(4-Chlorophenyl)[4-(1-methylethoxy)phenyl]methanone

Base Information

• Chemical Name: (4-Chlorophenyl)[4-(1-methylethoxy)phenyl]methanone
• CAS No.: 154356-96-4
• Molecular Formula: C16H15ClO2
• Molecular Weight: 274.74200
• DSSTox Substance ID: DTXSID40452726
• Nikkaji Number: J669.671F
• Wikidata: Q82273526
• Mol file: 154356-96-4.mol

Synonyms:154356-96-4;(4-Chlorophenyl)[4-(1-methylethoxy)phenyl]methanone;Methanone, (4-chlorophenyl)[4-(1-methylethoxy)phenyl]-;(4-chlorophenyl)-(4-propan-2-yloxyphenyl)methanone;Fenofibrate Imp. F (EP);Fenofibrate Impurity F;DTXSID40452726;4-Chloro-4'-isopropoxybenzophenone;4-Chloro-4/'-isopropoxybenzophenone;AKOS008948948;FT-0664864;A1-06480;(4-chlorophenyl)[4-(propan-2-yloxy)phenyl]methanone;(4-Chlorophenyl){4-[(propan-2-yl)oxy]phenyl}methanone

Chemical Property of (4-Chlorophenyl)[4-(1-methylethoxy)phenyl]methanone

Chemical Property:

• Melting Point: 106-108°C
• Boiling Point: 399.1±27.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.159±0.06 g/cm3(Predicted)
• LogP: 4.35820
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 274.0760574
• Heavy Atom Count: 19
• Complexity: 287

Purity/Quality:

99.90% ^*data from raw suppliers

(4-Chlorophenyl)[4-(1-methylethoxy)phenyl]methanone(FenofibrateImpurity) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC1=CC=C(C=C1)C(=O)C2=CC=C(C=C2)Cl
• Uses: A photoproduct of the antihyperlipoproteinemic drug Fenofibrate (F248640). (4-Chlorophenyl)[4-(1-methylethoxy)phenyl]methanone (Fenofibrate EP Impurity F) is a photoproduct of the antihyperlipoproteinemic drug Fenofibrate (F248640).

Technology Process of (4-Chlorophenyl)[4-(1-methylethoxy)phenyl]methanone

There total 4 articles about (4-Chlorophenyl)[4-(1-methylethoxy)phenyl]methanone 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: 55.0%

fenofibric acid (42017-89-0) → (4-chlorophenyl)(4-isopropoxyphenyl)methanone (154356-96-4)

Guidance literature:

With 2,4,6-trimethyl-pyridine; ammonium peroxydisulfate; cyclohexa-1,4-diene; In dimethylsulfoxide-d6; at 60 ℃; for 2h; Solvent; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.1c04079

Reference yield:

fenofibric acid sodium salt → 4-chloro-4'-hydroxybenzophenone (42019-78-3) + (4-chlorophenyl)(4-isopropoxyphenyl)methanone (154356-96-4) + 4-chloro-4'-(1-hydroxy-1-methylethyl)benzophenone

Guidance literature:

With oxygen; In methanol; Further Variations:; Reagents; reagents conc.; Product distribution; Irradiation;

DOI:10.1111/j.1751-1097.1999.tb08293.x

Reference yield:

4-chloro-benzoyl chloride (122-01-0) + 4-(isopropoxy)phenylboronic acid (153624-46-5) → (4-chlorophenyl)(4-isopropoxyphenyl)methanone (154356-96-4)

Guidance literature:

With dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-); potassium carbonate; In 1,4-dioxane; toluene; at 120 ℃; for 2h; Microwave irradiation;

DOI:10.1021/jm2015809

upstream raw materials:

fenofibric acid

4-chloro-benzoyl chloride

4-(isopropoxy)phenylboronic acid

Refernces

• 1、 Bosca, Francisco,Miranda, Miguel A.. "A laser flash photolysis study on fenofibric acid". . p. 853 - 857. Retrieved 1999.
• 2、 Keenan, Martine,Abbott, Michael J.,Alexander, Paul W.,Armstrong, Tanya,Best, Wayne M.,Berven, Bradley,Botero, Adriana,Chaplin, Jason H.,Charman, Susan A.,Chatelain, Eric,Von Geldern, Thomas W.,Kerfoot, Maria,Khong, Andrea,Nguyen, Tien,McManus, Joshua D.,Morizzi, Julia,Ryan, Eileen,Scandale, Ivan,Thompson, R. Andrew,Wang, Sen Z.,White, Karen L.. "Analogues of fenarimol are potent inhibitors of trypanosoma cruzi and are efficacious in a murine model of chagas disease". supporting information; experimental part. p. 4189 - 4204. Retrieved 2012/07/27.