Hexadecane-8,9-dione

Base Information

• Chemical Name: Hexadecane-8,9-dione
• CAS No.: 18229-29-3
• Molecular Formula: C16H30O2
• Molecular Weight: 254.413
• DSSTox Substance ID: DTXSID70446916
• Nikkaji Number: J1.838.362D
• Pharos Ligand ID: 825U8M1FBSVX
• ChEMBL ID: CHEMBL1812858
• Mol file: 18229-29-3.mol

Synonyms:Hexadecane-8,9-dione;8,9-hexadecanedione;CHEMBL1812858;8,9-hexadecandione;18229-29-3;SCHEMBL3869482;DTXSID70446916;BDBM50350328

Chemical Property of Hexadecane-8,9-dione

Chemical Property:

• Melting Point: 51-52 °C
• Boiling Point: 325.5±11.0 °C(Predicted)
• PSA: 34.14000
• Density: 0.886±0.06 g/cm3(Predicted)
• LogP: 4.84560
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 254.224580195
• Heavy Atom Count: 18
• Complexity: 197

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC(=O)C(=O)CCCCCCC

Technology Process of Hexadecane-8,9-dione

There total 3 articles about Hexadecane-8,9-dione 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: 89.0%

hexadec-8-yne (19781-86-3) → Octanoic acid (124-07-2) + 8,9-dioxohexadecane (18229-29-3)

Guidance literature:

With potassium permanganate; iron(III) chloride; In acetone; at -78 ℃; for 15h;

DOI:10.1016/S0040-4020(02)01227-9

Reference yield:

9-Hydroxy-9-terc-butylperoxy-8-hexadecanone (139578-55-5) → tert.-butylhydroperoxide (75-91-2) + 8,9-dioxohexadecane (18229-29-3)

Guidance literature:

In cyclohexane; at 23 ℃; Equilibrium constant;

Reference yield:

n-octanoic acid chloride (111-64-8) → 8-Pentadecanon (818-23-5) + 8,9-dioxohexadecane (18229-29-3)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); carbon monoxide; hexaethyl distannane; triethyl phosphite; In toluene; at 111 ℃; under 6080 Torr; Yield given. Yields of byproduct given;

DOI:10.1007/BF00960307

upstream raw materials:

9-Hydroxy-9-terc-butylperoxy-8-hexadecanone

n-octanoic acid chloride

hexadec-8-yne

Downstream raw materials:

Octanoic acid

octanoic acid anhydride

9-Hydroxy-9-hydroperoxy-8-hexadecanone

Octanal

Refernces

• 1、 Gol'dman, O. V.,Perkel', A. L.,Smirnova, T. Ya.,Freidin, B. G.. "TRANSFORMATION OF HIGHER α-DIKETONES UNDER THE INFLUENCE OF SOME PEROXIDE PRODUCTS FROM THE OXIDATION OF ALKANES". . p. 1694 - 1699. Retrieved 2007/10/02.