2,3-Octanedione

Base Information

• Chemical Name: 2,3-Octanedione
• CAS No.: 585-25-1
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• Hs Code.: 2914190090
• European Community (EC) Number: 209-552-9
• NSC Number: 7642
• UNII: 267Z8UAR9Q
• DSSTox Substance ID: DTXSID60207215
• Nikkaji Number: J95.016E
• Wikidata: Q27161226
• Metabolomics Workbench ID: 44798
• Mol file: 585-25-1.mol

Synonyms:Octane-2,3-dione;2,3-OCTANEDIONE;585-25-1;2,3-Octandione;UNII-267Z8UAR9Q;267Z8UAR9Q;NSC-7642;EINECS 209-552-9;Octanedione;2,3-octandion;NSC7642;2,3-Dioxooctane;2,3-octadione;2,3-octane dione;Methyl pentyl diketone;SCHEMBL146633;FEMA NO. 4060;CHEBI:89053;2,3-OCTANEDIONE [FHFI];DTXSID60207215;NSC 7642;AKOS006292900;BS-52954;FT-0659294;F72021;A831907;Q27161226

Chemical Property of 2,3-Octanedione

Chemical Property:

• Vapor Pressure: 1.3mmHg at 25°C
• Refractive Index: 1.419
• Boiling Point: 173 °C at 760 mmHg
• Flash Point: 56.5 °C
• PSA: 34.14000
• Density: 0.918 g/cm³
• LogP: 1.72480
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

Octane-2,3-dione 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(=O)C(=O)C

Technology Process of 2,3-Octanedione

There total 30 articles about 2,3-Octanedione 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: 90.0%

threo-2,3-octanediol (20653-90-1,37163-97-6,37163-98-7,65967-70-6,65967-71-7,66007-44-1,84518-30-9,89063-88-7,98464-24-5) → octane-2,3-dione (585-25-1)

Guidance literature:

With 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl; toluene-4-sulfonic acid; In dichloromethane; 1.) 0 deg C, 1h, 2.) room temp., 72 h;

DOI:10.1021/jo00100a040

Reference yield: 87.0%

erythro-2,3-octanediol (37163-97-6) → octane-2,3-dione (585-25-1)

Guidance literature:

With dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; at -60 ℃; for 1.5h;

DOI:10.1021/jo00231a005

Reference yield: 85.0%

3-hydroxy-octan-2-one (37160-77-3,146329-67-1) → octane-2,3-dione (585-25-1)

Guidance literature:

With jones reagent;

DOI:10.1021/jo9618381

upstream raw materials:

3-octanone

rac-octan-2-ol

hexyl-methyl-ketone

Z-3,4-epoxy-2-octanone

Downstream raw materials:

(+)-(2S,3R)-octane-2,3-diol

(+)-(3S)-3-hydroxyoctan-2-one

(+)-(2S)-2-hydroxyoctan-3-one

2,2,3,3-Tetrafluoro-octane

Refernces

• 1、 -. "Imidazo[1,2-a]pyridine-ylmethyl-derivatives and their use as flavoring agents". . . Retrieved 2015/03/03.
• 2、 Yadav,Biswas, Swapan Kumar,Srinivas. "2-Iodoxybenzoic acid mediated facile conversion of 1,3-diols to 1,2-diketones by oxidative cleavage of the C-C bond". . p. 4237 - 4241. Retrieved 2008/09/16.