13-Methyloxacyclotetradecan-2-one

Base Information

• Chemical Name: 13-Methyloxacyclotetradecan-2-one
• CAS No.: 57092-32-7
• Molecular Formula: C14H26O2
• Molecular Weight: 226.35
• DSSTox Substance ID: DTXSID101016316
• Nikkaji Number: J142.914K
• Metabolomics Workbench ID: 44677
• Mol file: 57092-32-7.mol

Synonyms:12-methyl-13-tridecanolide

Chemical Property of 13-Methyloxacyclotetradecan-2-one

Chemical Property:

• PSA: 26.30000
• LogP: 4.08030
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 226.193280068
• Heavy Atom Count: 16
• Complexity: 189

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CCCCCCCCCCC(=O)OC1

Technology Process of 13-Methyloxacyclotetradecan-2-one

There total 7 articles about 13-Methyloxacyclotetradecan-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: 95.0%

(E)-13-Methyl-oxacyclotetradec-8-en-2-one → (+/-)-12-methyl-13-tridecanolide (57092-32-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; under 760 Torr;

DOI:10.1021/jo960733v

Reference yield: 47.0%

12-methyl-10-nitro-13-tridecanolide → (+/-)-12-methyl-13-tridecanolide (57092-32-7)

Guidance literature:

With azobisisobutyronitrile; tri-n-butyl-tin hydride; In toluene; for 10h; Heating;

DOI:10.1002/hlca.19870700519

Reference yield:

Oct-7-enoic acid 2-methyl-hept-6-enyl ester → (+/-)-12-methyl-13-tridecanolide (57092-32-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / Grubbs carbene / CH₂Cl₂

2: 95 percent / H₂ / Pd/C / 760 Torr

With Grubbs catalyst first generation; hydrogen; palladium on activated charcoal; In dichloromethane;

DOI:10.1021/jo960733v

upstream raw materials:

(+/-)-13-Hydroxy-12-methyl-tridecansaeure