4-咪唑乙酰苯酮 | 10041-06-2

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-咪唑乙酰苯酮
• 中文别名: 4-咪唑-1苯乙酮；4'-(咪唑-1-基)苯乙酮
• 英文名称: 4'-(imidazol-1-yl)acetophenone
• 英文别名: 1-(4-(1H-imidazol-1-yl)phenyl)ethan-1-one；1-(4-imidazol-1-ylphenyl)ethanone
• CAS: 10041-06-2
• 化学式: C₁₁H₁₀N₂O
• mdl: MFCD00005282
• 分子量: 186.213
• InChiKey: GAIQQJIMVVUTQN-UHFFFAOYSA-N

物化性质

• 熔点：
  108-110 °C(lit.)
• 沸点：
  320.7°C (rough estimate)
• 密度：
  1.1458 (rough estimate)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R22,R36/37/38
• WGK Germany：
  3
• 海关编码：
  2933290090
• 安全说明：
  S26,S36
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温且干燥环境下使用。

SDS

Name:	4 -(Imidazol-1-yl)acetophenone 97% Material Safety Data Sheet
Synonym:	4'-(Imidazol-1-yl)methyl phenyl keton
CAS:	10041-06-2

Section 1 - Chemical Product MSDS Name:4 -(Imidazol-1-yl)acetophenone 97% Material Safety Data Sheet
Synonym:4'-(Imidazol-1-yl)methyl phenyl keton

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
10041-06-2	4'-(Imidazol-1-yl)acetophenone	97	233-123-5

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. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation. Can produce delayed pulmonary edema.
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.
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.
Extinguishing Media:
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:
Sweep up, then place into a suitable container for disposal. 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. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation. Use with adequate ventilation.
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# 10041-06-2: 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder and chunks
Color: brown
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 104.00 - 107.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water: Not available.
Specific Gravity/Density: Not available.
Molecular Formula: C11H10N2O
Molecular Weight: 186.21

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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, strong oxidants.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong bases.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 10041-06-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4'-(Imidazol-1-yl)acetophenone - 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 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 10041-06-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 10041-06-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 10041-06-2 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

生物活性

Ro 22-3581（4'-(咪唑-1-基)苯乙酮）是一种选择性的血栓烷 (TX) 合成酶抑制剂。

靶点

血栓烷合成酶

反应信息

• 作为反应物：
  描述：

  4-咪唑乙酰苯酮 在 sodium tetrahydroborate 、 碳酸氢钠 作用下， 以 乙醇 为溶剂， 以76%的产率得到(+/-)-1-(4-(imidazol-1-yl)phenyl)ethanol
  参考文献：
  名称：

  基于机理的酶法可靠地确定手性1-取代乙醇的绝对构型：与NMR方法结合

  摘要：

  已经证明脂肪酶不仅可用于动力学拆分，而且可用于绝对构型的快速测定。我们之前已经提出了一种以过渡态模型为代表的机制，以合理化脂肪酶和枯草杆菌蛋白酶催化的仲醇动力学拆分中的对映选择性。该机理表明，酶催化的反应可用作确定仲醇的绝对立体化学的工具。为了提高可靠性，将酶法与使用MTPA的Mosher法相结合，给出了一种称为双重确认法的方案。。通过该新方法一致地确定了六个1-取代的乙醇的绝对构型。酶法快速，简便，经济，可靠。还描述了过渡态模型与MTPA酯之间构象的有趣相似性。

  DOI：

  10.1016/s0957-4166(02)00318-x
• 作为产物：
  描述：

  对羟基苯乙酮 在 sodium hydride 、 sodium t-butanolate 作用下， 以 乙二醇二甲醚 、 乙二醇 、 mineral oil 为溶剂， 反应 24.17h， 生成 4-咪唑乙酰苯酮
  参考文献：
  名称：

  （杂）芳基胺的N-芳基化反应使用芳基氨基磺酸盐和氨基甲酸酯通过可重复使用的耐用镍（0）催化剂通过C–O键活化

  摘要：

  已经开发出了一种有效且通用的芳基胺化方案，使用了可磁回收的Ni（0）基纳米催化剂。该新型稳定催化剂是在EDTA改性的Fe 3 O 4 @SiO 2上制备的，并通过FT-IR，EDX，TEM，XRD，DLS，FE-SEM，XPS，NMR，TGA，VSM，ICP和元素分析技术进行了研究。该反应通过在简单温和的条件下不使用任何外部配体的情况下，通过（杂）芳基氨基甲酸酯和氨基磺酸酯的碳-氧键裂解来进行。该方法证明了N中的官能团耐受性各种含氮化合物以及脂肪族胺，苯胺，吡咯，吡唑，咪唑，吲哚和吲唑的芳基化，收率良好。此外，该催化剂可以通过使用外部磁场容易地回收，并且可以直接重复使用至少六次而不会显着降低其活性。

  DOI：

  10.1039/d0nj01610a
• 作为试剂：