Cyclooct-4-en-1-yl acetate

Base Information

• Chemical Name: Cyclooct-4-en-1-yl acetate
• CAS No.: 22445-58-5
• Molecular Formula: C10H16 O2
• Molecular Weight: 168.236
• Hs Code.: 2915390090
• European Community (EC) Number: 245-002-4
• NSC Number: 119517
• DSSTox Substance ID: DTXSID201318874
• Nikkaji Number: J285.516J
• Mol file: 22445-58-5.mol

Synonyms:Cyclooct-4-en-1-yl acetate;22445-58-5;EINECS 245-002-4;NSC119517;[(4Z)-cyclooct-4-en-1-yl] acetate;1-acetoxy-4-cyclooctene;5-acetoxy-1-cyclooctene;5-acetoxycyclooct-1-ene;SCHEMBL868023;DTXSID201318874;NSC 119517;NSC-119517

Chemical Property of Cyclooct-4-en-1-yl acetate

Chemical Property:

• Vapor Pressure: 0.109mmHg at 25°C
• Boiling Point: 221.2°Cat760mmHg
• Flash Point: 78.4°C
• PSA: 26.30000
• Density: 0.97g/cm³
• LogP: 2.43840
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1CCCC=CCC1
• Isomeric SMILES: CC(=O)OC1CCC/C=C\CC1

Technology Process of Cyclooct-4-en-1-yl acetate

There total 8 articles about Cyclooct-4-en-1-yl acetate 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%

5-hydroxy-1-cyclooctene (1018976-12-9,1018976-14-1,1104620-66-7) + acetic anhydride (108-24-7) → 5-acetyloxycyclooct-1-ene (22445-58-5)

Guidance literature:

With pyridine; In dichloromethane; at 40 ℃; for 20h; Inert atmosphere;

DOI:10.1021/ja312418z

Reference yield: 85.0%

5-hydroxy-1-cyclooctene (1018976-12-9,1018976-14-1,1104620-66-7) + acetyl chloride (75-36-5) → 5-acetyloxycyclooct-1-ene (22445-58-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 12.5h; Inert atmosphere;

DOI:10.1021/ja111391z

Reference yield: 81.0%

vinyl acetate (108-05-4,9003-20-7) + cyclo-octa-1,5-diene (5259-72-3,10060-40-9,111-78-4) → 5-acetyloxycyclooct-1-ene (22445-58-5)

Guidance literature:

With ruthenium hydroxide trichloride; In dichloromethane; at 180 ℃; for 1h; Autoclave; Inert atmosphere;

DOI:10.1134/S1070428011020011

upstream raw materials:

5-hydroxy-1-cyclooctene

acetic anhydride

1,5-cis,cis-cyclooctadiene

mercury(II) diacetate

Refernces

• 1、 Khusnutdinov,Shchadneva,Khisamova,Dzhemilev. "Hydroacetoxylation of olefins with acetic acid genetated in situ from vinyl acetate in the presence of ruthenium complexes". experimental part. p. 155 - 160. Retrieved 2011/05/03.
• 2、 Bloodworth, A.J.,Khan, Jamil A.,Loveitt, M.E.. "Oxymetallation. Part 13. Synthesis of Bicyclic Peroxides via Peroxymercuriation of Cyclic Dienes". . p. 621 - 632. Retrieved 2007/10/02.