4,4'-Bicyclohexanone

Base Information

• Chemical Name: 4,4'-Bicyclohexanone
• CAS No.: 23391-99-3
• Molecular Formula: C12H18O2
• Molecular Weight: 194.274
• Hs Code.: 2914299000
• European Community (EC) Number: 607-226-4
• NSC Number: 100201
• DSSTox Substance ID: DTXSID60295192
• Nikkaji Number: J1.641.729G
• Wikidata: Q72443433
• Mol file: 23391-99-3.mol

Synonyms:4,4'-Bicyclohexanone;23391-99-3;[1,1'-Bi(cyclohexane)]-4,4'-dione;4-(4-oxocyclohexyl)cyclohexan-1-one;bicyclohexyl-4,4'-dione;1,1'-bi(cyclohexyl)-4,4'-dione;4,4-bicyclohexanone;4,4'-Dioxobicyclohexyl;[1,1'-Bicyclohexyl]-4,4'-dione;NSC100201;Bis(4-cyclohexanone);4,4 -Bicyclohexanone;4,4'- bicyclohexanone;4,4'-bicyclohexanedione;4,4'-Bi[cyclohexanone];ChemDiv2_000099;NCIOpen2_002063;4,4´- bicyclohexanone;bi(cyclohexane)-4,4'-dione;SCHEMBL510704;DTXSID60295192;HMS1369E11;YAA39199;MFCD00210694;AKOS001584968;CCG-103146;NSC 100201;NSC-100201;B2405;CS-0212878;EU-0033438;FT-0738592;F18816;A878255;SR-01000389236;SR-01000389236-1;4,4'-Dioxo-2,2',3,3',5,5',6,6'-octahydro-1,1'-biphenyl

Chemical Property of 4,4'-Bicyclohexanone

Chemical Property:

• Melting Point: 118 °C
• Boiling Point: 327.8 °C at 760 mmHg
• Flash Point: 122.9 °C
• PSA: 34.14000
• Density: 1.081 g/cm³
• LogP: 2.50500
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 194.130679813
• Heavy Atom Count: 14
• Complexity: 199

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,4''-Bicyclohexanone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)CCC1C2CCC(=O)CC2

Technology Process of 4,4'-Bicyclohexanone

There total 10 articles about 4,4'-Bicyclohexanone 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: 93.0%

4,4′-dihydroxybicyclohexyl (20601-38-1,46310-12-7) → 4,4'-bicyclohexanone (23391-99-3)

Guidance literature:

With 4-(benzyloxycarbonyl)-2,2,6,6-tetramethylpiperidine-1-oxyl; sodium hydrogencarbonate; pyridinium hydrobromide perbromide; In dichloromethane; water; at 0 - 4 ℃;

DOI:10.1016/j.tet.2008.08.051

Reference yield: 66.0%

4,4'-Dihydroxybiphenyl (92-88-6) + sulfur(IV) oxide * pyridine (21326-53-4) → 4,4,'-Bicyclohexanedione + 4,4'-bicyclohexanone (23391-99-3)

Guidance literature:

palladium on activated carbon; In water; toluene;

Reference yield:

4-(4'-Carboxy-4'-methylthiocyclohexyl)cyclohexanon → 4,4'-bicyclohexanone (23391-99-3)

Guidance literature:

With N-chloro-succinimide; sodium hydrogencarbonate; In ethanol;

DOI:10.1021/ja00451a041

upstream raw materials:

4,4′-dihydroxybicyclohexyl

4,4'-Dihydroxybiphenyl

1,1'-Bicyclohexylidene-4,4'-dione

diphenylether

Downstream raw materials:

8-(4-oxocyclohexyl)-1,4-dioxaspiro[4.5]decane

3,4,3′,4′-tetrahydroxy-1,1′-biphenyl

Refernces

• 1、 Mei, Zhen-Wu,Omote, Takumi,Mansour, Mounir,Kawafuchi, Hiroyuki,Takaguchi, Yutaka,Jutand, Anny,Tsuboi, Sadao,Inokuchi, Tsutomu. "A high performance oxidation method for secondary alcohols by inductive activation of TEMPO in combination with pyridine-bromine complexes". experimental part. p. 10761 - 10766. Retrieved 2009/04/11.
• 2、 Hoogesteger, Frans J.,Grove, David M.,Jenneskens, Leonardas W.,De Bruin, Theodorus J. M.,Jansen, Bart A. J.. "Oligo(cyclohexylidene) oximes and derivatives as probe molecules for long-range substituent effects on13C NMR chemical shifts". . p. 2327 - 2334. Retrieved 2007/10/03.