2,4-Octanedione

Base Information

• Chemical Name: 2,4-Octanedione
• CAS No.: 14090-87-0
• Molecular Formula: C8H14 O2
• Molecular Weight: 142.198
• Hs Code.: 2914190090
• European Community (EC) Number: 237-937-1
• UNII: K72DM9EH73
• DSSTox Substance ID: DTXSID30161491
• Nikkaji Number: J144.377A
• Wikidata: Q83029917
• Mol file: 14090-87-0.mol

Synonyms:2,4-Octanedione;Octane-2,4-dione;14090-87-0;K72DM9EH73;EINECS 237-937-1;Valerylacetone;2,4-octanedion;UNII-K72DM9EH73;SCHEMBL93265;2,4-Octanedione, AldrichCPR;DTXSID30161491;AKOS004115497;HY-W127848;AS-56682;CS-0186016;FT-0610235

Chemical Property of 2,4-Octanedione

Chemical Property:

• Vapor Pressure: 0.268mmHg at 25°C
• Melting Point: -34.7°C
• Refractive Index: 1.4610
• Boiling Point: 204.1°Cat760mmHg
• PKA: 9.30±0.10(Predicted)
• Flash Point: 72.5°C
• PSA: 34.14000
• Density: 0.918g/cm³
• LogP: 1.72480
• Water Solubility.: 3.92g/L(25 oC)
• XLogP3: 1.2
• 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

2,4-OCTANEDIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(=O)CC(=O)C

Technology Process of 2,4-Octanedione

There total 13 articles about 2,4-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: 82.0%

acetic anhydride (108-24-7) + hex-1-yne (693-02-7) → 2,4-octanedione (14090-87-0)

Guidance literature:

With titanium(IV) bistriflate; In dichloromethane; for 5h; Ambient temperature;

DOI:10.1246/cl.1985.673

Reference yield: 77.0%

methyl 2-hexenoate (22104-69-4) → 2,4-octanedione (14090-87-0)

Guidance literature:

With methanol; water; oxygen; toluene-4-sulfonic acid; palladium dichloride; In N,N-dimethyl acetamide; at 80 ℃; for 10h; under 4560.31 Torr; regioselective reaction; Autoclave;

DOI:10.1002/anie.201301611

Reference yield:

acetic acid-(1-methyl-pent-1-enyl ester) (99798-94-4) → 2,4-octanedione (14090-87-0) + 3-propyl-pentane-2,4-dione (1540-35-8)

Guidance literature:

at 500 ℃;

DOI:10.1093/gerona/56.9.M589

upstream raw materials:

acetic acid-(1-methyl-pent-1-enyl ester)

acetic acid

hex-1-yne

trifluoroacetic anhydride

Downstream raw materials:

5-butyl-3-methyl-1-phenyl-1H-pyrazole

2-(3-butyl-5-methyl-1-phenyl-1H-pyrazol-4-yl)-N-[(2-chloro-4-fluorophenyl)methyl]acetamide

ethyl (3-butyl-5-methyl-1-phenyl-1H-pyrazol-4-yl)acetate

Refernces

• 1、 Chaney,Astle. "-". . p. 57,58. Retrieved 1951.
• 2、 Reusch,W.,Djerassi,C.. "". . p. 2893 - 2909. Retrieved 1967.
• 3、 Schmidt,U.,Schwochau,M.. "-". . p. 875 - 879. Retrieved 1967.
• 4、 Hilt, Gerhard,Arndt, Marion,Weske, Damian F.. "Cobalt-catalyzed generation of 1,4-dienes as synthons for 1,3-dicarbonyl compounds and their application in natural product syntheses". experimental part. p. 1321 - 1324. Retrieved 2010/07/02.
• 5、 -. "Method for preparing chiral diphosphines". . . Retrieved 2008/06/13.