率得到4-苯基苯甲酸
  参考文献：
  名称：

  Kurfuerst, Antonin; Lhotak, Pavel; Nadenik, Petr, Collection of Czechoslovak Chemical Communications, 1991, vol. 56, # 7, p. 1495 - 1504

  摘要：

  DOI：
• 作为产物：
  描述：

  4-联苯基羧酸肼 在 吡啶 、 三氯氧磷 作用下， 反应 10.0h， 生成 2-(4-联苯基)-5-苯基恶二唑
  参考文献：
  名称：

  取代的1,3,4-恶二唑的17 O NMR研究。

  摘要：

  通过（17）O NMR光谱研究了三个系列的取代的1,3,4-恶二唑。化学位移值与经验的哈米特参数以及计算的键长和化学屏蔽值相关。

  DOI：

  10.1002/mrc.2804

文献信息

• Selective Methylation of Arenes: A Radical C−H Functionalization/Cross‐Coupling Sequence
  作者：Fabien Serpier、Fei Pan、Won Seok Ham、Jérôme Jacq、Christophe Genicot、Tobias Ritter

  DOI：10.1002/anie.201804628

  日期：2018.8.13

  A selective, nonchelation‐assisted methylation of arenes has been developed. The overall transformation, which combines a C−H functionalization reaction with a nickel‐catalyzed cross‐coupling, offers rapid access to methylated arenes with high para selectivity. The reaction is amenable to late‐stage methylation of small‐molecule pharmaceuticals.

  已经开发出一种选择性的，非螯合辅助的芳烃甲基化方法。整体转化结合了CH官能化反应和镍催化的交叉偶联，可快速获得具有高对位选择性的甲基化芳烃。该反应适合小分子药物的后期甲基化。
• Palladium-catalyzed one-pot synthesis of diazoles via tert-butyl isocyanide insertion
  作者：Xiang-Yuan Fan、Xiao Jiang、Ying Zhang、Zhen-Bang Chen、Yong-Ming Zhu

  DOI：10.1039/c5ob01328c

  日期：——

  An efficient one-pot palladium-catalyzed reaction for the synthesis of diazoles from readily available hydrazides and aryl halide via isocyanide insertion/cyclization sequence has been developed.

  已经开发出一种高效的钯催化的单锅反应，用于从易于获得的肼酯和芳基卤化物通过异氰插入/环化序列合成哒唑。

• ORGANIC OPTOELECTRONIC DEVICE AND DISPLAY DEVICE
  申请人：SAMSUNG SDI CO., LTD.

  公开号：US20170222158A1

  公开（公告）日：2017-08-03

  An organic optoelectronic device and a display device including the same, the organic optoelectronic device including: an anode and a cathode facing each other; a light-emitting layer positioned between the anode and the cathode; a hole transport layer positioned between the anode and the light-emitting layer; an auxiliary hole transport layer positioned between the hole transport layer and the light-emitting layer; an electron transport layer positioned between the cathode and the light-emitting layer; and an auxiliary electron transport layer positioned between the electron transport layer and the light-emitting layer, wherein the auxiliary electron transport layer includes at least one kind of first compound represented by chemical formula 1, and the auxiliary hole transport layer includes at least one kind of second compound represented by a combination of a moiety represented by chemical formula 2, a moiety represented by chemical formula 3 and a moiety represented by chemical formula 4.

  一种有机光电器件和包括该器件的显示器件，该有机光电器件包括：彼此面对的阳极和阴极；位于阳极和阴极之间的发光层；位于阳极和发光层之间的空穴传输层；位于空穴传输层和发光层之间的辅助空穴传输层；位于阴极和发光层之间的电子传输层；以及位于电子传输层和发光层之间的辅助电子传输层，其中辅助电子传输层包括至少一种由化学式1表示的第一化合物，而辅助空穴传输层包括至少一种由化学式2、化学式3和化学式4表示的基团组合表示的第二化合物。
• Synthesis of Luminophores Based on Thiazole Derivatives of PBD
  作者：Pavel Lhoták、Antonín Kurfürst

  DOI：10.1135/cccc19931898

  日期：——

  Organic luminophore 2-(biphenyl-4-yl)-5-phenyl-1,3,4-oxadiazole (PBD, III) was converted by series of reaction into thioamide VIII which cyclized with substituted bromoacetylarenes X to give the bifluorophore system XI. The thiazole analog XIII was obtained by analogous reaction of bromoacetyl derivative V with thiobenzamide. All the thus-prepared compounds exhibit pronounced fluorescence in solution as well as in the crystalline state.

  有机发光剂2-(联苯基-4-基)-5-苯基-1,3,4-噁二唑（PBD，III）经过一系列反应转化为硫代酰胺VIII，与取代溴乙酰芳烃X环化反应形成双荧光体系XI。噻唑类似物XIII通过类似的反应从溴乙酰衍生物V与硫代苯甲酰胺反应得到。所有这些制备的化合物在溶液中和晶体状态下均表现出明显的荧光。
• A simple and efficient one step synthesis of 1,3,4-oxadiazoles utilizing polymer-supported reagents and microwave heating
  作者：Ying Wang、Daryl R. Sauer、Stevan W. Djuric

  DOI：10.1016/j.tetlet.2005.10.131

  日期：2006.1

  1,3,4-Oxadiazoles can be rapidly and efficiently synthesized from a variety of carboxylic acids and acid hydrazides in one simple step. The use of commercially available PS-PPh3 resin combined with microwave heating delivered the product 1,3,4-oxadiazoles in high yields and purities.

  只需一个简单的步骤，即可从多种羧酸和酰肼快速高效地合成1,3,4-恶二唑。将可商购的PS-PPh 3树脂与微波加热结合使用，可以高收率和高纯度获得产物1,3,4-恶二唑。

表征谱图