3-Phenylcyclohexanone

Base Information

• Chemical Name: 3-Phenylcyclohexanone
• CAS No.: 20795-53-3
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• Hs Code.: 2914399090
• European Community (EC) Number: 832-830-1
• NSC Number: 119037
• DSSTox Substance ID: DTXSID70297900
• Nikkaji Number: J83.030E
• Mol file: 20795-53-3.mol

Synonyms:3-Phenylcyclohexanone;20795-53-3;3-Phenyl-cyclohexanone;3-phenylcyclohexan-1-one;Cyclohexanone, 3-phenyl-;NSC119037;3-phenyl cyclohexanone;3-Phenylcyclohexanone #;3-phenyl-cyclohexan-1-one;SCHEMBL714528;DTXSID70297900;Pyridine-4-carboxylic acidN-oxide;3-phenyl-cyclohexanone, AldrichCPR;BCP21941;MFCD00209990;MFCD00209998;AKOS006272468;AB04809;NSC 119037;NSC-119037;SB36765;SB37739;AS-36307;BB 0256986;CS-0341801;FT-0681616;FT-0773184;FT-0774246;A21364;EN300-176281;Z1198152074

Chemical Property of 3-Phenylcyclohexanone

Chemical Property:

• Vapor Pressure: 0.00167mmHg at 25°C
• Melting Point: 64 °C
• 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.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 180

Purity/Quality:

98% ^*data from raw suppliers

3-Phenylcyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(CC(=O)C1)C2=CC=CC=C2
• Uses: 3-Phenylcyclohexanone is used in preparation of cyclic Ketone derivatives via ring expansion reaction of beta-selenyl cyclic Ketone derivatives.

Technology Process of 3-Phenylcyclohexanone

There total 214 articles about 3-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: 95.0%

cyclohexenone (930-68-7) + C8H10CuO2S(1-)*Br(1-)*Mg(2+) → dimethylsulfone (67-71-0) + 3-phenylcyclohexanone (20795-53-3)

Guidance literature:

With ammonium chloride; In tetrahydrofuran; at 0 ℃;

DOI:10.1039/c39820000358

Reference yield: 89.0%

cyclohexenone (930-68-7) + phenylboronic acid (98-80-6) → 3-phenylcyclohex-2-enone (10345-87-6) + 3-phenylcyclohexanone (20795-53-3)

Guidance literature:

With sodium acetate; antimony(III) chloride; palladium diacetate; In acetic acid; at 25 ℃; for 20h;

DOI:10.1021/jo00109a019

Reference yield: 76.0%

iodobenzene (591-50-4) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → biphenyl (92-52-4,1594-86-1) + 3-phenylcyclohexanone (20795-53-3)

Guidance literature:

With palladium(II) trifluoroacetate; silver trifluoroacetate; tris(1-methylethyl)phosphine; In 1,4-dioxane; at 80 ℃; for 12h; Reagent/catalyst; Solvent; Catalytic behavior; Sealed tube; Inert atmosphere;

upstream raw materials:

3-phenylcyclohex-2-enone

3-phenyl-1-cyclohexanol

n-butyllithium

cyclohexenone

Downstream raw materials:

ethyl (3-phenylcyclohexylidene)acetate

3-phenyl-1-cyclohexanol

cis-3-Phenyl-cyclohexanol

cis-3-Phenylcyclohexylacetat

Refernces

• 1、 Takaya, Hikaru,Iwaya, Takashi,Ogata, Kazuki,Isozaki, Katsuhiro,Yokoi, Tomoya,Yoshida, Ryota,Yasuda, Nobuhiro,Seike, Hirofumi,Takenaka, Toshio,Nakamura, Masaharu. "Synthesis, structure, and function of pcp pincer transition-metal-complex- bound norvaline derivatives". . p. 1910 - 1914. Retrieved 2013.
• 2、 Ponaras, Anthony A.,Zaim, ?mer. "Radical cyclizations of 2-(ω-haloalkylthio)enones to thiapolycycloalkanones". . p. 2279 - 2282. Retrieved 2000.
• 3、 Bertz, Steven H.,Dabbagh, Gary,Sundararajan, G.. "Asymmetric Induction with Amidocuprates". . p. 4953 - 4959. Retrieved 1986.
• 4、 Schlesinger, Maik,Hofmann, Max,Rueffer, Tobias,Schaarschmidt, Dieter,Lang, Heinrich,Theilacker, Sergio,Schuermann, Markus,Jurkschat, Klaus,Mehring, Michael. "Synthesis of dibromobenzobarrelene derivatives and catalytic activity of their rhodium complexes". . p. 2930 - 2939. Retrieved 2013.
• 5、 Sung, Kihyuk,Lee, Mi-hyun,Cheong, Yeon-Joo,Kim, Yu Kwon,Yu, Sungju,Jang, Hye-Young. "Ir(NHC)-Catalyzed Synthesis of β-Alkylated Alcohols via Borrowing Hydrogen Strategy: Influence of Bimetallic Structure". supporting information. p. 3090 - 3097. Retrieved 2021/05/10.
• 6、 Casotti, Gianluca,Rositano, Vincenzo,Iuliano, Anna. "Enantioselective Conjugate Addition of Stabilized Arylzinc Iodide to Enones: an Improved Protocol of the Hayashi Reaction". . p. 1126 - 1131. Retrieved 2020/12/17.