1-Oxacycloicosan-2-one

Base Information

• Chemical Name: 1-Oxacycloicosan-2-one
• CAS No.: 58296-53-0
• Molecular Formula: C19H36O2
• Molecular Weight: 296.494
• DSSTox Substance ID: DTXSID60508678
• Nikkaji Number: J926.341A
• Wikidata: Q82365804
• Mol file: 58296-53-0.mol

Synonyms:1-OXACYCLOICOSAN-2-ONE;58296-53-0;SCHEMBL16097916;DTXSID60508678

Chemical Property of 1-Oxacycloicosan-2-one

Chemical Property:

• XLogP3: 7.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 296.271530387
• Heavy Atom Count: 21
• Complexity: 238

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCCCCCCCCOC(=O)CCCCCCCC1

Technology Process of 1-Oxacycloicosan-2-one

There total 3 articles about 1-Oxacycloicosan-2-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: 56.0%

Acrylic acid 16-iodo-hexadecyl ester (109182-99-2) → hexadecyl acrylate (13402-02-3,25986-78-1) + oxacycloeicosan-2-one (58296-53-0)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tertbutyltin hydride; In benzene; for 3h; Heating;

DOI:10.1021/ja00250a036

Reference yield: 16.0%

8,9,17,18,26,27-hexaoxatrispiro[6.2.610.2.619.27]heptacosane (31843-92-2) → cyclooctadecane (296-18-4) + oxacycloeicosan-2-one (58296-53-0)

Guidance literature:

In hexane; tert-butyl methyl ether; for 0.116667h; Solvent; Flow reactor; Pyrolysis;

DOI:10.1021/acs.joc.1c00663

Reference yield:

16-bromohexadecan-1-ol (59101-28-9) → oxacycloeicosan-2-one (58296-53-0)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / CH₂Cl₂ / Ambient temperature

2: sodium iodide / butan-2-one / 3 h / Heating

3: 56 percent / tertbutyltin hydride, AIBN / benzene / 3 h / Heating

With 2,2'-azobis(isobutyronitrile); tertbutyltin hydride; triethylamine; sodium iodide; In dichloromethane; butanone; benzene;

DOI:10.1021/ja00250a036

upstream raw materials:

Acrylic acid 16-iodo-hexadecyl ester

16-bromohexadecan-1-ol

8,9,17,18,26,27-hexaoxatrispiro[6.2.6¹⁰.2.6¹⁹.2⁷]heptacosane

Refernces