2-Cycloocten-1-one

Base Information

• Chemical Name: 2-Cycloocten-1-one
• CAS No.: 23202-10-0
• Molecular Formula: C8H12O
• Molecular Weight: 124.183
• European Community (EC) Number: 843-456-3
• Nikkaji Number: J80.301D
• Mol file: 23202-10-0.mol

Synonyms:2-Cycloocten-1-one;(2Z)-cyclooct-2-en-1-one;1728-25-2;cyclooct-2-en-1-one;2-Cyclooctenone;Cyclooctenone;23202-10-0;(2Z)-2-cyclooctan-1-one;Cyclooctene-3-one;SCHEMBL367368;SCHEMBL367370;NSHQAIKRVDXIMX-XQRVVYSFSA-N;EN300-107982;EN300-7445216

Chemical Property of 2-Cycloocten-1-one

Chemical Property:

• Boiling Point: 195 - 197 °C
• PSA: 17.07000
• LogP: 2.07580
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 124.088815002
• Heavy Atom Count: 9
• Complexity: 125

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC=CC(=O)CC1
• Isomeric SMILES: C1CC/C=C\C(=O)CC1
• General Description: (2Z)-2-cycloocten-1-one, also known as cis-2-cycloocten-1-one or (Z)-cyclooct-2-enone, is a cyclic unsaturated ketone that can serve as a substrate in oxidation reactions. The literature indicates that it can be selectively oxidized to form epoxycyclooctane under mild conditions using catalysts such as oxidized carbon nanomaterials (e.g., carbon nanotubes or graphene flakes) or cobalt-based coordination polymers. These catalytic systems demonstrate high activity and selectivity, with some achieving up to 85% selectivity for the epoxide product. The oxidation process is influenced by the catalyst's surface chemistry, with optimized oxygen-containing functional groups enhancing performance. Additionally, the compound may participate in photoinitiated epoxidation reactions when sensitized by porphyrins and promoted by molybdenum carbonyl, though this method yields lower epoxide selectivity compared to carbocatalysts or cobalt-based systems.

Technology Process of 2-Cycloocten-1-one

There total 12 articles about 2-Cycloocten-1-one 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: 96.0%

cycloactanone (502-49-8) → (Z)-cyclooct-2-enone (23202-10-0) + cis,cis-2,7-cyclooctadienone (35242-04-7,1073-76-3)

Guidance literature:

With IBX*4-methoxypyridine-N-oxide complex; In dimethyl sulfoxide; at 25 ℃; for 18h; Further Variations:; Reagents; reaction time; Product distribution;

DOI:10.1002/1521-3773(20020315)41:6<993::AID-ANIE993>3.0.CO;2-U

Reference yield: 72.0%

(Z)-9-oxabicyclo[6.1.0]non-2-ene (6690-12-6) → 9-oxa-bicyclo[4.2.1]-7-nonene (20642-83-5) + (Z)-cyclooct-2-enone (23202-10-0) + (Z)-3-cyclooctenone (4734-90-1)

Guidance literature:

With copper(II) hexafluoro-2,4-pentanedionate; In toluene; at 150 ℃; for 4h;

DOI:10.1021/ja067073o

Reference yield: 70.0%

2-iodo-cyclooctanone (63641-49-6) → cycloactanone (502-49-8) + (Z)-cyclooct-2-enone (23202-10-0)

Guidance literature:

In hexane; at 20 ℃; for 1h; Irradiation;

DOI:10.1016/S0040-4039(99)02010-9

upstream raw materials:

1-cyclooctenyl acetate

2-iodo-cyclooctanone

1,2-cyclooctene

cycloactanone

Downstream raw materials:

3-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]cyclooctanone

1-cyclohexenyl methyl ketone