Dicyclohexyl ketone

Base Information

• Chemical Name: Dicyclohexyl ketone
• CAS No.: 119-60-8
• Molecular Formula: C13H22 O
• Molecular Weight: 194.317
• Hs Code.: 29142990
• European Community (EC) Number: 204-336-0
• NSC Number: 60007,49725
• UNII: 4JW244G15F
• DSSTox Substance ID: DTXSID7059488
• Nikkaji Number: J41.546D
• Wikidata: Q27259791
• Mol file: 119-60-8.mol

Synonyms:Dicyclohexyl ketone;Dicyclohexylmethanone;119-60-8;Methanone, dicyclohexyl-;Cyclohexane ketone;KETONE, DICYCLOHEXYL;NSC 49725;EINECS 204-336-0;BRN 1909406;UNII-4JW244G15F;AI3-05564;4JW244G15F;NSC-49725;NSC-60007;EC 204-336-0;dicyclohexyl-methanone;dicylohexyl ketone;Dodecahydrobenzophenone;Dicyclohexylmethanone #;Dicyclohexyl ketone, 98%;DICYCLO HEXYL KETONE;SCHEMBL346017;DTXSID7059488;TWXWPPKDQOWNSX-UHFFFAOYSA-;NSC49725;NSC60007;MFCD00040417;AKOS009157166;BS-19979;LS-87134;D2258;FT-0666656;D84279;EN300-114489;A892530;W-109439;Q27259791

Chemical Property of Dicyclohexyl ketone

Chemical Property:

• Vapor Pressure: 0.00868mmHg at 25°C
• Melting Point: 57°C
• Refractive Index: n20/D 1.485(lit.)
• Boiling Point: 266.4°Cat760mmHg
• Flash Point: 123.4°C
• PSA: 17.07000
• Density: 0.97g/cm³
• LogP: 3.71610
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 194.167065321
• Heavy Atom Count: 14
• Complexity: 165

Purity/Quality:

99.9% ^*data from raw suppliers

Dicyclohexyl Ketone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(CC1)C(=O)C2CCCCC2
• Uses: Dicyclohexyl Ketone (cas# 119-60-8) is a compound useful in organic synthesis.

Technology Process of Dicyclohexyl ketone

There total 78 articles about Dicyclohexyl ketone 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: 99.0%

Dicyclohexylmethanol (4453-82-1) → dicyclohexyl ketone (119-60-8)

Guidance literature:

With 6C₆H₁₅P*4CF₃O₃S^(1-)*2Ru⁽²⁺⁾; acetone; In 2,2,2-trifluoroethanol; at 20 ℃; for 3h; Reagent/catalyst;

DOI:10.1038/nchem.2835

Reference yield: 75.0%

1,1-Diphenylmethanol (91-01-0) → dicyclohexyl ketone (119-60-8) + Dicyclohexylmethanol (4453-82-1) + cyclohexylphenylmethanol (945-49-3)

Guidance literature:

With hydrogen; In water; at 50 ℃; for 6h; under 15001.5 Torr; chemoselective reaction;

DOI:10.1039/c6cy00899b

Reference yield: 67.0%

1-bromocyclohexane (108-85-0) + diphenyl oxalate (3155-16-6) → dicyclohexyl ketone (119-60-8)

Guidance literature:

With pyridine; 4,4'-di-tert-butyl-2,2'-bipyridine; magnesium chloride; nickel dibromide; zinc; In N,N-dimethyl acetamide; at 25 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1055/a-1550-7935

upstream raw materials:

oxalyl dichloride

diethyl ether

ethyl cyclohexanecarboxylate

cyclohexylmagnesiumchloride

Downstream raw materials:

1,1-dicyclohexyl-2-(pyridin-2-yl)ethanol

Dicyclohexylmethanol

1-Brom-dicyclohexylketon

C₄₃H₆₉N₃O₃Si

Refernces

• 1、 Karimi, Babak,Elhamifar, Dawood,Yari, Omolbanin,Khorasani, Mojtaba,Vali, Hojatollah,Clark, James H.,Hunt, Andrew J.. "Synthesis and characterization of alkyl-imidazolium-based periodic mesoporous organosilicas: A versatile host for the immobilization of perruthenate (RuO4-) in the aerobic oxidation of alcohols". . p. 13520 - 13530. Retrieved 2012.
• 2、 Kerackian, Taline,Reina, Antonio,Krachko, Tetiana,Boddaert, Hugo,Bouyssi, Didier,Monteiro, Nuno,Amgoune, Abderrahmane. "C(sp3)-H Bond Acylation with N -Acyl Imides under Photoredox/ Nickel Dual Catalysis". . p. 1531 - 1536. Retrieved 2021.
• 3、 Rao, Maddali L. N.,Periasamy, Mariappan. "Synthesis of Dialkyl Ketones from Alkenes Using Ph(Et)2N:BH3/CoCl2/CO Reagent System". . p. 9069 - 9070. Retrieved 1995.
• 4、 Cadoret, Frédéric,Retailleau, Pascal,Six, Yvan. "Diisopropyloxy(η2-cyclopentene)titanium for the diastereoselective synthesis of various 1,2-disubstituted cyclopentanes". . p. 7749 - 7753. Retrieved 2006.
• 5、 Pelter, Andrew,Rao, J. Madhusudhana. "Synthesis of Ketones and Tertiary Alcohols from Trialkylboranes. Use of Lithium Tris(phenylthio)methanide". . p. 1149 - 1150. Retrieved 1981.
• 6、 Lybaert, Jeroen,Trashin, Stanislav,Maes, Bert U. W.,De Wael, Karolien,Abbaspour Tehrani, Kourosch. "Cooperative Electrocatalytic and Chemoselective Alcohol Oxidation by Shvo's Catalyst". . p. 919 - 925. Retrieved 2017.
• 7、 Le, C. Chip,MacMillan, David W. C.. "Fragment Couplings via CO2 Extrusion-Recombination: Expansion of a Classic Bond-Forming Strategy via Metallaphotoredox". . p. 11938 - 11941. Retrieved 2015.
• 8、 Fuse, Hiromu,Mitsunuma, Harunobu,Kanai, Motomu. "Catalytic Acceptorless Dehydrogenation of Aliphatic Alcohols". . p. 4493 - 4499. Retrieved 2020.
• 9、 Sun, Yuren,Su, Lei,Tong, Weiqi,Yao, Ken,Gong, Hegui. "Ni-Catalyzed Reductive Carbonylation of Alkyl Halides to Form Dialkyl Ketones Using Diphenyl Oxalate as CO Surrogate". supporting information. p. 1762 - 1766. Retrieved 2021/08/13.