3-(4-chlorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one | 28081-12-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-(4-chlorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one
• 英文别名: 4-(fluorophenyl) p-chlorostyryl ketone；(E)-3-(4-chlorophenyl)-1-(4-fluorophenyl)-2-propen-1-one
• CAS: 28081-12-1
• 化学式: C₁₅H₁₀ClFO
• 分子量: 260.695
• InChiKey: WXGUVJMPLPVNHX-UHFFFAOYSA-N

物化性质

• 熔点：
  135-136 °C(Solv: ethanol (64-17-5))
• 沸点：
  132-136 °C
• 密度：
  1.2707 (estimate)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 安全说明：
  S26,S37/39
• 储存条件：
  存放于阴凉干燥处

SDS

Name:	4-Chloro-4 -fluorochalcone 98% Material Safety Data Sheet
Synonym:	None
CAS:	28081-12-1

Section 1 - Chemical Product MSDS Name:4-Chloro-4 -fluorochalcone 98% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
28081-12-1	4-Chloro-4'-fluorochalcone	98	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. Wash mouth out with 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. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively.

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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. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical 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:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
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:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 28081-12-1: 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: Crystalline powder
Color: pale yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 132 - 136 deg C
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Insoluble.
Specific Gravity/Density:
Molecular Formula: C15H10ClFO
Molecular Weight: 260.69

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Dust generation, excess heat.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, carbon dioxide, hydrogen fluoride gas.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 28081-12-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Chloro-4'-fluorochalcone - 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: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 28081-12-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 28081-12-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 28081-12-1 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-(4-chlorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one 在 硫酸 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 4-(4-chlorophenyl)-6-(4-fluorophenyl)-2-phenyl-1,2,4,5-tetrahydro-3H-indazol-3-one
  参考文献：
  名称：

  Synthesis of new indazole derivatives as potential antioxidant agents

  摘要：

  New indazole derivatives were synthesized by reacting hydrazine hydrate and its derivatives with cyclohexenone derivatives, which in turn prepared from respective chalcones. The chemical structure of newly synthesized compounds was well characterized by using H-1 NMR, C-13 NMR, IR and mass spectral data. All the synthesized products were screened for their antioxidant properties. All indazole derivatives exhibited noticeable DPPH radical scavenging activity, reducing power capacity and total antioxidant capacity in comparison with the respective standards.

  DOI：

  10.1007/s00044-013-0835-6
• 作为产物：
  描述：

  acetyl-p-fluorophenyltriphenylarsonium bromide 在 sodium ethanolate 作用下， 以 苯 为溶剂， 反应 80.0h， 生成 3-(4-chlorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one
  参考文献：
  名称：

  Bansal, Raj K.; Bhagchandani, Gope, Journal fur praktische Chemie (Leipzig 1954), 1981, vol. 323, # 1, p. 49 - 54

  摘要：

  DOI：

文献信息

• Selective Reduction of α,β-Unsaturated Carbonyl Compounds with CO/H₂O Catalyzed by Selenium under Atmospheric Pressure
  作者：Shiwei Lu、Fengshou Tian

  DOI：10.1055/s-2004-830871

  日期：——

  Selective reduction of α,β-unsaturated carbonyl compounds with carbon monoxide and water in the presence of a catalytic amount of selenium proceeded efficiently to afford the corresponding saturated carbonyl compounds in high yields under atmospheric pressure without use of a base.

  在催化量的硒存在下，α,β-不饱和羰基化合物与一氧化碳和水的选择性还原反应高效进行，无需使用碱，在大气压下即可高产率地得到相应的饱和羰基化合物。
• Photocontrolled Cobalt Catalysis for Selective Hydroboration of α,β‐Unsaturated Ketones
  作者：Frédéric Beltran、Enrico Bergamaschi、Ignacio Funes‐Ardoiz、Christopher J. Teskey

  DOI：10.1002/ange.202009893

  日期：2020.11.16

  In this way, we bias the reaction down two divergent pathways, giving contrasting products in the catalytic hydroboration of α,β‐unsaturated ketones. This includes direct access to previously elusive cyclic enolborates, via 1,4‐selective hydroboration, providing a straightforward and stereoselective route to rare syn‐aldol products in one‐pot. DFT calculations and mechanistic experiments confirm two

  摘要亲核试剂与 α,β-不饱和羰基化合物的 1,2 和 1,4 加成之间的选择性通常通过向底物或试剂中添加化学计量添加剂来改变，以增加其“硬”或“软”特性。在这里，我们展示了一种概念上不同的方法，该方法依赖于用可见光控制催化剂的配位范围。通过这种方式，我们使反应偏向两条不同的途径，从而在 α,β-不饱和酮的催化硼氢化中产生对比产物。这包括通过 1,4-选择性硼氢化反应直接获得以前难以捉摸的环状烯醇硼酸盐，为一锅法获得稀有的顺醇醛产品提供了一种直接且立体选择性的途径。DFT 计算和机械实验证实了两种不同的机制是有效的，支撑着这种不寻常的光控选择性开关。
• Cellulosic CuI Nanoparticles as a Heterogeneous, Recyclable Catalyst for the Borylation of α,β-Unsaturated Acceptors in Aqueous Media
  作者：Lijie Zhou、Biao Han、Yaoyao Zhang、Bojie Li、Liansheng Wang、Jianying Wang、Xianbao Wang、Lei Zhu

  DOI：10.1007/s10562-021-03571-2

  日期：2021.11

  perform as an efficient heterogeneous catalyst for the synthesis of useful organoboron compounds. Desired β-borylation products were all obtained in good to excellent yields under mild conditions. This catalyst could be recovered easily and still work effectively in six runs. Notably, asymmetric synthesis of organoboron compounds was accomplished by applying a chiral phosphine ligand. This newly developed

  摘要 我们已经证明，纤维素CuI纳米颗粒可以用作合成有用的有机硼化合物的有效多相催化剂。在温和的条件下，均以良好至优异的产率获得了所需的β-硼化产物。该催化剂可以轻松回收，并且在六次运行中仍然可以有效地发挥作用。值得注意的是，有机硼化合物的不对称合成是通过应用手性膦配体完成的。该新开发的方案为形成CB键提供了有效而可持续的途径，并在很大程度上扩展了纤维素的应用范围。 图形概要 有机硼化合物的不对称和有效合成是通过纤维素CuI纳米粒子与手性膦配体的结合完成的。这一新近报道的策略为构建C–B键提供了一种绿色且可持续的方法，并在很大程度上扩展了纤维素的应用范围。
• Synthesis, anti-inflammatory, analgesic, COX-1/2 inhibition activities and molecular docking study of pyrazoline derivatives
  作者：Maged A. Abdel-Sayed、Said M. Bayomi、Magda A. El-Sherbeny、Naglaa I. Abdel-Aziz、Kamal Eldin H. ElTahir、George S.G. Shehatou、Alaa A.-M. Abdel-Aziz

  DOI：10.1016/j.bmc.2016.03.032

  日期：2016.5

  inhibition assay. Among the tested compounds, derivatives 4h, 6e, 7a, 7e, and 9 showed more potent anti-inflammatory and analgesic activities than the reference drug celecoxib. On the basis of their higher activities in the in vivo studies compared with celecoxib, the five compounds 4h, 6e, 7a, 7e and 9 were selected to test their inhibitory activities against ovine COX-1/2 using an in vitro cyclooxygenase

  报道了一组1,3,5-三取代吡唑啉的设计，合成和药理活性。已经基于IR，MS，1 H NMR和13 C NMR光谱分析确定了合成化合物的化学结构。体内评估了合成的1,3,5-三取代吡唑啉衍生物的抗炎，镇痛活性，体外评估了COX-1 / 2抑制作用。在测试的化合物中，衍生物4h，6e，7a，7e和9与参考药物塞来昔布相比，具有更强的抗炎和镇痛作用。基于它们在体内研究中比塞来昔布更高的活性，选择了五种化合物4h，6e，7a，7e和9进行体外环氧合酶抑制试验，以测试其对绵羊COX-1 / 2的抑制活性。将化合物7a，7e和9对接到COX-2结合位点的研究表明，其与选择性COX-2抑制剂SC-558的结合方式相似。
• A Cu(<scp>ii</scp>)-based strategy for catalytic enantioselective β-borylation of α,β-unsaturated acceptors
  作者：Lei Zhu、Taku Kitanosono、Pengyu Xu、Shū Kobayashi

  DOI：10.1039/c5cc04295j

  日期：——

  The unique nature and readily availability of Cu(v) species underscores the value of the Cu(v)-based catalyst over an array of well-documented Cu(i)-based catalysts.

  Cu(v) 物种的独特性和易得性突显了基于 Cu(v) 的催化剂相对于一系列广为人知的基于 Cu(i) 的催化剂的价值。