4-Tridecanone

Base Information

• Chemical Name: 4-Tridecanone
• CAS No.: 26215-90-7
• Molecular Formula: C13H26O
• Molecular Weight: 198.349
• Hs Code.: 2914190090
• European Community (EC) Number: 247-519-0
• NSC Number: 158500
• UNII: Q63W356HC2
• DSSTox Substance ID: DTXSID80180854
• Nikkaji Number: J307.794B
• Wikidata: Q83051468
• Metabolomics Workbench ID: 125425
• ChEMBL ID: CHEMBL1922860
• Mol file: 26215-90-7.mol

Synonyms:4-Tridecanone;Tridecan-4-one;26215-90-7;n-Nonyl n-propyl ketone;CHEMBL1922860;EINECS 247-519-0;NSC-158500;n-Propyl n-nonyl ketone;tridecane-4-one;Nonyl propyl ketone;NSC158500;4-Tridecanone, AldrichCPR;SCHEMBL11782997;DTXSID80180854;Q63W356HC2;BBA21590;BDBM50358402;MFCD00027351;NSC 158500;AS-56496;FT-0638585

Chemical Property of 4-Tridecanone

Chemical Property:

• Vapor Pressure: 0.0121mmHg at 25°C
• Melting Point: 18-19 °C
• Refractive Index: 1.431
• Boiling Point: 260.7 °C at 760 mmHg
• Flash Point: 79.7 °C
• PSA: 17.07000
• Density: 0.825 g/cm³
• LogP: 4.49630
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 198.198365449
• Heavy Atom Count: 14
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

4-Tridecanone, 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aliphatic Ketones, Other
• Canonical SMILES: CCCCCCCCCC(=O)CCC

Technology Process of 4-Tridecanone

There total 14 articles about 4-Tridecanone 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: 92.0%

1-(morpholin-4-yl)decan-1-one (5299-65-0) + n-propylmagnesium bromide (927-77-5) → tridecan-4-one (26215-90-7)

Guidance literature:

n-propylmagnesium bromide; With cerium(III) chloride; In tetrahydrofuran; at -78 ℃; for 2h;

1-(morpholin-4-yl)decan-1-one; In tetrahydrofuran; at -78 ℃; for 1.5h; Further stages.;

DOI:10.1021/jo0263061

Reference yield: 82.0%

1-(n-nonyl)-2-butyn-1-one (1001620-91-2) → tridecan-4-one (26215-90-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 2h;

DOI:10.1021/jo800382p

Reference yield: 78.0%

ethyl 2-(diphenylmethylsilyl)decanoate (89638-16-4) + propyl bromide (106-94-5) → tridecan-4-one (26215-90-7) + 4-Propyltridec-4-ene (91586-18-4)

Guidance literature:

With magnesium; Yield given. Multistep reaction;

DOI:10.1021/jo00196a033

upstream raw materials:

1-iodononane

1-iodo-propane

n-propylmagnesium bromide

ethyl 2-(diphenylmethylsilyl)decanoate

Downstream raw materials:

tridencan-4-ol

Refernces

• 1、 McLaughlin, Emily C.,Doyle, Michael P.. "Propargylic oxidations catalyzed by dirhodium caprolactamate in water: Efficient access to α,β-acetylenic ketones". . p. 4317 - 4319. Retrieved 2008/09/20.
• 2、 Ragagnin, Gianna,Betzemeier, Bodo,Quici, Silvio,Knochel, Paul. "Copper-catalysed aerobic oxidation of alcohols using fluorous biphasic catalysis". . p. 3985 - 3991. Retrieved 2007/10/03.