2-Fluoro-1-(3-nitrophenyl)ethanone

Base Information

• Chemical Name: 2-Fluoro-1-(3-nitrophenyl)ethanone
• CAS No.: 403-12-3
• Molecular Formula: C8H6 F N O3
• Molecular Weight: 183.139
• European Community (EC) Number: 816-781-3
• DSSTox Substance ID: DTXSID90457908
• Nikkaji Number: J2.789.222A
• Wikidata: Q82280964
• Mol file: 403-12-3.mol

Synonyms:403-12-3;2-fluoro-1-(3-nitrophenyl)ethanone;2-fluoro-3'-nitroacetophenone;2-FLUORO-1-(3-NITROPHENYL)-ETHANONE;Ethanone, 2-fluoro-1-(3-nitrophenyl)- (9CI);SCHEMBL602616;DTXSID90457908;alpha-Fluoro-3'-nitroacetophenone;2-fluoro-1-(3-nitrophenyl)ethan-1-one;EN300-1272435

Chemical Property of 2-Fluoro-1-(3-nitrophenyl)ethanone

Chemical Property:

• PSA: 62.89000
• LogP: 2.27020
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 183.03317122
• Heavy Atom Count: 13
• Complexity: 214

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-Fluoro-1-(3-nitrophenyl)ethanone

There total 5 articles about 2-Fluoro-1-(3-nitrophenyl)ethanone 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: 85.0%

3'-nitro-2-bromoacetophenone (2227-64-7) → 2-fluoro-1-(3-nitrophenyl)ethanone (403-12-3)

Guidance literature:

With 1-ethyl-3-methylimidazolium fluorohydrogenate; In tetrahydrofuran; for 20h; Reagent/catalyst; Inert atmosphere; Reflux;

DOI:10.1016/j.jfluchem.2015.10.014

Reference yield: 72.0%

Toluene-4-sulfonic acid (Z)-2,3,3-trifluoro-1-(3-nitro-phenyl)-propenyl ester → 2-fluoro-1-(3-nitrophenyl)ethanone (403-12-3)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; at 80 ℃; for 5h;

DOI:10.1055/s-2001-16069

Reference yield: 72.0%

3-Nitroacetophenone (121-89-1) → 2-fluoro-1-(3-nitrophenyl)ethanone (403-12-3)

Guidance literature:

3-Nitroacetophenone; With methanol; Selectfluor; for 1h; Microwave irradiation;

With water; for 0.5h; Microwave irradiation;

DOI:10.1016/j.tet.2009.09.070

upstream raw materials:

2-fluoroacetophenone

methanol

3-Nitroacetophenone

3'-nitro-2-bromoacetophenone

Downstream raw materials:

1-benzyl-3-methyl-1H-indazol-5-ylamine

2-fluoro-1-(3-nitrophenyl)ethanol

2-fluoro-1-(3-nitrophenyl)ethanol

Refernces

• 1、 Borzeicka, Wioleta,Lavandera, Ivan,Gotor, Vicente. "Synthesis of enantiopure fluorohydrins using alcohol dehydrogenases at high substrate concentrations". . p. 7312 - 7317. Retrieved 2013/08/23.
• 2、 Krane Thvedt, Thor H?kon,Fuglseth, Erik,Sundby, Eirik,Hoff, B?rd Helge. "Microwave assisted fluorination: an improved method for side chain fluorination of substituted 1-arylethanones". experimental part. p. 9550 - 9556. Retrieved 2010/02/27.