4-Trifluoromethylsalicylic acid

Base Information

• Chemical Name: 4-Trifluoromethylsalicylic acid
• CAS No.: 328-90-5
• Molecular Formula: C8H5F3O3
• Molecular Weight: 206.121
• Hs Code.: 29189900
• European Community (EC) Number: 700-368-9,608-795-1
• UNII: UKY7YRE9E9
• DSSTox Substance ID: DTXSID00186474
• Nikkaji Number: J460.699J
• Wikidata: Q72512906
• ChEMBL ID: CHEMBL3244577
• Mol file: 328-90-5.mol

Synonyms:2-hydroxy-4-trifluoromethylbenzoic acid;4-TFMSA;4-trifluoromethylsalicylic acid;HTB

Chemical Property of 4-Trifluoromethylsalicylic acid

Chemical Property:

• Vapor Pressure: 0.00124mmHg at 25°C
• Melting Point: 178 °C
• Refractive Index: 1.509
• Boiling Point: 286.4 °C at 760 mmHg
• PKA: 2.45±0.10(Predicted)
• Flash Point: 127 °C
• PSA: 57.53000
• Density: 1.539 g/cm³
• LogP: 2.10920
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 206.01907850
• Heavy Atom Count: 14
• Complexity: 226

Purity/Quality:

99% ^*data from raw suppliers

DesacetylTriflusal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(F)(F)F)O)C(=O)O
• Uses: The active metabolite of Triflusal; inhibits cardiac hypertrophy in vitro and in vivo by blocking the NF-κB signaling pathway. The active metabolite of Triflusal

Technology Process of 4-Trifluoromethylsalicylic acid

There total 15 articles about 4-Trifluoromethylsalicylic 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: 94.0%

2-methoxymethoxy-4-(trifluoromethyl)benzene (368422-29-1) → 4-trifluoromethylsalicylic acid (328-90-5)

Guidance literature:

With boron trifluoride diethyl etherate; In methanol; at 25 ℃; for 15h;

DOI:10.1002/1099-0690(200108)2001:15<2911::AID-EJOC2911>3.0.CO;2-W

Reference yield: 86.0%

4-trifluoromethylbenzoic acid (455-24-3) → 4-trifluoromethylsalicylic acid (328-90-5)

Guidance literature:

With oxygen; potassium acetate; palladium diacetate; p-benzoquinone; In N,N-dimethyl acetamide; at 115 ℃; for 15h; under 3800.26 Torr;

DOI:10.1021/ja907198n

Reference yield:

triflusal (322-79-2) → acetate (71-50-1) + 4-trifluoromethylsalicylic acid (328-90-5)

Guidance literature:

With cetyltrimethylammonim bromide; sodium hydroxide; In acetonitrile; at 25 ℃; Reagent/catalyst; Kinetics;

DOI:10.1016/j.molliq.2015.03.006

upstream raw materials:

2,5-bis-(trifluoromethyl)phenol

carbon dioxide

3-Trifluoromethylphenol

2-methoxymethoxy-4-(trifluoromethyl)benzene

Downstream raw materials:

2-hydroxy-5-(3-nitro-phenylazo)-4-trifluoromethyl-benzoic acid

2-hydroxy-4-trifluoromethyl-benzoic acid-(2-hydroxy-ethyl ester)

2-ethoxy-4-trifluoromethyl-benzoic acid ethyl ester

2-hydroxy-4-(trifluoromethyl)benzaldehyde

Refernces

• 1、 Al-Lohedan, Hamad A.,Al-Blewi, Fawziah F.,Rafiquee,Issa, Zuheir A.. "Micellar effects upon the rate of alkaline hydrolysis of triflusal". . p. 321 - 327. Retrieved 2015/03/18.
• 2、 Enache, Teodor Adrian,Fatibello-Filho, Orlando,Oliveira-Brett, Ana Maria. "Electrochemical behavior of triflusal, aspirin and their metabolites at glassy carbon and boron doped diamond electrodes". body text. p. 569 - 577. Retrieved 2010/12/25.