4-Phenylcyclohexanone

Base Information

• Chemical Name: 4-Phenylcyclohexanone
• CAS No.: 4894-75-1
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• Hs Code.: 29143900
• European Community (EC) Number: 225-517-0
• NSC Number: 28473
• DSSTox Substance ID: DTXSID80197644
• Nikkaji Number: J80.919E
• Wikidata: Q72501557
• Mol file: 4894-75-1.mol

Synonyms:4-Phenylcyclohexanone;4894-75-1;4-phenylcyclohexan-1-one;Cyclohexanone, 4-phenyl-;4-phenyl-1-cyclohexanone;4-phenyl-cyclohexanone;EINECS 225-517-0;NSC 28473;MFCD00001641;NSC28473;4-phenylcyclo-hexanone;Enamine_005496;4-phenyl-cyclohexan-1-one;SCHEMBL76840;4-Phenylcyclohexanone, >=98%;YKAYMASDSHFOGI-UHFFFAOYSA-;DTXSID80197644;HMS1409J18;NSC-28473;STK802344;AKOS000119415;BS-3945;CS-W008596;SY046517;FT-0619406;P0975;EN300-17358;A827634;W-106035;Z56922122;F0001-1279

Chemical Property of 4-Phenylcyclohexanone

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0.00167mmHg at 25°C
• Melting Point: 73-77 °C(lit.)
• Refractive Index: 1.537
• Boiling Point: 294 °C at 760 mmHg
• Flash Point: 123.7 °C
• PSA: 17.07000
• Density: 1.042 g/cm³
• LogP: 2.91330
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform, Methanol
• Water Solubility.: slightly soluble
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

4-Phenylcyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: C1CC(=O)CCC1C2=CC=CC=C2
• Uses: 4-Phenylcyclohexanone is used in the synthesis of CCR2 antagonists for the treatment of rheumatoid arthritis, atherosclerosis and other disease states. Also used in the preparation of coumarins via dehydrogenation and Heck coupling reactions. 4-Phenylcyclohexanone was used in the preparation of new cardo diamine monomer, 1,1-bis[4-(4-aminophenoxy)phenyl]-4-phenylcyclohexane bearing a 4-phenylcyclohexylidene unit.

Technology Process of 4-Phenylcyclohexanone

There total 79 articles about 4-Phenylcyclohexanone 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: 100.0%

4-phenylcyclohexanone semicarbazone → 1-phenyl-4-cyclohexanone (4894-75-1)

Guidance literature:

With caro's acid; silica gel; In dichloromethane; for 0.416667h; Heating;

DOI:10.1080/10426500490466337

Reference yield: 99.0%

4-phenyl-cyclohexanol (5769-13-1,7335-12-8,5437-46-7) → 1-phenyl-4-cyclohexanone (4894-75-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; tris(2-methylphenyl)bismuth dichloride; In toluene; at 20 ℃; for 2h;

DOI:10.1002/1521-3773(20020816)41:16<3028::AID-ANIE3028>3.0.CO;2-U

Reference yield: 98.0%

4-phenylcyclohexanone diethyl acetal (81929-32-0) → 1-phenyl-4-cyclohexanone (4894-75-1)

Guidance literature:

With tungsten(VI) chloride; In dichloromethane; for 5h; Ambient temperature;

DOI:10.1039/a803977a

upstream raw materials:

cyclohexenone

8-phenyl-1,4-dioxaspiro[4,5]decane

trans-4-phenylcyclohexanol

1-phenyl-1-cyclohexane

Downstream raw materials:

Biligen

2-(4-Phenyl-cyclohex-1-enyl)-propionic acid ethyl ester

hexahydro-5-phenyl-1-benzyl-2H-azepin-2-one

2-acetyl-4-phenylcyclohexanone

Refernces

• 1、 Fu, Haigen,Lam, Heather,Emmanuel, Megan A.,Kim, Ji Hye,Sandoval, Braddock A.,Hyster, Todd K.. "Ground-State Electron Transfer as an Initiation Mechanism for Biocatalytic C-C Bond Forming Reactions". . p. 9622 - 9629. Retrieved 2021/07/01.
• 2、 Li, Zijian,Sun, Wenxuan,Wang, Xianxu,Li, Luyang,Zhang, Yong,Li, Chao. "Electrochemically Enabled, Nickel-Catalyzed Dehydroxylative Cross-Coupling of Alcohols with Aryl Halides". supporting information. p. 3536 - 3543. Retrieved 2021/03/08.