Cyclooctene

Base Information

• Chemical Name: Cyclooctene
• CAS No.: 931-87-3
• Deprecated CAS: 21395-82-4,2231770-59-3
• Molecular Formula: C8H14
• Molecular Weight: 110.199
• Hs Code.: 29021990
• European Community (EC) Number: 213-243-4,213-245-5
• NSC Number: 72425
• UNII: AE340T3540
• DSSTox Substance ID: DTXSID20883615
• Nikkaji Number: J1.434.920K,J1.434.921I,J1.746I,J1.747G,J1.748E
• Wikipedia: Cis-Cyclooctene,Cyclooctene,Trans-Cyclooctene
• Wikidata: Q415390
• Metabolomics Workbench ID: 106604
• ChEMBL ID: CHEMBL30773
• Mol file: 931-87-3.mol

Synonyms:CYCLOOCTENE;cis-Cyclooctene;931-88-4;(Z)-Cyclooctene;931-87-3;cyclooctene, (1Z)-;Cyclooctene, (Z)-;UNII-AE340T3540;EINECS 213-243-4;EINECS 213-245-5;NSC 72425;AE340T3540;AI3-26693;EC 213-243-4;1-Cyclooctene #;MFCD00001753;931-89-5;Cyclooctene, cis-;(1Z)-cyclooctene;(7Z)-cyclooctene;NSC72425;(aR,E)-Cyclooctene;(aS,E)-Cyclooctene;CHEMBL30773;Cyclooctene, analytical standard;DTXSID20883615;NSC-72425;AKOS000121281;BS-23512;Cyclooctene 100 microg/mL in Acetonitrile;C0506;EN300-21667;EN300-304057;Q415390;cis-Cyclooctene, 95%, stab. with IRGANOX 1076;W-109102;cis-Cyclooctene, contains 100-200 ppm Irganox 1076 FD as antioxidant, 95%

Chemical Property of Cyclooctene

Chemical Property:

• Vapor Pressure: 6.758mmHg at 25°C
• Melting Point: −16 °C(lit.)
• Refractive Index: n20/D 1.470
• Boiling Point: 32-34 °C12 mm Hg(lit.)
• Flash Point: 22.1°C
• PSA: 0.00000
• Density: 0.814g/cm³
• LogP: 2.89680
• Storage Temp.: Flammables area
• Sensitive.: Air Sensitive
• Solubility.: H2O: insoluble
• Water Solubility.: Miscible with alcohol and ether. Immiscible with water.
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 110.109550447
• Heavy Atom Count: 8
• Complexity: 62.1

Purity/Quality:

99.9% ^*data from raw suppliers

Cyclooctene analytical standard ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 10-65
• Safety Statements: 29-33

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated,Unsaturated
• Canonical SMILES: C1CCCC=CCC1
• Isomeric SMILES: C1CCC/C=C\CC1
• Uses: cis-Cyclooctene is used as a displaced ligand in chlorobis(cyclooctene)rhodium dimer and chlorobis(cyclooctene)iridium dimer in organometallic chemistry. It acts as a monomer used in synthetic chemistry. It is used to prepare 1-chloro-4-(trichloromethyl) cyclooctane by reaction with carbon tetrachloride using dichlorotris(triphenylphosphine) ruthenium(II) as a catalyst. Further, it is used to study the alkenes chemisorbed on silicon(100) by scanning tunneling microscopy.

Technology Process of Cyclooctene

There total 241 articles about Cyclooctene 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: 95.0%

2-(cyclooctyloxy)tropone (87563-18-6) → cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) + 2-hydroxy-2,4,6-cycloheptatrien-1-one (533-75-5)

Guidance literature:

In dimethylsulfoxide-d6; at 180 ℃; for 2h;

DOI:10.1039/c39830000483

Reference yield: 32.0%

ethene (74-85-1) + Cyclooctan (292-64-8) → cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) + ethyl-cyclooctane (13152-02-8) + vinyl cyclooctane (61142-41-4)

Guidance literature:

RhCl(CH₂=CH₂)(PMe₃)2; at 230 ℃; for 15h; under 22800 Torr; Product distribution; also at 170 deg C, different pressures;

DOI:10.1246/cl.1991.359

Reference yield:

phenylacetylene (536-74-3) → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + cis-Cyclooctene (931-88-4,931-87-3,25267-51-0)

Guidance literature:

With hydrogen; ; In acetone; at 25 ℃; for 1.83333h; under 1140 Torr; Mechanism; sealed tube; different catalysts and reaction times;

DOI:10.1016/0022-328X(89)85265-9

upstream raw materials:

phthalic anhydride

cyclooctanol

1,5-cis,cis-cyclooctadiene

(E)-cyclooctene

Downstream raw materials:

cis-1,2-epoxycyclooctane

Cyclooctene oxide

trans-2-Chlor-1-(2,4-dinitro-phenylthio)-cyclooctan

cyclooctyl acetate

Refernces

• 1、 Hara, Naofumi,Nakao, Yoshiaki,Saito, Teruhiko,Seki, Rin. "Selective C-O Bond Reduction and Borylation of Aryl Ethers Catalyzed by a Rhodium-Aluminum Heterobimetallic Complex". . p. 6388 - 6394. Retrieved 2021/05/31.
• 2、 Mori, Takamichi,Takeuchi, Yoshihito,Hojo, Makoto. "Nickel-catalyzed deoxygenation of oxiranes: Conversion of epoxides to alkenes". supporting information. . Retrieved 2020/01/24.