Cyclohexyl(2-naphthyl)methanone

Base Information

• Chemical Name: Cyclohexyl(2-naphthyl)methanone
• CAS No.: 10404-26-9
• Molecular Formula: C₁₇H₁₈O
• Molecular Weight: 238.329
• DSSTox Substance ID: DTXSID101295538
• Mol file: 10404-26-9.mol

Synonyms:cyclohexyl(2-naphthyl)methanone;cyclohexyl(naphthalen-2-yl)methanone;methanone, cyclohexyl-2-naphthalenyl-;Cyclohexyl-2-naphthalenylmethanone;DTXSID101295538;AKOS012009258;10404-26-9

Chemical Property of Cyclohexyl(2-naphthyl)methanone

Chemical Property:

• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 238.135765193
• Heavy Atom Count: 18
• Complexity: 290

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(CC1)C(=O)C2=CC3=CC=CC=C3C=C2

Technology Process of Cyclohexyl(2-naphthyl)methanone

There total 6 articles about Cyclohexyl(2-naphthyl)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: 80.0%

β-naphthyltrimethylstannane (945-77-7) + cyclohexanylcarbonyl chloride (2719-27-9) → cyclohexyl(naphthalen-2-yl)methanone (10404-26-9)

Guidance literature:

bis-triphenylphosphine-palladium(II) chloride; In benzene; for 5h; Heating;

Reference yield: 61.0%

2-bromonaphthalene (580-13-2) + cyclohexanecarbaldehyde (2043-61-0) → cyclohexyl(naphthalen-2-yl)methanone (10404-26-9)

Guidance literature:

With palladium diacetate; 9,10-phenanthrenequinone; potassium hydrogencarbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In acetone; at 20 ℃; for 24h; Reagent/catalyst; Irradiation;

DOI:10.1021/acscatal.0c02105

Reference yield: 59.0%

Cyclohexyl iodide (626-62-0) + naphthalene-2-boronic acid (32316-92-0) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) → cyclohexyl(naphthalen-2-yl)methanone (10404-26-9)

Guidance literature:

Cyclohexyl iodide; naphthalene-2-boronic acid; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; benzene; at 20 ℃; for 24h; Inert atmosphere; Irradiation;

molybdenum hexacarbonyl; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 70 ℃; Inert atmosphere;

DOI:10.1039/c7cc02763j

upstream raw materials:

β-naphthyltrimethylstannane

cyclohexanylcarbonyl chloride

Cyclohexyl iodide

naphthalene-2-boronic acid

Refernces

• 1、 Chen, Guangying,Cheng, Gui-Juan,Guo, Bin,Li, Xiaobao,Ran, Chongzhao,Wang, Lu,Wang, Ting,Wei, Jun-Jie,Zheng, Caijuan,Zheng, Chao. "Direct C-H Arylation of Aldehydes by Merging Photocatalyzed Hydrogen Atom Transfer with Palladium Catalysis". . p. 7543 - 7551. Retrieved 2020/08/21.
• 2、 Roslin, Sara,Odell, Luke R.. "Palladium and visible-light mediated carbonylative Suzuki-Miyaura coupling of unactivated alkyl halides and aryl boronic acids". supporting information. p. 6895 - 6898. Retrieved 2017/07/10.