2'-Aminoacetophenone

Base Information

• Chemical Name: 2'-Aminoacetophenone
• CAS No.: 551-93-9
• Molecular Formula: C8H9NO
• Molecular Weight: 135.166
• Hs Code.: 29223990
• European Community (EC) Number: 209-002-8
• NSC Number: 8820
• UNII: 69Y77091BC
• DSSTox Substance ID: DTXSID4052213
• Nikkaji Number: J2.651D
• Wikidata: Q27163057
• Metabolomics Workbench ID: 45668
• ChEMBL ID: CHEMBL2251601
• Mol file: 551-93-9.mol

Synonyms:2-aminoacetophenone;2-aminoacetophenone hydrochloride;o-aminoacetophenone;ortho-aminoacetophenone

Chemical Property of 2'-Aminoacetophenone

Chemical Property:

• Appearance/Colour: yellow to yellow-brown liquid
• Vapor Pressure: 0.0258mmHg at 25°C
• Melting Point: 20 °C
• Refractive Index: n20/D 1.614(lit.)
• Boiling Point: 251.8 °C at 760 mmHg
• PKA: 2.31±0.10(Predicted)
• Flash Point: 106.1 °C
• PSA: 43.09000
• Density: 1.096 g/cm³
• LogP: 2.05260
• Storage Temp.: 0-6°C
• Solubility.: Dichloromethane (Sparingly), DMSO, Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 135.068413911
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

98% ^*data from raw suppliers

2''-Aminoacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC(=O)C1=CC=CC=C1N
• Uses: 2′-Aminoacetophenone may be used as an analytical standard for the determination of the analyte in livestock particulate matter, and grape-derived beverages by gas chromatography-mass spectrometry-olfactometry (GC-MS-O) and GC-MS, respectively.

Technology Process of 2'-Aminoacetophenone

There total 112 articles about 2'-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: 100.0%

2-[(trimethylsilyl)ethynyl]aniline (103529-16-4) → 2-aminoacetophenone (551-93-9)

Guidance literature:

With sulfuric acid; In benzene; at 80 ℃;

DOI:10.1021/jo040218u

Reference yield: 99.0%

(2-acetyl-phenyl)-carbamic acid allyl ester → 2-aminoacetophenone (551-93-9)

Guidance literature:

With tris(2,2'-bipyridine)nickel(II) tetrafluoroborate; In N,N-dimethyl-formamide; at 20 ℃; Electrochemical reaction; Zn/stainless steel couple electrodes; current intensity 60 mA; supporting electrolite: tetrabutylammonium tetrafluoroborate;

DOI:10.1016/S0040-4039(00)01223-5

Reference yield: 98.0%

1-(2-aminophenyl)ethanol (941706-81-6) → 2-aminoacetophenone (551-93-9)

Guidance literature:

With N-chloro-N-(benzenesulfonyl)benzenesulfonamide; triethylamine; In chloroform; at 20 - 25 ℃; for 0.25h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2021.153094

upstream raw materials:

2-acetylnitrobenzene

2-ethynylaniline

1-(2-chlorophenyl)ethanone

3-methylbenzo[c]isoxazole

Downstream raw materials:

1-(2-amino-phenyl)-1-[2]pyridyl-ethanol

6H,12H-isoindolo[2,1-a]quinolin-6,12-dione

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

N-(2-acetyl-phenyl)-phthalamic acid

Refernces

• 1、 Drees, Steffen Lorenz,Li, Chan,Prasetya, Fajar,Saleem, Muhammad,Dreveny, Ingrid,Williams, Paul,Hennecke, Ulrich,Emsley, Jonas,Fetzner, Susanne. "PqsBC, a condensing enzyme in the biosynthesis of the pseudomonas aeruginosa quinolone signal: Crystal structure, inhibition, and reaction mechanism". . p. 6610 - 6624. Retrieved 2016.
• 2、 Marsicano, Vincenzo,Arcadi, Antonio,Chiarini, Marco,Fabrizi, Giancarlo,Goggiamani, Antonella,Iazzetti, Antonia. "Synthesis of functionalised 2,3-dihydroquinolin-4(1: H)-ones vs. quinoline or N -alkenylindole derivatives through sequential reactions of 2-alkynylanilines with ketones". . p. 421 - 438. Retrieved 2021.
• 3、 Macdonald, Lewis,Rausch, Benjamin,Symes, Mark D.,Cronin, Leroy. "Selective hydrogenation of nitroarenes using an electrogenerated polyoxometalate redox mediator". . p. 1093 - 1096. Retrieved 2018.
• 4、 Yoo, Byung Woo,Lee, Sung Jae,Yoo, Byoung Seung,Choi, Kyung Il,Kim, Joong Hyup. "A facile reduction of aromatic nitro compounds to aromatic amines with bis(cyclopentadienyl)titanium(IV) dichloride-indium system". . p. 2489 - 2493. Retrieved 2002.
• 5、 Li, Jie,Zhang, Lihong,Liu, Xiaotong,Shang, Ningzhao,Gao, Shutao,Feng, Cheng,Wang, Chun,Wang, Zhi. "Pd nanoparticles supported on a covalent triazine-based framework material: An efficient and highly chemoselective catalyst for the reduction of nitroarenes". . p. 9684 - 9689. Retrieved 2018.
• 6、 Hou, Shuo,Huang, Ming-Hui,Li, Yu-Bing,Xu, Shuai,Lin, Xin,Fu, Xiao-Yan,Xiao, Fang-Xing. "Confinement of Quantum Dots in between Monolayered Graphene Nanosheets for Arousing Boosted Multifarious Photoredox Selective Organic Transformation". . p. 16654 - 16664. Retrieved 2020.
• 7、 Liu, Shenyu,Amaro-Estrada, Jorge Ivan,Baltrun, Marc,Douair, Iskander,Schoch, Roland,Maron, Laurent,Hohloch, Stephan. "Catalytic Deoxygenation of Nitroarenes Mediated by High-Valent Molybdenum(VI)-NHC Complexes". supporting information. p. 107 - 118. Retrieved 2021/02/05.