2,3-Heptanedione

Base Information

• Chemical Name: 2,3-Heptanedione
• CAS No.: 96-04-8
• Molecular Formula: C7H12O2
• Molecular Weight: 128.171
• Hs Code.: 38220090
• European Community (EC) Number: 202-472-5
• NSC Number: 31668
• UNII: DK55DDE86P
• DSSTox Substance ID: DTXSID4059128
• Nikkaji Number: J97.909K
• Wikidata: Q26841270
• Metabolomics Workbench ID: 5419
• ChEMBL ID: CHEMBL364588
• Mol file: 96-04-8.mol

Synonyms:2,3-HEPTANEDIONE;96-04-8;Heptane-2,3-dione;Acetyl valeryl;Valerylacetyl;Acetyl pentanoyl;Acetylvaleryl;FEMA No. 2543;UNII-DK55DDE86P;DK55DDE86P;CHEBI:88623;EINECS 202-472-5;NSC 31668;NSC-31668;2,3-heptanodiona;2,3-Dioxoheptane;2,3-heptane dione;MFCD00036550;D05AVX;SCHEMBL109416;CHEMBL364588;DTXSID4059128;2,3-HEPTANDIONE [FCC];BDBM22769;FEMA 2543;2,3-HEPTANEDIONE [FHFI];NSC31668;2,3-Heptanedione, >=97%, FG;LMFA12000013;AKOS015841115;CS-0329990;FT-0609743;H0422;D90861;A846406;Q26841270

Chemical Property of 2,3-Heptanedione

Chemical Property:

• Appearance/Colour: Yellow liquid
• Vapor Pressure: 3.98mmHg at 25°C
• Melting Point: 26.25°C (estimate)
• Refractive Index: n20/D 1.415(lit.)
• Boiling Point: 149.7 °C at 760 mmHg
• Flash Point: 45.005 °C
• PSA: 34.14000
• Density: 0.926 g/cm³
• LogP: 1.33470
• Storage Temp.: Refrigerator
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 116

Purity/Quality:

97% ^*data from raw suppliers

2,3-Heptanedione >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.
• Hazard Codes: R10:Flammable.
• Statements: 10
• Safety Statements: S23:Do not inhale gas/fumes/vapour/spray.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCC(=O)C(=O)C
• Description: 2,3-Heptanedione has a powerful, cheesy, pungent odor with a sweet, oily character and a sweet, buttery taste. This substance may be synthesized from butyl acetoacetate, ethyl butyl ketone, or methyl-n-amyl ketone.

Technology Process of 2,3-Heptanedione

There total 15 articles about 2,3-Heptanedione 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: 73.0%

3-chloro-3-(ethylthio)-2-heptanone (303186-53-0) → 2,3-heptanedione (96-04-8)

Guidance literature:

With mercury(II) diacetate; water; In acetone; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(00)00604-9

Reference yield: 71.0%

n-butyllithium (109-72-8,29786-93-4) + acetic acid methyl ester (79-20-9) + carbon monoxide (201230-82-2) → 2,3-heptanedione (96-04-8)

Guidance literature:

With ammonium chloride; In tetrahydrofuran; diethyl ether; hexane; 1.) -110 +/- 5 deg C, 2.) 2h, -110 deg C, 3.) 1h, 4.) 1h, RT;

DOI:10.1021/jo00155a057

Reference yield: 60.0%

→ 2,3-heptanedione (96-04-8)

Guidance literature:

With 1,1'-carbonyldiimidazole; In dichloromethane; at 40 ℃; for 24h;

DOI:10.1080/00397919308013776

upstream raw materials:

3,4-epoxyheptan-2-one

2-butoxy-hept-1-en-3-one

ethyl 2-butylacetoacetate

n-butyllithium

Downstream raw materials:

4-butyl-1-(2-chloro-6-methyl-phenyl)-5-hydroxy-5-methyl-2-oxo-2,5-dihydro-1H-pyrrole-3-carbonitrile

2-hydroxy-3-heptanone

(2R,3S)-heptane-2,3-diol

2,3-Heptandiol