4'-Hydroxy-3'-(trifluoromethyl)acetophenone

Base Information

• Chemical Name: 4'-Hydroxy-3'-(trifluoromethyl)acetophenone
• CAS No.: 149105-11-3
• Molecular Formula: C9H7 F3 O2
• Molecular Weight: 204.149
• Hs Code.: 2914700090
• European Community (EC) Number: 639-362-5,642-601-6
• DSSTox Substance ID: DTXSID80379387
• Wikidata: Q82169174
• Mol file: 149105-11-3.mol

Synonyms:149105-11-3;4'-Hydroxy-3'-(trifluoromethyl)acetophenone;1-[4-hydroxy-3-(trifluoromethyl)phenyl]ethanone;4-Hydroxy-3-(trifluoromethyl)acetophenone;1-(4-Hydroxy-3-(trifluoromethyl)phenyl)ethanone;MFCD01091005;1-[4-Hydroxy-3-(trifluoromethyl)phenyl]ethan-1-one;1-(4-HYDROXY-3-(TRIFLUOROMETHYL)PHENYL)ETHAN-1-ONE;1-(4-Hydroxy-3-trifluoromethylphenyl)ethanone;SCHEMBL840795;DTXSID80379387;AKOS016015696;CS-W015428;FS-2087;FT-0643428;A808841;4/'-HYDROXY-3/'-(TRIFLUOROMETHYL)ACETOPHENONE;Ethanone, 1-[4-hydroxy-3-(trifluoromethyl)phenyl]-

Chemical Property of 4'-Hydroxy-3'-(trifluoromethyl)acetophenone

Chemical Property:

• Melting Point: 176-177°C
• Boiling Point: 254.7±35.0 °C(Predicted)
• PKA: 6.19±0.43(Predicted)
• Flash Point: 107.8oC
• PSA: 37.30000
• Density: 1.335±0.06 g/cm3(Predicted)
• LogP: 2.61360
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 204.03981395
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

98%min ^*data from raw suppliers

4'-Hydroxy-3'-(trifluoromethyl)acetophenone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4'-Hydroxy-3'-(trifluoromethyl)acetophenone

There total 4 articles about 4'-Hydroxy-3'-(trifluoromethyl)acetophenone 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: 19.0%

2CF3O2S(1-)*Zn(2+)*2H2O + 4-Hydroxyacetophenone (99-93-4) → 1-[4-hydroxy-3-(trifluoromethyl)phenyl]ethan-1-one (149105-11-3)

Guidance literature:

With tert.-butylhydroperoxide; copper(l) iodide; hydroquinone; In water; dimethyl sulfoxide; at 30 ℃; for 48h; pH=5.5; Sealed tube;

DOI:10.1002/ejoc.201801111

Reference yield:

2-(trifluoromethyl)phenyl acetate (400629-06-3) → 1-[4-hydroxy-3-(trifluoromethyl)phenyl]ethan-1-one (149105-11-3)

Guidance literature:

With trifluorormethanesulfonic acid; at 20 ℃; for 16h;

Reference yield:

Langlois reagent (2926-29-6) + 4-Hydroxyacetophenone (99-93-4) → 1-[4-hydroxy-3-(trifluoromethyl)phenyl]ethan-1-one (149105-11-3)

Guidance literature:

4-Hydroxyacetophenone; With β‐cyclodextrin; In water; at 25 ℃; for 8h;

Langlois reagent; With tert.-butylhydroperoxide; iron(III) chloride; In water; at 25 ℃; for 16h; regioselective reaction;

DOI:10.1021/acs.orglett.1c01259

upstream raw materials:

2-(trifluoromethyl)phenol

2-(trifluoromethyl)phenyl acetate

4-Hydroxyacetophenone

Langlois reagent

Downstream raw materials:

1-[4-(pyridin-4-ylmethoxy)-3-trifluoromethyl-phenyl]-ethanone trifluoroacetate

4-(4-acetyl-2-trifluoromethyl-phenoxy)-butyric acid ethyl ester

1-(3-Bromo-4-hydroxy-5-trifluoromethylphenyl)ethanone

1-[4-Methoxy-3-(trifluoromethyl)phenyl]ethanone

Refernces

• 1、 Pletz, Jakob,Koeberl, Christoph,Fuchs, Michael,Steiner, Oliver,Goessler, Walter,Kroutil, Wolfgang. "Cu and hydroquinone for the trifluoromethylation of unprotected phenols". . p. 682 - 690. Retrieved 2018/10/20.