2',5'-Bis(trifluoromethyl)acetophenone

Base Information

• Chemical Name: 2',5'-Bis(trifluoromethyl)acetophenone
• CAS No.: 545410-47-7
• Molecular Formula: C10H6F6O
• Molecular Weight: 256.147
• Hs Code.: 2914700090
• European Community (EC) Number: 642-632-5
• DSSTox Substance ID: DTXSID60395924
• Wikidata: Q82196316
• Mol file: 545410-47-7.mol

Synonyms:545410-47-7;2',5'-bis(trifluoromethyl)acetophenone;2,5-Bis(trifluoromethyl)acetophenone;1-(2,5-Bis(trifluoromethyl)phenyl)ethanone;1-[2,5-bis(trifluoromethyl)phenyl]ethanone;Ethanone, 1-[2,5-bis(trifluoromethyl)phenyl]-;MFCD04116044;SCHEMBL2001145;DTXSID60395924;ZBIHDCGAPRWDOA-UHFFFAOYSA-N;2,5-bis-(Trifluoromethyl)acetophenone;AKOS005257741;AC-3631;AM62025;JS-4394;FT-0717544;A19691;I12066;1-[2,5-bis(trifluoromethyl)phenyl]ethan-1-one

Chemical Property of 2',5'-Bis(trifluoromethyl)acetophenone

Chemical Property:

• Refractive Index: 1.4200
• Boiling Point: 206.1 °C at 760 mmHg
• Flash Point: 76.9 °C
• PSA: 17.07000
• Density: 1.362 g/cm³
• LogP: 3.92680
• Water Solubility.: Sparingly soluble in water.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 256.03228378
• Heavy Atom Count: 17
• Complexity: 292

Purity/Quality:

99% ^*data from raw suppliers

2'',5''-Blis(trifluoromethyl)acetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C=CC(=C1)C(F)(F)F)C(F)(F)F
• Uses: Bis(trifluoromethyl)acetophenone is used in the synthesis of the monoamine oxidase-B inhibitors. It is also used to isolate novel bacterial strain from soil samples.

Technology Process of 2',5'-Bis(trifluoromethyl)acetophenone

There total 1 articles about 2',5'-Bis(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: 56.0%

2,5-bis(trifluoromethyl)benzoyl chloride (393-82-8) + methylmagnesium bromide (75-16-1) → 2,5-bistrifluoromethyl-1-methylcarbonylbenzene (545410-47-7)

Guidance literature:

2,5-bis(trifluoromethyl)benzoyl chloride; With tributylphosphine; In tetrahydrofuran; at -20 ℃; for 0.416667h;

methylmagnesium bromide; In tetrahydrofuran; for 0.516667h;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield: 97.0%

2,5-bistrifluoromethyl-1-methylcarbonylbenzene (545410-47-7) → 2-bromo-1-[(2,5-bis-trifluoromethyl)phenyl]-ethanone (545410-49-9)

Guidance literature:

With bromine; In dichloromethane; at 20 ℃; for 6h;

Reference yield:

2,5-bistrifluoromethyl-1-methylcarbonylbenzene (545410-47-7) → 1-(2,5-Bistrifluoromethylphenyl)-2-(imidazol-1-yl)ethanol (545410-53-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Br₂; AcOH

2: acetonitrile

3: NaBH₄ / ethanol

With sodium tetrahydroborate; bromine; acetic acid; In ethanol; acetonitrile;

DOI:10.1016/j.bmcl.2003.11.077

upstream raw materials:

2,5-bis(trifluoromethyl)benzoyl chloride

methylmagnesium bromide

Downstream raw materials:

2-bromo-1-[(2,5-bis-trifluoromethyl)phenyl]-ethanone

1-(2,5-Bistrifluoromethylphenyl)-2-(imidazol-1-yl)ethanol

2,5-bistrifluoromethyl-1-(imidazol-1-ylmethylcarbonyl)benzene

1-(2,5-bistrifluoromethylphenyl)-2-(imidazol-1-yl)ethylamine

Refernces

• 1、 Atwal, Karnail S.,Ahmad, Saleem,Ding, Charles Z.,Stein, Philip D.,Lloyd, John,Hamann, Lawrence G.,Green, David W.,Ferrara, Francis N.,Wang, Paulina,Rogers, W. Lynn,Doweyko, Lidia M.,Miller, Arthur V.,Bisaha, Sharon N.,Schmidt, Joan B.,Li, Ling,Yost, Kenneth J.,Lan, Hsi-Jung,Madsen, Cort S.. "N-[1-Aryl-2-(1-imidazolo)ethyl]-guanidine derivatives as potent inhibitors of the bovine mitochondrial F1F0 ATP hydrolase". . p. 1027 - 1030. Retrieved 2007/10/03.