2-Trifluoroacetylphenol

Base Information

• Chemical Name: 2-Trifluoroacetylphenol
• CAS No.: 25666-51-7
• Molecular Formula: C8H5F3O2
• Molecular Weight: 190.122
• Hs Code.: 2914790090
• European Community (EC) Number: 674-465-9
• DSSTox Substance ID: DTXSID90375592
• Nikkaji Number: J823.118D
• Wikidata: Q82164180
• Mol file: 25666-51-7.mol

Synonyms:2-trifluoroacetylphenol

Chemical Property of 2-Trifluoroacetylphenol

Chemical Property:

• Vapor Pressure: 0.247mmHg at 25°C
• Boiling Point: 92 °C
• PKA: 7.00±0.30(Predicted)
• Flash Point: 74.2°C
• PSA: 37.30000
• Density: 1.4g/cm³
• LogP: 2.13720
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 190.02416388
• Heavy Atom Count: 13
• Complexity: 200

Purity/Quality:

98%Min ^*data from raw suppliers

2-Trifluoroacetylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-Trifluoroacetylphenol

There total 20 articles about 2-Trifluoroacetylphenol 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: 33.0%

phenyl trifluoroacetate (500-73-2) → 2-trifluoroacetylphenol (25666-51-7)

Guidance literature:

phenyl trifluoroacetate; With aluminum (III) chloride; at 20 - 100 ℃; Neat (no solvent);

With hydrogenchloride; In water; at 20 ℃;

DOI:10.1016/j.tet.2009.06.122

Reference yield: 22.0%

ethyl trifluoroacetate, (383-63-1) + 2-hydroxybromobenzene (95-56-7) → 2-trifluoroacetylphenol (25666-51-7)

Guidance literature:

2-hydroxybromobenzene; With n-butyllithium; In diethyl ether; hexane; at -25 - 20 ℃; Inert atmosphere;

ethyl trifluoroacetate,; In diethyl ether; hexane; at -90 - 20 ℃; for 1.25h; Inert atmosphere;

With hydrogenchloride; In diethyl ether; hexane; water; at -5 ℃;

DOI:10.1016/j.tet.2009.06.122

Reference yield:

2-Acetoxy-benzoic acid 2-(2,2,2-trifluoro-acetyl)-phenyl ester → 2-trifluoroacetylphenol (25666-51-7) + aspirin (50-78-2,98201-60-6)

Guidance literature:

With water; In 1,4-dioxane; at 27 ℃; Kinetics; Thermodynamic data; other temp.; ΔH (excit.), ΔS (excit.); t_1/2; also without alkali;

DOI:10.1016/S0014-827X(97)00014-1

upstream raw materials:

1-bromo-2-(tert-butoxy)benzene

2-bromo-2-(trifluoroacetyl)cyclohexanone

2-chloro-2-(trifluoroacetyl)cyclohexanone

ethyl trifluoroacetate,

Downstream raw materials:

3,4:8,9-dibenzo-5,7-bis(trifluoromethyl)-1-phenyl-2,6,10,11-tetraoxa-1-phospha(V)tricyclo<5.3.1.0^1,5>undecane

2-(1'-Imino-2',2',2'-trifluoroethyl)phenol

[2-[2-(N,N-Dimethylamino)ethoxy]phenyl]-2,2,2-trifluoroethanone

Refernces

• 1、 Sevenard, Dmitri V.,Vorobyev, Mikhail,Sosnovskikh, Vyacheslav Ya.,Wessel, Helma,Kazakova, Olesya,Vogel, Vera,Shevchenko, Nikolay E.,Nenajdenko, Valentine G.,Lork, Enno,R?schenthaler, Gerd-Volker. "Halogenation of fluorinated cyclic 1,3-dicarbonyl compounds: new aspects of synthetic application". experimental part. p. 7538 - 7552. Retrieved 2009/12/06.
• 2、 Abordo, Evelyn A.,Bowden, Keith,Huntington, Anthony P.,Powell, Sarah L.. "Prodrugs: Part 3. 2-Formylphenyl esters of indomethacin, ketoprofen and ibuprofen and 6-substituted 2-formyl and 2-acylphenyl esters of aspirin". . p. 95 - 101. Retrieved 2007/10/03.