5-(4-Fluorophenyl)thiophene-2-carbaldehyde

Base Information

• Chemical Name: 5-(4-Fluorophenyl)thiophene-2-carbaldehyde
• CAS No.: 249504-38-9
• Molecular Formula: C11H7FOS
• Molecular Weight: 206.24
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID901257203
• Nikkaji Number: J1.322.562A
• Mol file: 249504-38-9.mol

Synonyms:5-(4-fluorophenyl)thiophene-2-carbaldehyde;249504-38-9;5-(4-Fluoro-phenyl)-thiophene-2-carbaldehyde;5-(4-fluorophenyl)-2-thiophenecarbaldehyde;SCHEMBL1133750;2-THIOPHENECARBOXALDEHYDE, 5-(4-FLUOROPHENYL)-;JSWYSOJZYJPLNN-UHFFFAOYSA-N;DTXSID901257203;MFCD06410181;AKOS001288398;AB24053;FS-6505;BB 0222845;FT-0755548;EN300-26386;A851092;5-(4-FLUOROPHENYL)-2-THIOPHENECARBOXALDEHYDE;5-(4-FLUOROPHENYL)THIOPHENE-2-CARBOXALDEHYDE;F2167-0936;Z222942708;5-(4-fluoro-phenyl)-thiophene-2-carbaldehyde, AldrichCPR

Chemical Property of 5-(4-Fluorophenyl)thiophene-2-carbaldehyde

Chemical Property:

• Melting Point: 113-114℃
• PSA: 45.31000
• Density: 1.288
• LogP: 3.36670
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 206.02016418
• Heavy Atom Count: 14
• Complexity: 202

Purity/Quality:

97% ^*data from raw suppliers

5-(4-fluorophenyl)thiophene-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(S2)C=O)F

Technology Process of 5-(4-Fluorophenyl)thiophene-2-carbaldehyde

There total 7 articles about 5-(4-Fluorophenyl)thiophene-2-carbaldehyde 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: 96.42%

5-bromo-2-thiophencarboxaldehyde (4701-17-1) + 4-fluoroboronic acid (1765-93-1) → 5-(4-fluorophenyl)thiophene-2-carboxaldehyde (249504-38-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; toluene; at 100 ℃; for 5h; Inert atmosphere;

Reference yield: 86.0%

2-(4-fluorophenyl)thiophene (58861-48-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-(4-fluorophenyl)thiophene-2-carboxaldehyde (249504-38-9)

Guidance literature:

2-(4-fluorophenyl)thiophene; N,N-dimethyl-formamide; With tris(trimethylsilyl)amine; tetramethylammonium fluoride; at 20 ℃; for 24h; Inert atmosphere; Sealed tube;

With hydrogenchloride; In water; at 20 ℃; for 1.5h;

DOI:10.1021/acs.oprd.8b00247

Reference yield: 77.0%

5-bromo-2-thiophencarboxaldehyde (4701-17-1) + 4-flourophenylmagnesium bromide (352-13-6) → 5-(4-fluorophenyl)thiophene-2-carboxaldehyde (249504-38-9) + [2,2']bithiophenyl-5,5'-dicarbaldehyde (32364-72-0) + 4,4'-difluorobiphenyl (398-23-2)

Guidance literature:

4-flourophenylmagnesium bromide; With bismuth(III) chloride;

5-bromo-2-thiophencarboxaldehyde; With potassium phosphate; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 90 ℃; for 1h; chemoselective reaction; Inert atmosphere;

DOI:10.1055/s-0030-1260554

upstream raw materials:

1-Bromo-4-fluorobenzene

5-bromo-2-thiophencarboxaldehyde

4-fluoroboronic acid

thiophene-2-carbaldehyde

Downstream raw materials:

2-(4-((5-(4-fluorophenyl)thiophen-2-yl)methylene)-5-oxo-2-thioxoimidazolidin-1-yl)-3-phenylpropanoic acid

(2S,3R,4S,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxylmethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

canagliflozin

2-(4-fluorophenyl)thiophene