2,5-Octanedione

Base Information

• Chemical Name: 2,5-Octanedione
• CAS No.: 3214-41-3
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.198
• Hs Code.: 2914190090
• DSSTox Substance ID: DTXSID101019346
• Nikkaji Number: J1.766.222H
• Mol file: 3214-41-3.mol

Synonyms:TIMTEC-BB SBB008161;2,5-OCTANEDIONE;Octanedione, 2,7-

Chemical Property of 2,5-Octanedione

Chemical Property:

• Vapor Pressure: 0.078mmHg at 25°C
• Boiling Point: 252°Cat760mmHg
• Flash Point: 92.7°C
• PSA: 34.14000
• Density: 0.918g/cm³
• LogP: 1.72480
• XLogP3: 0.4
• 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:

98%Min ^*data from raw suppliers

2,5-OCTANEDIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)CCC(=O)C

Technology Process of 2,5-Octanedione

There total 27 articles about 2,5-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: 91.0%

2-(3-oxobutyl)-2-propylmalonic acid → octane-2,5-dione (3214-41-3)

Guidance literature:

2-(3-oxobutyl)-2-propylmalonic acid; With ammonia; In methanol; at 20 ℃; for 5h; Electrochemical reaction;

With hydrogenchloride; In water; at 20 ℃;

DOI:10.1021/acs.joc.8b01994

Reference yield: 82.0%

2,2-ethylenedioxy-5-octanone (104311-67-3) → octane-2,5-dione (3214-41-3)

Guidance literature:

With sulfuric acid; In water; acetone; at 40 - 45 ℃; for 4h;

DOI:10.1016/0022-328X(85)87462-3

Reference yield: 75.0%

methyl vinyl ketone (78-94-4,25038-87-3) + 2-oxopentanoic acid (1821-02-9) → octane-2,5-dione (3214-41-3)

Guidance literature:

With triethylamine; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; In ethanol; at 80 ℃;

upstream raw materials:

3-Oxo-2-(2-oxopropyl)hexansaeure-ethylester

2,5-octanediol

7-hydroxy-octan-4-one

methyl vinyl ketone

Downstream raw materials:

2-methyl-5-propyl N-ethanethiol pyrrole

2-methyl-5-propyl-thiophene

2-ethyl-3-methylcyclopent-2-en-1-one

2-methyl-2-<3'(1,3-dithiolanyl)hexyl>thiazolidine

Refernces

• 1、 Ballini, Roberto,Barboni, Luciano,Bosica, Giovanna,Fiorini, Dennis. "One-pot synthesis of γ-diketones, γ-keto esters, and conjugated cyclopentenones from nitroalkanes". . p. 2725 - 2728. Retrieved 2002.
• 2、 Ma, Xiaofeng,Du, Le,Luo, Xiya,Markó, István E.,Dewez, Damien F.,Lam, Kevin. "Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives: Application to the Synthesis of cis-Jasmone". . p. 12044 - 12055. Retrieved 2019/03/01.
• 3、 -. "NOVEL PROCESS FOR PREPARING SYNTHESIS INTERMEDIATES USING PRODUCTS OF NATURAL ORIGIN AND USE OF THE INTERMEDIATES OBTAINED". Paragraph 0231. . Retrieved 2017/12/15.