1,2-Epoxycyclooctane

Base Information

• Chemical Name: 1,2-Epoxycyclooctane
• CAS No.: 286-62-4
• Molecular Formula: C8H14 O
• Molecular Weight: 126.199
• Hs Code.: 29109000
• European Community (EC) Number: 206-010-3,225-554-2
• NSC Number: 59878
• UNII: 27GZC8IY6U
• DSSTox Substance ID: DTXSID20951267
• Nikkaji Number: J389A
• Wikidata: Q27254202
• Mol file: 286-62-4.mol

Synonyms:1,2-Epoxycyclooctane;Cyclooctene oxide;286-62-4;9-Oxabicyclo[6.1.0]nonane;Epoxycyclooctane;Cyclooctene, oxide;CYCLOOCTENEOXIDE;Cyclooctane, 1,2-epoxy-;Cyclooctane epoxide;CCRIS 3753;EINECS 206-010-3;NSC 59878;UNII-27GZC8IY6U;27GZC8IY6U;9-Oxabicyclo(6.1.0)nonane;cis-9-Oxabicyclo(6.1.0)nonane;EINECS 225-554-2;MFCD00005164;NSC-59878;CIS-9-OXABICYCLO[6.1.0]NONANE;9-Oxabicyclo[6.1.0]nonane, cis-;cyclooctane oxide;NSC59878;Cyclooctane,2-epoxy-;Cyclooctene oxide, 99%;CYCLOOCTENE EPOXIDE;SCHEMBL52142;9-oxa-bicyclo[6.1.0]nonane;9-oxabicyclo[6.1.0] nonane;DTXSID20951267;J389A;9-Oxabicyclo(6.1.0)nonane (8CI);AKOS000149160;SY049793;LS-188121;CS-0450617;E0516;FT-0624242;9-Oxabicyclo[6.1.0]nonane, Epoxycyclooctane;D90535;EN300-3177943;A819525;J-640007;J-800007;Q27254202;Z278165204

Chemical Property of 1,2-Epoxycyclooctane

Chemical Property:

• Appearance/Colour: COLOURLESS TO WHITE ADHERING CRYSTALS OR CHUNKS
• Vapor Pressure: 0.793mmHg at 25°C
• Melting Point: 53-56 °C(lit.)
• Refractive Index: 1.4540 (estimate)
• Boiling Point: 55 °C5 mm Hg(lit.)
• Flash Point: 56.1°C
• PSA: 12.53000
• Density: 0.958g/cm³
• LogP: 2.10800
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 126.104465066
• Heavy Atom Count: 9
• Complexity: 88.7

Purity/Quality:

99.9% ^*data from raw suppliers

Cyclooctene oxide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,F
• Statements: 22-36/38-11
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Epoxides
• Canonical SMILES: C1CCCC2C(O2)CC1

Technology Process of 1,2-Epoxycyclooctane

There total 139 articles about 1,2-Epoxycyclooctane 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: 68.0%

1,2-cyclooctene (931-88-4,22770-27-0,3958-30-3,25267-51-0) → Cyclooctene oxide (286-62-4) + 2-cycloocten-1-ol (3212-75-7) + 2-cycloocten-1-one (1728-25-2)

Guidance literature:

With tert.-butylhydroperoxide; {μ-[2,2′-{ethane-1,2-diylbis[(azanylylidene)methanylylidene]}bis(phenolato)]}-{μ-[2,2′-{ethane-1,2-diylbis[(azanylylidene)methanylylidene]}bis(phenolato)]}-dicopper(II); In acetonitrile; at 70 ℃; for 24h; Solvent; Temperature; Reagent/catalyst; Catalytic behavior;

DOI:10.14233/ajchem.2021.23168

Reference yield: 45.0%

cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) → Cyclooctene oxide (286-62-4) + cycloactanone (502-49-8)

Guidance literature:

With tert.-butylhydroperoxide; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; In acetonitrile; at 60 ℃; for 6h; Catalytic behavior;

DOI:10.1016/j.apcata.2020.117622

Reference yield: 1.0%

cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) → Cyclooctene oxide (286-62-4) + benzaldehyde (100-52-7)

Guidance literature:

With molybdenum blue; dihydrogen peroxide; bis(tri-n-butyltin)oxide; In chloroform; at 25 ℃; for 1.25h;

DOI:10.1246/bcsj.63.1559

upstream raw materials:

(E)-cyclooctene

cis-Cyclooctene

peracetic acid

Perbenzoic acid

Downstream raw materials:

2-methylcyclohexyl carboxaldehyde

trans-2-aminocyclo-octanol

cycloactanone

oct-7-enal

Refernces

• 1、 Goldsmith, Christian R.,Jiang, Wenchan. "Alkene epoxidation catalyzed by manganese complexes with electronically modified 1,10-phenanthroline ligands". . p. 340 - 344. Retrieved 2012.
• 2、 Chowdhury, Habibar,Bera, Rajesh,Rizzoli, Corrado,Adhikary, Chandan. "A nitrate bridged one-dimensional copper(II) coordination polymer with a tridentate (NNO) Schiff base: synthesis, X-ray structure and catalytic efficacy". . p. 605 - 612. Retrieved 2020.
• 3、 Shi, Yuming,Guo, Zengjing,Wang, Qian,Zhang, Lingyu,Li, Jing,Zhou, Yu,Wang, Jun. "Amphiphilic Mesoporous Poly(Ionic Liquid) Immobilized Heteropolyanions Towards the Efficient Heterogeneous Epoxidation of Alkenes with Stoichiometric Hydrogen Peroxide". . p. 4426 - 4436. Retrieved 2017.
• 4、 Patel, Anjali,Sadasivan, Rajesh. "Microwave assisted one pot synthesis and characterization of Cesium salt of di-copper substituted phosphotungstate and its application in the selective epoxidation of cis-cyclooctene with tert-butyl hydroperoxide". . p. 101 - 108. Retrieved 2017.
• 5、 Cooke, Paul R.,Lindsay Smith, John R.. "Alkene epoxidation catalysed by ligand-bound supported metalloporphyrins". . p. 2737 - 2740. Retrieved 1992.
• 6、 Soezen-Aktas, Pelin,Manoury, Eric,Demirhan, Funda,Poli, Rinaldo. "Molybdenum versus tungsten for the epoxidation of cyclooctene catalyzed by [Cp*2M2O5]". . p. 2728 - 2735. Retrieved 2013.
• 7、 Rahchamani, Jalal,Behzad, Mahdi,Bezaatpour, Abolfazl,Jahed, Vahdat,Dutkiewicz, Grzegorz,Kubicki, MacIej,Salehi, Mehdi. "Oxidovanadium complexes with tetradentate Schiff bases: Synthesis, structural, electrochemical and catalytic studies". . p. 2611 - 2618. Retrieved 2011.
• 8、 Nunes, Carla D.,Pillinger, Martyn,Valente, Anabela A.,Rocha, Joao,Lopes, Andre D.,Goncalves, Isabel S.. "Dioxomolybdenum(VI)-Modified Mesoporous MCM-41 and MCM-48 Materials for the Catalytic Epoxidation of Olefins". . p. 3870 - 3877. Retrieved 2003.
• 9、 Inoue, Y.,Turro, N.J.. "REACTION OF SINGLET OXYGEN WITH TRANS-CYCLOOCTENE.EVIDENCE FOR A 1,2-DIOXETANE INTERMEDIATE.". . p. 4327 - 4330. Retrieved 1980.
• 10、 Zhou, Ming-Dong,Zhao, Jin,Li, Jun,Yue, Shuang,Bao, Chang-Nian,Mink, Janos,Zang, Shu-Liang,Kuehn, Fritz E.. "MTO Schiff-base complexes: Synthesis, structures and catalytic applications in olefin epoxidation". . p. 158 - 166. Retrieved 2007.