Triacetate

Base Information

• Chemical Name: Triacetate
• CAS No.: 2140-49-0
• Molecular Formula: C6H8O4
• Molecular Weight: 144.127
• DSSTox Substance ID: DTXSID20175668
• Nikkaji Number: J1.321.355K
• Wikidata: Q27101972
• Metabolomics Workbench ID: 50544
• Mol file: 2140-49-0.mol

Synonyms:Triacetic acid;3,5-dioxohexanoic acid;Triacetate;2140-49-0;Hexanoic acid, 3,5-dioxo-;3,5-dioxo-hexanoic acid;SCHEMBL28887;CHEBI:16558;DTXSID20175668;ILJSQTXMGCGYMG-UHFFFAOYSA-N;AKOS006379392;FT-0675368;C01757;Q27101972

Chemical Property of Triacetate

Chemical Property:

• Vapor Pressure: 0.000566mmHg at 25°C
• Boiling Point: 277.2°C at 760 mmHg
• Flash Point: 135.7°C
• PSA: 71.44000
• Density: 1.385g/cm³
• LogP: 0.00930
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 144.04225873
• Heavy Atom Count: 10
• Complexity: 171

Purity/Quality:

99%, ^*data from raw suppliers

TriaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CC(=O)CC(=O)CC(=O)O
• Uses: Triacetic Acid is a metabolite of two species of Penicillium. Triacetic Acid is an intermediate in the fermentation of trihydroxybenzenes to acetate.

Technology Process of Triacetate

There total 6 articles about Triacetate 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: 74.0%

(Z)-4-(methylamino)-3-penten-2-one (23652-85-9) + carbon dioxide (124-38-9,18923-20-1) → 3,5-dioxohexanoic acid (2140-49-0)

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran;

Reference yield:

ethyl 3,5-dioxohexanoate (19841-57-7) → 3,5-dioxohexanoic acid (2140-49-0)

Guidance literature:

With sodium hydroxide; at 5 ℃;

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + acetylacetone (123-54-6,81235-32-7) → 3,5-dioxohexanoic acid (2140-49-0) + 2-acetyl-3-oxobutanoic acid (4433-82-3)

Guidance literature:

In tetrachloromethane; Autoclave; Irradiation; Green chemistry;

DOI:10.1002/cplu.201300438

upstream raw materials:

ethyl 3,5-dioxohexanoate

carbon dioxide

acetylacetone

acetylacetone enol

Downstream raw materials:

2-acetoacetic acid

acetic acid

4-hydroxy-6-methyl-2-pyron

Refernces

• 1、 Bartoli, Giuseppe,Bosco, Marcella,Guerrieri, Alfonsina,Dalpozzo, Renato,De Nino, Antonio,Iantorno, Emma,Palmieri, Gianni. "Reaction of dianions of acyclic β-enamino ketones with electrophiles. vii. synthesis of 5-(monoalkylamino)-3-oxo γ,δunsaturated acids and esters and of 3-(monoalkylamino)-5-oxo β,γ-unsaturated esters". . p. 25 - 29. Retrieved 2007/10/03.
• 2、 Evans, Geoffrey E.,Staunton, James. "AN INVESTIGATION OF THE BIOSYNTHESIS OF CITROMYCETIN IN PENICILLIUM FREQUENTANS USING (13)C- AND (14)C-LABELLED PRECURSORS". . p. 755 - 762. Retrieved 2007/10/02.