4'-Aminoacetophenone

Base Information

• Chemical Name: 4'-Aminoacetophenone
• CAS No.: 99-92-3
• Molecular Formula: C8H9NO
• Molecular Weight: 135.166
• Hs Code.: HYSICAL AND CHEMICAL PROPERTIES PHYSICAL STATE
• European Community (EC) Number: 202-801-2
• NSC Number: 3242
• UNII: 1S58KH902I
• DSSTox Substance ID: DTXSID6052669
• Nikkaji Number: J3.228J
• Wikidata: Q27252822
• ChEMBL ID: CHEMBL3278329
• Mol file: 99-92-3.mol

Synonyms:4-aminoacetophenone;p-aminoacetophenone;para-aminoacetophenone

Chemical Property of 4'-Aminoacetophenone

Chemical Property:

• Appearance/Colour: slightly yellow to brown crystalline powder
• Vapor Pressure: 0.00158mmHg at 25°C
• Melting Point: 103-107 °C(lit.)
• Refractive Index: 1.571
• Boiling Point: 294.8 °C at 760 mmHg
• PKA: 2.17±0.10(Predicted)
• Flash Point: 132.1 °C
• PSA: 43.09000
• Density: 1.096 g/cm³
• LogP: 2.05260
• Storage Temp.: Refrigerator
• Solubility.: 6.5g/l
• Water Solubility.: It is soluble in hot water, ethanol and ether.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

99% ^*data from raw suppliers

4'-Aminoacetophenone >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC(=O)C1=CC=C(C=C1)N
• Description: 4-Aminoacetophenone is in the form of yellow needle-like crystals, with a melting point of 106°C, a boiling point of 293-295°C, and 195-200°C (2kPa). Soluble in hot water, soluble in alcohol, ether, dilute hydrochloric acid and dilute sulfuric acid, it is slightly soluble in benzene and cold water. Has a special pleasant fragrance. It can be used as a pharmaceutical intermediate.
• Uses: A novel utilization of aminophenone derivative in toxicology, for treating intoxications with cyanogenic toxic substances. 4'-Aminoacetophenone, is used in pharmaceuticals, medicines and other organic products. It is also used as a reagent for the photometric determination of Ce. As pharmaceutical intemediate or in the determination of palladium and vitaminB1. 4-Aminoacetophenone is a novel utilization of aminophenone derivative in toxicology used for treating intoxications with cyanogenic toxic substances.

Technology Process of 4'-Aminoacetophenone

There total 170 articles about 4'-Aminoacetophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

(4-nitrophenyl)ethanone (100-19-6) → p-aminobenzophenone (99-92-3) + 4-aminoethylbenzene (589-16-2)

Guidance literature:

With hydrogen; In glycerol; at 100 ℃; for 2h;

DOI:10.1016/j.catcom.2014.10.004

Reference yield: 89.0%

4-azidoacetophenone (20062-24-2) → 1-(4-aminophenyl)ethanol (93453-80-6,14572-89-5) + p-aminobenzophenone (99-92-3) + 4-aminoethylbenzene (589-16-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; at 25 ℃; for 1.5h; under 760.051 Torr;

DOI:10.1016/j.tetlet.2016.08.002

Reference yield: 85.0%

Acetanilid (103-84-4) → 2-aminoacetophenone (551-93-9) + p-aminobenzophenone (99-92-3)

Guidance literature:

With Triton X-100; In water; at 25 ℃; for 6h; Irradiation; Inert atmosphere; Micellar solution;

DOI:10.1039/c5pp00349k

upstream raw materials:

methyl magnesium iodide

4-aminobenzamide

N-acetyl-N-phenylacetamide

acetic anhydride

Downstream raw materials:

2-(4-acetylphenyl)-1H-isoindole-1,3(2H)-dione

2-{[(4-acetylphenyl)amino]methyl}-1H-isoindole-1,3(2H)-dione

isonicotinic acid-[1-(4-amino-phenyl)-ethylLiDenehydrazide]

1-(4-piperonylidenamino-phenyl)-ethanone

Refernces

• 1、 Yamazaki, Shoko,Morikawa, Satoshi,Miyazaki, Kazuya,Takebayashi, Masachika,Yamamoto, Yuko,Morimoto, Tsumoru,Kakiuchi, Kiyomi,Mikata, Yuji. "Zinc-catalyzed reactions of ethenetricarboxylates with 2- (trimethylsilylethynyl)anilines leading to bridged quinoline derivatives". . p. 2796 - 2799. Retrieved 2009.
• 2、 -. "Ligand compound for copper catalyzed aryl halide coupling reaction, catalytic system and coupling reaction". Paragraph 0111-0118. . Retrieved 2021/05/29.
• 3、 Du, Dongdong,Luo, Junfei,Shi, Sanshan,Xie, Pan,Xue, Cheng. "Decatungstate-mediated solar photooxidative cleavage of CC bonds using air as an oxidant in water". . p. 5936 - 5943. Retrieved 2021/08/23.