4,6-Dioxoheptanoic acid

Base Information

• Chemical Name: 4,6-Dioxoheptanoic acid
• CAS No.: 51568-18-4
• Molecular Formula: C₇H₁₀O₄
• Molecular Weight: 158.154
• Hs Code.: 2918300090
• European Community (EC) Number: 624-726-8
• NSC Number: 174804
• UNII: KZ0KV2Q190
• DSSTox Substance ID: DTXSID50199519
• Nikkaji Number: J228.073F
• Wikipedia: Succinylacetone
• Wikidata: Q25324500
• Pharos Ligand ID: MU7MSALF1QJN
• Metabolomics Workbench ID: 37343
• ChEMBL ID: CHEMBL222824
• Mol file: 51568-18-4.mol

Synonyms:4,6-dioxoheptanoic acid;succinylacetone

Chemical Property of 4,6-Dioxoheptanoic acid

Chemical Property:

• Appearance/Colour: powder
• Vapor Pressure: 7.46E-05mmHg at 25°C
• Melting Point: 66-67ºC
• Refractive Index: 1.455
• Boiling Point: 318.7 ºC at 760 mmHg
• PKA: 4.54±0.17(Predicted)
• Flash Point: 160.8 ºC
• PSA: 71.44000
• Density: 1.189 g/cm³
• LogP: 0.39940
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 158.05790880
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

98%,99%, ^*data from raw suppliers

Succinylacetone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(=O)CCC(=O)O
• Uses: Succinylacetone (SA) is a specific marker for the inherited metabolic disease, hepatorenal tyrosinemia. It was developed a stable-isotope quid urine using a 13C4-SA as internal standard. 4,6-Dioxoheptanoic acid has been used:as component of dendritic cell conditioning medium and in the inhibition of ALA dehydratase (ALAD) in dendritic cells(50)as an inhibitor of heme biosynthesis in human mononuclear cells(51) and HeLa cells(52)as a standard for the quantification of succinylacetone from Plasmodium falciparum cultures(53)

Technology Process of 4,6-Dioxoheptanoic acid

There total 1 articles about 4,6-Dioxoheptanoic acid 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:

chloroacetic acid (79-11-8) + acetylacetone (123-54-6,81235-32-7) → succinylacetone (51568-18-4)

Guidance literature:

Multistep reaction; (i) LiH, (ii) /BRN= 741937/, NaNH₂, liq. NH₃;

DOI:10.1021/jo00929a035

Reference yield:

methanol (67-56-1) + succinylacetone (51568-18-4) → C8H12N2O2 (1124151-97-8)

Guidance literature:

methanol; succinylacetone; With diazomethyl-trimethyl-silane; In benzene; at 20 ℃; for 0.5h;

With hydrazine; In ethanol; at 20 ℃;

upstream raw materials:

chloroacetic acid

acetylacetone

Downstream raw materials:

C₈H₁₂N₂O₂