2-(Fluoroacetyl)thiophene

Base Information

• Chemical Name: 2-(Fluoroacetyl)thiophene
• CAS No.: 371754-93-7
• Molecular Formula: C₆H₅FOS
• Molecular Weight: 144.17
• DSSTox Substance ID: DTXSID501306357
• Nikkaji Number: J1.255.149E
• Mol file: 371754-93-7.mol

Synonyms:2-(Fluoroacetyl)thiophene;371754-93-7;2-fluoro-1-thiophen-2-ylethanone;2-Fluoro-1-(2-thienyl)ethanone;SCHEMBL11407883;DTXSID501306357;2-Fluoro-1-(thiophen-2-yl)ethanone;2-Fluoro-1-(2-thienyl)-1-ethanone;AKOS006330784;2-fluoro-1-(thiophen-2-yl)ethan-1-one

Chemical Property of 2-(Fluoroacetyl)thiophene

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 144.00451411
• Heavy Atom Count: 9
• Complexity: 116

Purity/Quality:

2-Fluoro-1-(2-thienyl)-1-ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CSC(=C1)C(=O)CF

Technology Process of 2-(Fluoroacetyl)thiophene

There total 14 articles about 2-(Fluoroacetyl)thiophene 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: 90.0%

2-ethynyl-thiophene (4298-52-6) → 2-fluoro-1-(thiophen-2-yl)ethan-1-one (371754-93-7)

Guidance literature:

With 8-methylquinoline 1-oxide; [(1,1′-biphenyl-2-yl)di-tert-butylphosphine]gold(I) bis(trifluoromethanesulfonyl)imide; pyridine hydrogenfluoride; In dichloromethane; at 20 ℃; under 760.051 Torr;

DOI:10.1002/anie.201603914

Reference yield: 86.0%

3-oxo-3-(thiophen-2-yl)propanoic acid (69931-93-7) → 2-fluoro-1-(thiophen-2-yl)ethan-1-one (371754-93-7)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; Selectfluor; In water; at 40 ℃;

DOI:10.1002/adsc.201500282

Reference yield: 73.0%

5-fluoro-5-(2-thiophenecarbonyl)-2,2-dimethyl-1,3-dioxane-4,6-dione → 2-fluoro-1-(thiophen-2-yl)ethan-1-one (371754-93-7)

Guidance literature:

With toluene-4-sulfonic acid; In water; acetone; at 100 ℃; for 0.5h; Microwave irradiation; Sealed tube;

DOI:10.1002/ejoc.202000503

upstream raw materials:

((E)-2-Fluoro-1-thiophen-2-yl-vinyloxy)-trimethyl-silane

2-Acetylthiophene

2,2-difluoro-1-(thiophen-2-yl)ethan-1-one

2,2,2-trifluoro-1-(thiophen-2-yl)ethan-1-one

Refernces

• 1、 Colella, Marco,Degennaro, Leonardo,Higuma, Ryosuke,Ishikawa, Susumu,Luisi, Renzo,Nagaki, Aiichiro,Takahashi, Yusuke,Tota, Arianna. "Fluoro-Substituted Methyllithium Chemistry: External Quenching Method Using Flow Microreactors". supporting information. p. 10924 - 10928. Retrieved 2020/05/08.
• 2、 Parisi, Giovanna,Colella, Marco,Monticelli, Serena,Romanazzi, Giuseppe,Holzer, Wolfgang,Langer, Thierry,Degennaro, Leonardo,Pace, Vittorio,Luisi, Renzo. "Exploiting a beast in carbenoid chemistry: Development of a straightforward direct nucleophilic fluoromethylation strategy". supporting information. p. 13648 - 13651. Retrieved 2017/11/06.