4-Phenyl-5-(trifluoromethyl)thiophene-2-carboxylic acid

Base Information

• Chemical Name: 4-Phenyl-5-(trifluoromethyl)thiophene-2-carboxylic acid
• CAS No.: 208108-76-3
• Molecular Formula: C12H7 F3 O2 S
• Molecular Weight: 272.248
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00382616
• Wikidata: Q82173973
• Mol file: 208108-76-3.mol

Synonyms:4-phenyl-5-(trifluoromethyl)thiophene-2-carboxylic acid;208108-76-3;4-phenyl-5-(trifluoromethyl)-2-thiophenecarboxylic acid;Maybridge3_006560;2-Thiophenecarboxylic acid, 4-phenyl-5-(trifluoromethyl)-;SCHEMBL404394;4-Phenyl-5-(trifluoromethyl)-thiophene-2-carboxylic acid;DTXSID00382616;HMS1449K04;MFCD00113429;IDI1_017947;PS-11066;CS-0314204;FT-0600697;C80086;A814930;4-phenyl-5-trifluoromethyl-thiophene-2-carboxylic acid;4-Phenyl-5-trifluoromethylthiophene-2-carboxylic acid;BRD-K10706796-001-01-1;4-phenyl-5-(trifluoromethyl)-2-thiophene carboxylic acid;4-phenyl-5-(trifluoromethyl)thiophene-2-carboxylic acid, AldrichCPR

Chemical Property of 4-Phenyl-5-(trifluoromethyl)thiophene-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 5.12E-06mmHg at 25°C
• Melting Point: 130oC
• Boiling Point: 366.5°C at 760 mmHg
• Flash Point: 175.5°C
• PSA: 65.54000
• Density: 1.431g/cm³
• LogP: 4.13210
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 272.01188512
• Heavy Atom Count: 18
• Complexity: 313

Purity/Quality:

98%min ^*data from raw suppliers

4-Phenyl-5-(trifluoromethyl)thiophene-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(SC(=C2)C(=O)O)C(F)(F)F

Technology Process of 4-Phenyl-5-(trifluoromethyl)thiophene-2-carboxylic acid

There total 3 articles about 4-Phenyl-5-(trifluoromethyl)thiophene-2-carboxylic acid 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: 93.0%

ethyl 5-(trifluoromethyl)-4-phenylthiophene-2-carboxylate (167279-18-7) → (4-phenyl-5-trifluoromethyl)thiophene-2-carboxylic acid (208108-76-3)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 ℃; for 0.5h;

DOI:10.1021/jm0492507

Reference yield:

1,1,1-Trifluoro-3-phenylpropan-2-one (350-92-5) → (4-phenyl-5-trifluoromethyl)thiophene-2-carboxylic acid (208108-76-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 82 percent / phosphorus oxychloride / 20 h / 70 °C

2.1: NaH / tetrahydrofuran / 25 °C

2.2: 78 percent / tetrahydrofuran / 20 h / 20 °C

3.1: 93 percent / aq. NaOH / ethanol / 0.5 h / 20 °C

With sodium hydroxide; sodium hydride; trichlorophosphate; In tetrahydrofuran; ethanol;

DOI:10.1021/jm0492507

Reference yield:

3-chloro-4,4,4-trifluoro-2-phenyl-but-2-enal (119197-24-9,119197-25-0,146936-34-7) → (4-phenyl-5-trifluoromethyl)thiophene-2-carboxylic acid (208108-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 25 °C

1.2: 78 percent / tetrahydrofuran / 20 h / 20 °C

2.1: 93 percent / aq. NaOH / ethanol / 0.5 h / 20 °C

With sodium hydroxide; sodium hydride; In tetrahydrofuran; ethanol;

DOI:10.1021/jm0492507

upstream raw materials:

ethyl 5-(trifluoromethyl)-4-phenylthiophene-2-carboxylate

1,1,1-Trifluoro-3-phenylpropan-2-one

3-chloro-4,4,4-trifluoro-2-phenyl-but-2-enal

Downstream raw materials:

3-(4-hydroxy-3,5-dimethyl-phenyl)-1-(4-phenyl-5-trifluoromethyl-thiophen-2-yl)-propan-1-one

tert-butyl 1-(4-(5-(4-phenyl-5-(trifluoromethyl)thiophen-2-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

(R)-tert-butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)(4-(N-((4-phenyl-5-(trifluoromethyl)thiophene-2-carbonyl)oxy)carbamimidoyl)-2,3-dihydro-1H-inden-1-yl)carbamate

2-((R)-1-((S)-2-hydroxy-2-(4-(5-(4-phenyl-5-(trifluoromethyl)thiophen-2-yl)-1,2,4-oxadiazol-3-yl)phenyl)ethyl)piperidin-3-yl)acetic acid

Refernces

• 1、 Hale, Jeffrey J.,Lynch, Christopher L.,Neway, William,Mills, Sander G.,Hajdu, Richard,Keohane, Carol Ann,Rosenbach, Mark J.,Milligan, James A.,Shei, Gan-Ju,Parent, Stephen A.,Chrebet, Gary,Bergstrom, James,Card, Deborah,Ferrer, Marc,Hodder, Peter,Strulovici, Berta,Rosen, Hugh,Mandala, Suzanne. "A rational utilization of high-throughput screening affords selective, orally bioavailable 1-benzyl-3-carboxyazetidine sphingosine-1-phosphate-1 receptor agonists". . p. 6662 - 6665. Retrieved 2007/10/03.