1,4-Cyclohexanedione

Base Information

• Chemical Name: 1,4-Cyclohexanedione
• CAS No.: 637-88-7
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Hs Code.: 2914.29
• European Community (EC) Number: 211-306-0
• NSC Number: 7192
• UNII: BJS27Z99AM
• DSSTox Substance ID: DTXSID6060929
• Nikkaji Number: J23.544J
• Wikipedia: 1,4-Cyclohexanedione
• Wikidata: Q2806566
• Metabolomics Workbench ID: 51658
• Mol file: 637-88-7.mol

Synonyms:1,4-cyclohexanedione

Chemical Property of 1,4-Cyclohexanedione

Chemical Property:

• Appearance/Colour: tan or yellow crystalline powder
• Vapor Pressure: 0.0809mmHg at 25°C
• Melting Point: 77-78.5 °C(lit.)
• Refractive Index: 1.473
• Boiling Point: 226.66 °C at 760 mmHg
• Flash Point: 82.157 °C
• PSA: 34.14000
• Density: 1.128 g/cm³
• LogP: 0.69860
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: Soluble in methanol and ethanol.
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 98.5

Purity/Quality:

99% ^*data from raw suppliers

1,4-Cyclohexanedione ^*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 -> Aliphatic Ketones, Other
• Canonical SMILES: C1CC(=O)CCC1=O
• Uses: 1,4-Cyclohexanedione is used in the preparation of 1,4 benzoquinone and bromoorganics. It is also used to study the influence of visible light on the bromate-1,4-cyclohexanedione-ferroin oscillating reaction. It plays a vital role in pharmaceuticals, plant growth regulator and as a conducting material.

Technology Process of 1,4-Cyclohexanedione

There total 77 articles about 1,4-Cyclohexanedione 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%

p-benzoquinone (106-51-4) → 1,4-Cyclohexanedione (637-88-7)

Guidance literature:

With aluminium trichloride; zinc; In tetrahydrofuran; for 0.4h; Ambient temperature;

Reference yield: 97.0%

1,4-Cyclohexanediol (556-48-9) → 1,4-Cyclohexanedione (637-88-7)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In neat (no solvent); at 20 ℃; for 1h; Milling;

DOI:10.1039/c4ra00415a

Reference yield: 96.0%

cyclohexanedione monoethylene ketal (4746-97-8) → 1,4-Cyclohexanedione (637-88-7)

Guidance literature:

With barium(II) chloride; In water; at 19.85 - 179.85 ℃; for 0.666667h; under 7575.61 Torr;

DOI:10.1016/j.tetlet.2003.09.087

upstream raw materials:

diethyl 1,4-cyclohexanedione-2,5-dicarboxylate

succinic acid

1,4-Cyclohexanediol

4-(propan-2-ylidene)cyclohexan-1-one

Downstream raw materials:

1,4-dipyrrolidino-cyclohexa-1,3-diene

1,7-dioxa-dispiro[2.2.2.2]decane

1,4-dipiperidino-cyclohexa-1,3-diene

benzylhydroquinone

Refernces

• 1、 Best, Stephen P.,Bloodworth, A. J.,Clark, Robin J. H.,Eggelte, Henny J.. "Detection of H2, HD, and D2 by Raman Spectroscopy: A Powerful Aid for the Elucidation of Reaction Mechanisms". . p. 2626 - 2628. Retrieved 1985.
• 2、 Cheedarala, Ravi Kumar,Chidambaram, Ramasamy R.,Siva, Ayyanar,Song, Jung Il. "An aerobic oxidation of alcohols into carbonyl synthons using bipyridyl-cinchona based palladium catalyst". . p. 32942 - 32954. Retrieved 2021/12/02.
• 3、 Wang, Weilu,He, Yang,He, Junkai,Dang, Yanliu,Kankanmkapuge, Tharindu,Gao, Wenliang,Cong, Rihong,Suib, Steven L.,Yang, Tao. "Identification of key oxidative intermediates and the function of chromium dopants in PKU-8: catalytic dehydrogenation ofsec-alcohols withtert-butylhydroperoxide". . p. 1365 - 1374. Retrieved 2021/03/14.