2-nitrochalcone | 7473-93-0

• 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: 2-nitrochalcone
• 英文别名: 3-(2-nitrophenyl)-1-phenylprop-2-en-1-one
• CAS: 7473-93-0
• 化学式: C₁₅H₁₁NO₃
• mdl: MFCD00031069
• 分子量: 253.257
• InChiKey: KTXHLWZQKQDFRF-UHFFFAOYSA-N

物化性质

• 熔点：
  124-128°C
• 稳定性/保质期：
  如果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)：
  3.3
• 重原子数：
  19
• 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：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 储存条件：
  密封在阴凉干燥的环境中。

SDS

Name:	2-Nitrochalcone Material Safety Data Sheet
Synonym:	None Known
CAS:	7473-93-0

Section 1 - Chemical Product MSDS Name:2-Nitrochalcone Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
7473-93-0	2-Nitrochalcone	ca. 100	unlisted

Hazard Symbols: XI
Risk Phrases: 38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to skin.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
Causes skin irritation.
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. 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.
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 water spray, dry chemical, carbon dioxide, or chemical foam. Use agent most appropriate to extinguish fire.

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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. Use with adequate ventilation.
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.
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# 7473-93-0: 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: Crystals
Color: pale yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 124-125 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: C15H11NO3
Molecular Weight: 253.0819

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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:
Incompatible materials, dust generation, excess heat.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 7473-93-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Nitrochalcone - 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 38 Irritating to skin.
Safety Phrases:
S 37 Wear suitable gloves.
WGK (Water Danger/Protection)
CAS# 7473-93-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 7473-93-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 7473-93-0 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

制备方法与用途

用途

2-硝基查耳酮是一种有用的研宄化学品，广泛应用于有机合成和其他化学过程。

反应信息

• 作为反应物：
  描述：

  2-nitrochalcone 在 tin 、 氯化铵 作用下， 以 乙醇 、 水 为溶剂， 反应 72.0h， 以87%的产率得到2-苯基喹啉
  参考文献：
  名称：

  由3-（2-硝基苯基）-3-羟基丙烷化学选择性合成喹啉N-氧化物

  摘要：

  3-（2-硝基苯基）-3-羟基丙烷与Zn / NH 4 Cl的反应以80-90％的产率得到了相应的喹啉N-氧化物。反应引发硝基的还原，得到相应的羟胺，将其分子内缩合，然后脱水得到喹啉N-氧化物。尽管在EtOH / H 2 O中用Zn / NH 4 Cl处理2-硝基查尔酮会降低产率生成喹啉N-氧化物，但是在回流EtOH / H 2 O中2-硝基查尔酮与Sn / NH 4 Cl的反应以80％的收率得到了喹啉N-氧化物。J.杂环化​​学。（2010）。

  DOI：

  10.1002/jhet.485
• 作为产物：
  描述：

  2-Nitrochalkondibromid 在 sodium iodide 作用下， 以 二甲基亚砜 、 异丙醇 为溶剂， 生成 2-nitrochalcone
  参考文献：
  名称：

  Raghavan, R. S.; Velayutham, K.; Rajendran, V., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1984, vol. 23, # 6, p. 466 - 469

  摘要：

  DOI：

文献信息

• Application of Silicon-Initiated Water Splitting for the Reduction of Organic Substrates
  作者：Ashot Gevorgyan、Satenik Mkrtchyan、Tatevik Grigoryan、Viktor O. Iaroshenko

  DOI：10.1002/cplu.201800131

  日期：2018.5

  several important classes of organic compounds is described. It is found that the reductive water splitting can be promoted by several metalloids among which silicon shows the best efficiency. The developed methodologies were applied for the reduction of nitro compounds, N-oxides, sulfoxides, alkenes, alkynes, hydrodehalogenation as well as for the gram-scale synthesis of several substrates of industrial

  描述了使用水作为氢的供体，其适合于还原几种重要类别的有机化合物。发现还原水分解可以通过几种准金属来促进，其中硅显示出最佳的效率。所开发的方法学被用于还原硝基化合物，N-氧化物，亚砜，烯烃，炔烃，加氢脱卤作用以及几种工业上具有重要意义的底物的克级合成。
• Diversified Transformations of Tetrahydroindolizines to Construct Chiral 3-Arylindolizines and Dicarbofunctionalized 1,5-Diketones
  作者：Dong Zhang、Zhishan Su、Qianwen He、Zhikun Wu、Yuqiao Zhou、Chenjing Pan、Xiaohua Liu、Xiaoming Feng

  DOI：10.1021/jacs.0c07066

  日期：2020.9.16

  four-stereogenic centered tetrahydroindolizine intermediates could be efficiently transferred into axially chirality in 3-arylindolizines and vicinal pyridyl and aryl substituted 1,5-diketones. In addition, densely functionalized cyclopropanes and bridged cyclic compound were also discovered depended on the nature of the pyridinium ylides. Mechanism studies were involved to explain the stereochemistry during the

  以有效方式对具有结构和功能相似性或差异的小分子集合进行对映选择性多样化合成是有吸引力的，但也是一项艰巨的挑战。四氢吲哚嗪的不对称制备和支化转化为构建具有官能团和立体化学多样性的含 N-杂环的支架提供了一种有用的方法。在此，我们报告了通过吡啶鎓叶立德和烯酮之间的初始非对映选择性和对映选择性 [3+2] 环加成，在多样化的顺序转化之后实现的突破。手性 N,N'-二氧化物-土金属配合物能够原位生成具有旋光活性的四氢茚茚，通过强烈的背景反应形成外消旋体。结合有意的顺序转化，包括方便的重基氧化和光活性 aza-Norrish II 重排，四氢茚茚中间体被转化为最终文库，包括 3-芳基茚衍生物和双碳功能化的 1,5-二羰基化合物。更重要的是，四立体中心四氢茚茚中间体的立体化学可以有效地转化为 3-芳基茚和邻位吡啶基和芳基取代的 1,5-二酮的轴向手性。此外，根据吡啶鎓叶立德的性质，还发现了稠密官能化的
• Design, synthesis, biological evaluation of 3,5-diaryl-4,5-dihydro-1H-pyrazole carbaldehydes as non-purine xanthine oxidase inhibitors: Tracing the anticancer mechanism via xanthine oxidase inhibition
  作者：Gaurav Joshi、Manisha Sharma、Sourav Kalra、Navnath S. Gavande、Sandeep Singh、Raj Kumar

  DOI：10.1016/j.bioorg.2020.104620

  日期：2021.2

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• Asymmetric epoxidation of substituted chalcones and chalcone analogues catalyzed by α-d-glucose- and α-d-mannose-based crown ethers
  作者：Attila Makó、Zsolt Rapi、György Keglevich、Áron Szöllősy、László Drahos、László Hegedűs、Péter Bakó

  DOI：10.1016/j.tetasy.2010.05.009

  日期：2010.4

  The chiral monoaza-15-crown-5 lariat ethers annellated to methyl-4,6-O-benzylidene-α-d-glucopyranoside-1 or mannopyranoside 2 have been applied as phase-transfer catalysts in the epoxidation of substituted chalcones and chalcone analogues with tert-butylhydroperoxide resulting in significant asymmetric induction. It was found that the position of the substituents in the aromatic ring of the chalcone

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• 一种吲哚类化合物的催化合成方法
  申请人：华侨大学

  公开号：CN105669517B

  公开（公告）日：2018-04-17

  本发明公开了一种吲哚类化合物的催化合成方法，包括如下步骤：(1)将邻硝基苯乙烯或其衍生物、联硼酸频那醇酯、碱和低级饱和一元醇在氮气气氛下搅拌反应；(2)将步骤(1)的反应产物冷却到室温，再加入乙酸乙酯充分混合，经过滤后，再用乙酸乙酯洗涤；(3)旋干步骤(2)所得的物料的有机相中的低级饱和一元醇，过硅胶柱，再用由石油醚和乙酸乙酯组成的洗脱剂淋洗上述硅胶柱，得到纯化产物，即所述吲哚类化合物。本发明的催化合成方法在中性条件下，利用便宜的联硼酸频那醇酯作为原料，以友好的低级饱和一元醇作为溶剂，通过简单的操作来获得吲哚类化合物，原料成本低廉易得，效率高，安全性好，具有广泛的拓展性和良好的工业应用前景。