1-(4-Nitrophenyl)propan-1-one

Base Information

• Chemical Name: 1-(4-Nitrophenyl)propan-1-one
• CAS No.: 3758-70-1
• Molecular Formula: C9H9NO3
• Molecular Weight: 179.175
• Hs Code.: 2914700090
• NSC Number: 582
• DSSTox Substance ID: DTXSID90191012
• Nikkaji Number: J1.589.234J
• Wikidata: Q83063486
• Mol file: 3758-70-1.mol

Synonyms:1-(4-nitrophenyl)propan-1-one;3758-70-1;p-Nitropropiophenone;1-(4-Nitrophenyl)-1-propanone;Propiophenone, 4'-nitro-;1-Propanone, 1-(4-nitrophenyl)-;4'-NITROPROPIOPHENONE;BRN 2211544;4-07-00-00686 (Beilstein Handbook Reference);NSC582;SCHEMBL671514;DTXSID90191012;NSC 582;NSC-582;1-(4-Nitro-phenyl)-propan-1-one;MFCD00017036;AKOS006281041;AB01233;LS-123144;CS-0210667;FT-0635007;C90296;A823776

Chemical Property of 1-(4-Nitrophenyl)propan-1-one

Chemical Property:

• Vapor Pressure: 0.00221mmHg at 25°C
• Boiling Point: 289.4°Cat760mmHg
• Flash Point: 132.9°C
• PSA: 62.89000
• Density: 1.199g/cm³
• LogP: 2.71070
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 179.058243149
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

99.5% ^*data from raw suppliers

4-Nitropropiophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(4-Nitrophenyl)propan-1-one

There total 19 articles about 1-(4-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: 96.0%

1-(4-nitrophenyl)-prop-2-en-1-ol (123232-63-3) → 1-(4-nitrophenyl)propan-1-one (3758-70-1)

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

Reference yield: 62.0%

tri-n-propylamine (102-69-2) + p-nitrobenzene iodide (636-98-6) → 1-(4-nitrophenyl)propan-1-one (3758-70-1)

Guidance literature:

With water; oxygen; zinc(II) oxide; In acetonitrile; at 20 ℃; Irradiation;

DOI:10.1002/ejoc.201900021

Reference yield: 62.0%

N-cyclohexyl-4-nitrobenzamide (7506-46-9) + diethylzinc (557-20-0) → 1-(4-nitrophenyl)propan-1-one (3758-70-1)

Guidance literature:

N-cyclohexyl-4-nitrobenzamide; With 2-fluoropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -78 - 0 ℃; Inert atmosphere;

diethylzinc; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

With hydrogenchloride; water; In tetrahydrofuran; dichloromethane; at 65 ℃; for 2h; chemoselective reaction; Inert atmosphere;

DOI:10.1038/nchem.1268

upstream raw materials:

1-(4-nitrophenyl)-1-propanol

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

4-nitro-benzoyl chloride

p-(1-Chlorpropyl)-nitrobenzol

Downstream raw materials:

(Z)-1-Iod-1-(p-nitrophenyl)propen

2-[1-(4-nitrophenyl)propylidene]malononitrile

(2E)-2-methyl-3-(2-naphthyl)-1-(4-nitrophenyl)prop-2-en-1-one

3-(4-chlorophenylamino)-3-phenyl-1-(4-nitrophenylpropan)-1-one

Refernces

• 1、 Bazyar, Zahra,Hosseini-Sarvari, Mona. "Visible-Light-Driven Direct Oxidative Coupling Reaction Leading to Alkyl Aryl Ketones, Catalyzed by Nano Pd/ZnO". supporting information. p. 2282 - 2288. Retrieved 2019/04/03.
• 2、 Zimbron, Jeremy Malcolm,Seeger-Weibel, Manuela,Hirt, Hans,Gallou, Fabrice. "Development of a robust and practical process for the Darzens condensation and α,β-epoxide rearrangement: Scope and limitations of the methodology". . p. 1221 - 1226. Retrieved 2008/12/22.