1-(2-Nitrophenyl)propan-1-one

Base Information

• Chemical Name: 1-(2-Nitrophenyl)propan-1-one
• CAS No.: 17408-15-0
• Molecular Formula: C9H9 N O3
• Molecular Weight: 179.175
• Hs Code.: 2914700090
• European Community (EC) Number: 853-780-7
• NSC Number: 90987
• DSSTox Substance ID: DTXSID80293615
• Nikkaji Number: J345.688I
• Wikidata: Q82032473
• Mol file: 17408-15-0.mol

Synonyms:1-(2-nitrophenyl)propan-1-one;17408-15-0;NSC90987;NCIOpen2_001330;SCHEMBL3167978;DTXSID80293615;1-Propanone, 1-(2-nitrophenyl)-;NSC-90987;EN300-51192

Chemical Property of 1-(2-Nitrophenyl)propan-1-one

Chemical Property:

• Vapor Pressure: 0.00119mmHg at 25°C
• Melting Point: 54-56 °C
• Boiling Point: 299.4°Cat760mmHg
• Flash Point: 140.4°C
• PSA: 62.89000
• Density: 1.199g/cm³
• LogP: 2.71070
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 179.058243149
• Heavy Atom Count: 13
• Complexity: 209

Purity/Quality:

98% ^*data from raw suppliers

1-(2-nitrophenyl)propan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)C1=CC=CC=C1[N+](=O)[O-]

Technology Process of 1-(2-Nitrophenyl)propan-1-one

There total 15 articles about 1-(2-Nitrophenyl)propan-1-one 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: 98.0%

(E)-1-(2-nitrophenyl)propionyl O-methyl oxime (1439930-82-1) → 1-(2-nitrophenyl)propanone (17408-15-0)

Guidance literature:

With hydrogenchloride; water; In dichloromethane; at 100 ℃; for 24h; Sealed tube;

DOI:10.1021/jo400594j

Reference yield: 52.0%

o-nitroiodobenzene (609-73-4) + propionyl chloride (79-03-8) → 1-(2-nitrophenyl)propanone (17408-15-0)

Guidance literature:

o-nitroiodobenzene; With phenylmagnesium chloride; In tetrahydrofuran; at -40 ℃; for 0.0833333h; Inert atmosphere;

propionyl chloride; With copper(I) cyanide di(lithium chloride); In tetrahydrofuran; at -40 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201907758

Reference yield: 33.0%

1-(2-nitrophenyl)-2-propen-1-ol (323579-94-8) → 1-(2-nitrophenyl)propanone (17408-15-0)

Guidance literature:

With tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate; potassium carbonate; In acetonitrile; for 1h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2008.09.095

upstream raw materials:

1-nitro-2-propyl-benzene

2-(1-Hydroxypropyl)nitrobenzene

1-phenyl-propan-1-one

1,3-di-tert-butyl 2-methylpropanedioate

Downstream raw materials:

2'-Aminopropiophenon

3-(2-Nitro-phenyl)-pent-1-yn-3-ol

2-(2-nitrophenyl)benzo[d]thiazole

nitrobenzene

Refernces

• 1、 Zhang, Wei,Lou, Shaojie,Liu, Yunkui,Xu, Zhenyuan. "Palladium-catalyzed chelation-assisted aromatic C-H nitration: Regiospecific synthesis of nitroarenes free from the effect of the orientation rules". . p. 5932 - 5948. Retrieved 2013/07/26.
• 2、 Suzuki, Hitomi,Murashima, Takashi. "Ozone-mediated Nitration of Aromatic Ketones and Related Compounds with Nitrogen Dioxide". . p. 903 - 908. Retrieved 2007/10/02.