cis-Cyclooctene oxide

Base Information

• Chemical Name: cis-Cyclooctene oxide
• CAS No.: 4925-71-7
• Molecular Formula: C8H14O
• Molecular Weight: 126.199
• European Community (EC) Number: 225-554-2
• DSSTox Substance ID: DTXSID601287257
• Nikkaji Number: J149.736G
• Mol file: 4925-71-7.mol

Synonyms:cis-cyclooctene oxide;4925-71-7;9-Oxabicyclo[6.1.0]nonane, cis-;(1R,8S)-9-oxabicyclo[6.1.0]nonane;SCHEMBL3192473;9-Oxabicyclo[6.1.0]nonane #;DTXSID601287257;9-oxabicyclo[6.1.0]nonane, (1R,8S)-;rel-(1R,8S)-9-Oxabicyclo[6.1.0]nonane

Chemical Property of cis-Cyclooctene oxide

Chemical Property:

• Boiling Point: 189.3°Cat760mmHg
• Flash Point: 56.1°C
• PSA: 12.53000
• Density: 0.958g/cm³
• LogP: 2.10800
• 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% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC2C(O2)CC1
• Isomeric SMILES: C1CCC[C@H]2[C@H](O2)CC1

Technology Process of cis-Cyclooctene oxide

There total 41 articles about cis-Cyclooctene oxide 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%

cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) → cis-1,2-epoxycyclooctane (4925-71-7)

Guidance literature:

With tert.-butylhydroperoxide; MnO₂Cl₂(3,5-dimethylpyrazole)2; In decane; at 55 ℃; for 24h; Further Variations:; Reagents; Product distribution; Kinetics;

DOI:10.1039/b009202i

Reference yield: 99.0%

1,2-cyclooctene (931-88-4,22770-27-0,3958-30-3,25267-51-0) → cis-1,2-epoxycyclooctane (4925-71-7)

Guidance literature:

With tert.-butylhydroperoxide; C₃₃H₄₂ClMoNO₄; In chloroform-d1; water; at 60 ℃; for 0.866667h; Inert atmosphere;

DOI:10.1002/adsc.201000496

Reference yield: 81.0%

cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) → cycloactanone (502-49-8) + cis-1,2-epoxycyclooctane (4925-71-7)

Guidance literature:

With oxygen; magnesium oxide supported polytitazane-tin tetrachloride; In 1,4-dioxane; at 80 ℃; for 20h;

DOI:10.1039/CC9960001355

upstream raw materials:

peracetic acid

cis-Cyclooctene

formic acid

Perbenzoic acid

Downstream raw materials:

trans-2-aminocyclo-octanol

α-methylcyclooctene oxide

9-oxa-bicyclo[6.1.0]nonan-4-one

cis-9-Oxabicyclo<6.1.0>nonan-3-on

Refernces

• 1、 Santos,Kuehn,Bruus-Jensen,Lucas,Romao,Herdtweck. "Molybdenum(VI) cis-dioxo complexes bearing (poly)pyrazolylmethane and -borate ligands: Syntheses, characterization and catalytic applications". . p. 1332 - 1337. Retrieved 2001.
• 2、 Koltun, Elena S.,Kass, Steven R.. "Rearrangement of the trans-tricyclo[4.2.0.01,3]oct-4-enyl skeleton". . p. 2591 - 2594. Retrieved 2000.
• 3、 Groves, John T.,Watanabe, Yoshihito. "On the Mechanism of Olefin Epoxidation by Oxo-Iron Porphyrins. Direct Observation of an Intermediate". . p. 507 - 508. Retrieved 1986.
• 4、 Bikas, Rahman,Hosseini-Monfared, Hassan,Aleshkevych, Pavlo,Szymczak, Ritta,Siczek, Milosz,Lis, Tadeusz. "Single crystal EPR spectroscopy, magnetic studies and catalytic activity of a self-assembled [2 × 2] CuII4 cluster obtained from a carbohydrazone based ligand". . p. 48 - 56. Retrieved 2015.
• 5、 Schmidt, Fabian,Zehner, Bastian,Kaposi, Marlene,Drees, Markus,Mink, János,Korth, Wolfgang,Jess, Andreas,Cokoja, Mirza. "Activation of hydrogen peroxide by the nitrate anion in micellar media". supporting information. p. 1965 - 1971. Retrieved 2021/03/26.
• 6、 Krupadam, Reddithota J.,Nagababu, Penumaka,Paul, Perala Sudheer,Reddy, Thatiparthi Byragi. "Efficient and region-selective conversion of octanes to epoxides under ambient conditions: Performance of tri-copper catalyst, [Cu3I(L)]+1 (L=7-N-Etppz)". . p. 742 - 745. Retrieved 2021/09/28.