N-茴香酰胺 | 7472-54-0

• 物质功能分类: 有机原料 - 氨基化合物 - 酰胺类化合物
• 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: N-茴香酰胺
• 中文别名: N-(4-甲氧苯基)苯甲酰胺；对苯茴香胺；4'-甲氧基苯酰替苯胺；N-苯甲酰对茴香胺
• 英文名称: N-(p-methoxyphenyl)benzamide
• 英文别名: N-(4-methoxyphenyl)benzamide；4'-methoxybenzanilide；p-benzanisidide
• CAS: 7472-54-0
• 化学式: C₁₄H₁₃NO₂
• mdl: MFCD00025788
• 分子量: 227.263
• InChiKey: KEEBHMMBUBEEOV-UHFFFAOYSA-N

物化性质

• 熔点：
  155°C
• 沸点：
  290.2±23.0 °C(Predicted)
• 密度：
  1.31 g/cm3
• 稳定性/保质期：

  如果按照规格使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 安全说明：
  S22,S24/25
• 海关编码：
  2924299090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  密封在阴凉干燥环境中。

SDS

p-Benzanisidide Revision number: 1
SAFETY DATA SHEET

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Section 1. BASE INFORMATION
Product name: p-Benzanisidide

Revision number: 1

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Section 2. HAZARDS IDENTIFICATION
Classification of the GHS
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS Not classified
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements
None
Pictograms or hazard symbols
Signal word No signal word
None
Hazard statement
Precautionary statements None

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Component(s): p-Benzanisidide
Percent: >98.0%(GC)(T)
CAS Number: 7472-54-0
Synonyms: N-Benzoyl-p-anisidine , 4'-Methoxybenzanilide , N-(4-Methoxyphenyl)benzamide
Chemical Formula: C14H13NO2

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific hazards: Take care as it may decompose upon combustion or in high temperatures to
generate poisonous fume.
p-Benzanisidide

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Section 5. FIRE-FIGHTING MEASURES
Specific methods: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Use personal protective equipment. Keep people away from and upwind of spill/leak.
Personal precautions,
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Handling
Handling is performed in a well ventilated place. Wear suitable protective equipment.
Technical measures:
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Storage
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Law is followed.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: crystal - powder
Color: White - Pale yellow red
Odor: No data available
pH: No data available
Melting point/freezing point:155 °C
Boiling Point/Range: No data available
Flash Point: No data available
Explosive limits
Lower: No data available
Upper: No data available
Density: No data available
Solubility: No data available

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Section 10. STABILITY AND REACTIVITY
Stability: Stable under proper conditions.
Reactivity: No special reactivity has been reported.
Incompartible materials: oxidizing agents
p-Benzanisidide

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Section 10. STABILITY AND REACTIVITY
Hazardous Decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx)
Products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
NTP = No data available
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
No data available
Fish:
Crustacea: No data available
No data available
Algae:
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
Mobillity in soil
log Pow: No data available
No data available
Soil adsorption (Koc):
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Hazards Class: Does not correspond to the classification standard of the United Nations
Not Listed
UN-No:

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26,
2002): Safe use and production, the storage of a dangerous chemical, transport, loading and unloading were
prescribed.
p-Benzanisidide

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N-茴香酰胺 在 copper(II) nitrate trihydrate 、 氧气 、 硝酸 作用下， 以 水 、 乙腈 为溶剂， 100.0 ℃ 、101.33 kPa 条件下， 反应 12.0h， 以85%的产率得到N-(4-甲氧基-2-硝基苯基)苯甲酰胺
  参考文献：
  名称：

  铜催化轻度硝化保护苯胺

  摘要：

  通过使用一当量的硝酸作为硝化剂，已开发出一种实用的铜催化的被保护的苯胺直接硝化方法。该程序的特点是反应条件温和，结构范围广（就N保护基和芳烃取代​​而言）以及高官能团耐受性。用两当量的硝酸进行消解也是可行的。

  DOI：

  10.1002/chem.201404000
• 作为产物：
  描述：

  N-亚苄基-4-甲氧基苯胺 在 叔丁基过氧化氢 、 水 、 palladium diacetate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 5.0h， 以51%的产率得到N-茴香酰胺
  参考文献：
  名称：

  钯催化的醛亚胺氧化成酰胺

  摘要：

  通过亚胺的直接氧化合成酰胺的方法鲜有报道。在这里，我们报告了一种通过瓦克型反应使用廉价的叔丁基氢过氧化物水溶液作为氧化剂将亚胺催化氧化为酰胺衍生物的有效方法。该方法实用方便且显示出高官能团耐受性，允许各种亚胺以中等至良好的产率转化为相应的酰胺衍生物。

  DOI：

  10.1055/s-0037-1610653

文献信息

• 一种利用嘧啶类缩合剂点击构建酰胺键的方法及其在酰胺和多肽合成中的应用
  申请人：兰州大学

  公开号：CN112851536B

  公开（公告）日：2022-02-25

  本发明公开了一种利用嘧啶类缩合剂点击构建酰胺键的方法及其在酰胺和多肽合成中的应用。其中，酰胺键的构建方法为：在羧酸组分和胺组分中加入溶有有机碱的有机溶剂，搅拌反应后加入溶有嘧啶类缩合剂的有机溶剂，继续搅拌反应后浓缩、分离纯化，得到酰胺或多肽产物。本发明酰胺键构建方法缩合剂使用量少，且缩合剂本身安全无味易储存，具有很好的原子经济性。所述酰胺键构建反应时间仅需数秒至十分钟，极大地缩短了酰胺或多肽合成时间。另外，本发明酰胺键构建反应也可在有机相‑水相的双相体系，以及在有机相‑水相的双相体系和不添加碱的条件下也能快速发生，这为对碱敏感的生物体系中的酰胺键构建反应提供了一种温和可行的路径。
• An efficient mechanochemical synthesis of amides and dipeptides using 2,4,6-trichloro-1,3,5-triazine and PPh₃
  作者：Chuthamat Duangkamol、Subin Jaita、Sirilak Wangngae、Wong Phakhodee、Mookda Pattarawarapan

  DOI：10.1039/c5ra10127a

  日期：——

  mechanochemical synthesis of amides from carboxylic acids has been developed through an in situ acid activation with 2,4,6-trichloro-1,3,5-triazine and a catalytic amount of PPh3. Under room temperature solvent-drop grinding of the reactants in the presence of an inorganic base, a variety of carboxylic acids including aromatic acids, aliphatic acids, and N-protected α-amino acids undergo amidation to afford

  通过用2,4,6-三氯-1,3,5-三嗪和催化量的PPh 3进行原位酸活化，已经开发了从羧酸快速，简便而有效的机械化学合成酰胺的方法。在室温下，在无机碱的存在下，对反应物进行溶剂滴磨，使包括芳族酸，脂族酸和N-保护的α-氨基酸在内的各种羧酸酰胺化，以中等至极好的收率得到酰胺。该方法还与Fmoc，Cbz和Boc保护基兼容，可产生受保护的旋光二肽而没有可检测的消旋作用。
• Mechanism of Thio Acid/Azide Amidation
  作者：Robert V. Kolakowski、Ning Shangguan、Ronald R. Sauers、Lawrence J. Williams

  DOI：10.1021/ja057533y

  日期：2006.5.1

  A combined experimental and computational mechanistic study of amide formation from thio acids and azides is described. The data support two distinct mechanistic pathways dependent on the electronic character of the azide component. Relatively electron-rich azides undergo bimolecular coupling with thiocarboxylates via an anion-accelerated [3+2] cycloaddition to give a thiatriazoline. Highly electron-poor

  描述了从硫代酸和叠氮化物形成酰胺的联合实验和计算机制研究。数据支持两种不同的机械途径，这取决于叠氮化物组分的电子特性。相对富电子的叠氮化物通过阴离子加速的 [3+2] 环加成与硫代羧酸盐进行双分子偶联，得到噻三唑啉。高度缺电子的叠氮化物通过叠氮化物的末端氮与硫代羧酸盐的硫的双分子结合形成线性加合物。该中间体的环化得到噻三唑啉。发现分解为酰胺是通过中性噻三唑啉中间体的逆 [3+2] 环加成反应进行的。计算分析（DFT，6-31+G(d)) 确定了两类叠氮化物与硫代酸进行 [3+2] 环加成生成噻三唑啉中间体的途径，尽管这些途径的能量高于硫代羧酸酰胺化。这些研究还确定，缺电子叠氮化物的反应曲线可归因于先有捕获机制，然后是分子内酰化。
• Direct Amidation of Esters by Ball Milling**
  作者：William I. Nicholson、Fabien Barreteau、Jamie A. Leitch、Riley Payne、Ian Priestley、Edouard Godineau、Claudio Battilocchio、Duncan L. Browne

  DOI：10.1002/anie.202106412

  日期：2021.9.27

  The direct mechanochemical amidation of esters by ball milling is described. The operationally simple procedure requires an ester, an amine, and substoichiometric KOtBu and was used to prepare a large and diverse library of 78 amide structures with modest to excellent efficiency. Heteroaromatic and heterocyclic components are specifically shown to be amenable to this mechanochemical protocol. This

  描述了通过球磨对酯进行直接机械化学酰胺化。操作简单的程序需要一种酯、一种胺和亚化学计量的 KOtBu，并被用于制备一个包含 78 个酰胺结构的大型和多样化的库，效率适中至极好。杂芳族和杂环组分特别表明适合这种机械化学协议。这种直接合成平台已应用于活性药物成分 (API) 和农用化学品的合成以及活性药物的克级合成，所有这些都在没有反应溶剂的情况下进行。
• PCl₃-mediated transesterification and aminolysis of <i>tert</i>-butyl esters via acid chloride formation
  作者：Xiaofang Wu、Lei Zhou、Fangshao Li、Jing Xiao

  DOI：10.1177/1747519820987530

  日期：2021.5

  A PCl3-mediated conversion of tert-butyl esters into esters and amides in one-pot under air is developed. This novel protocol is highlighted by the synthesis of skeletons of bioactive molecules and gram-scale reactions. Mechanistic studies revealed that this transformation involves the formation of an acid chloride in situ, which is followed by reactions with alcohols or amines to afford the desired

  在空气中一锅中开发了PCl 3介导的叔丁基酯向酯和酰胺的转化。生物活性分子骨架的合成和克级反应突显了这种新颖的方案。机理研究表明，这种转化涉及原位形成酰氯，然后与醇或胺反应以提供所需的产物。

表征谱图