Cyclooctane

Base Information

• Chemical Name: Cyclooctane
• CAS No.: 292-64-8
• Molecular Formula: C8H16
• Molecular Weight: 112.215
• Hs Code.: 29021900
• European Community (EC) Number: 206-031-8
• NSC Number: 72426
• UNII: KKZ3KBS654
• DSSTox Substance ID: DTXSID9075377
• Nikkaji Number: J31.686E
• Wikipedia: Cyclooctane
• Wikidata: Q86495
• ChEMBL ID: CHEMBL452651
• Mol file: 292-64-8.mol

Synonyms:1,2-cyclooctane;cyclooctane

Chemical Property of Cyclooctane

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 16 mm Hg ( 37.7 °C)
• Melting Point: 10-13 °C(lit.)
• Refractive Index: n20/D 1.458(lit.)
• Boiling Point: 152.005 °C at 760 mmHg
• Flash Point: 30 °C
• PSA: 0.00000
• Density: 0.791 g/cm³
• LogP: 3.12080
• Solubility.: 0.0079g/l
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 112.125200510
• Heavy Atom Count: 8
• Complexity: 24

Purity/Quality:

98% ^*data from raw suppliers

Cyclooctane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.; R65:Harmful: may cause lung damage if swallowed.
• Hazard Codes: R10:Flammable.; R65:Harmful: may cause lung damage if swallowed.
• Statements: 10
• Safety Statements: 16-29-33

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Aliphatics, Saturated (
• Canonical SMILES: C1CCCCCCC1
• Uses: Cyclooctane is used as solvent, reagents and synthetic organic intermediates and it can be used to produce cyclooctanone. It is also used as an intermediate in production of plastics, fibers, adhesives and coatings.

Technology Process of Cyclooctane

There total 130 articles about Cyclooctane 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%

1,2,3,4,5,6,7,8-octahydro-naphthalene (493-03-8) → Cyclooctan (292-64-8) + cis-decalin (493-01-6) + trans-Decalin (493-02-7)

Guidance literature:

With cis-Cyclooctene; ammonium hypophosphorous acid; palladium on activated charcoal; for 4h;

Reference yield: 99.0%

1,3-cyclooctadiene (3806-59-5) → cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) + Cyclooctan (292-64-8)

Guidance literature:

With acid-terminated perfluoropolyether; hydrogen; palladium; In tetrahydrofuran; at 20 ℃; under 760 Torr; Further Variations:; Reaction partners; Product distribution;

DOI:10.1021/ja9936870

Reference yield: 90.0%

1,5-cis,cis-cyclooctadiene (1552-12-1,111-78-4) → cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) + Cyclooctan (292-64-8)

Guidance literature:

With hydrogen; Pd(II) complex containing tridentate hydrazonic ligands; In tetrahydrofuran; at 40 ℃; for 24h;

DOI:10.1016/S0022-328X(99)00109-6

upstream raw materials:

iodocyclooctane

1,5-cis,cis-cyclooctadiene

(Z,E)-1,5-cyclooctadiene

cis-Cyclooctene

Downstream raw materials:

cis-Cyclooctene

4-cyclooctyl-pyridine

cyclooctyl-tert-butyl peroxide

cyclohexyl chloride

Refernces

• 1、 Coles, Simon J.,Da Costa, Rosenildo C.,Guwy, Alan J.,Iannetelli, Angelo,Owen, Gareth R.,Tizzard, Graham J.. "Transformation of a Norbornadiene Unit to Ethylenylcyclopentene Requiring Cooperation between Boron and Rhodium Centers". . p. 1976 - 1988. Retrieved 2020.
• 2、 Liang, Changhai,Xia, Wei,Soltani-Ahmadi, Hamideh,Schlueter, Oliver,Fischer, Roland A.,Muhler, Martin. "The two-step chemical vapor deposition of Pd(allyl)Cp as an atom-efficient route to synthesize highly dispersed palladium nanoparticles on carbon nanofibers". . p. 282 - 284. Retrieved 2005.
• 3、 Jaine, Jacob. E.,Mucalo, Michael. R.. "Synthesis, characterisation, and catalytic properties of halloysite-supported metal nanoparticles". . p. 251 - 258. Retrieved 2019.
• 4、 Henschel, Antje,Gedrich, Kristina,Kraehnert, Ralph,Kaskel, Stefan. "Catalytic properties of MIL-101". . p. 4192 - 4194. Retrieved 2008.
• 5、 Kratzl, Kathrin,Kratky, Tim,Günther, Sebastian,Tomanec, Ond?ej,Zbo?il, Radek,Michali?ka, Jan,Macak, Jan M.,Cokoja, Mirza,Fischer, Roland A.. "Generation and Stabilization of Small Platinum Clusters Pt12± x Inside a Metal-Organic Framework". . p. 13962 - 13969. Retrieved 2019.
• 6、 Yeo, Alyssa,Sanz, Corey A.,Fryzuk, Michael D.. "Forays into rhodium macrocyclic chemistry stabilized by a P2N2donor set. Activation of dihydrogen and benzene". . p. 899 - 907. Retrieved 2021.
• 7、 Townrow, Oliver P. E.,Chung, Cheuk,Macgregor, Stuart A.,Weller, Andrew S.,Goicoechea, Jose M.. "A neutral heteroatomic zintl cluster for the catalytic hydrogenation of cyclic alkenes". . p. 18330 - 18335. Retrieved 2020.
• 8、 Heckenroth, Marion,Albrecht, Martin. "Palladium complexes comprising C(4)-bound diimidazolylidene carbenes". . p. 253 - 255. Retrieved 2008.
• 9、 Nishiguchi,Fukuzumi. "". . p. 139. Retrieved 1971.
• 10、 Mahamudul Hassan, Mirja Md,Mondal, Biplab,Singh, Sukriti,Haldar, Chabush,Chaturvedi, Jagriti,Bisht, Ranjana,Sunoj, Raghavan B.,Chattopadhyay, Buddhadeb. "Ir-Catalyzed Ligand-Free Directed C-H Borylation of Arenes and Pharmaceuticals: Detailed Mechanistic Understanding". . p. 4360 - 4375. Retrieved 2022/03/16.