Acetoin acetate

Base Information

• Chemical Name: Acetoin acetate
• CAS No.: 4906-24-5
• Molecular Formula: C6H10O3
• Molecular Weight: 130.144
• Hs Code.: 2915390090
• European Community (EC) Number: 610-442-1
• UNII: 2L4E9Q73KY
• DSSTox Substance ID: DTXSID60964154
• Nikkaji Number: J261.055H
• Wikidata: Q27254887
• Metabolomics Workbench ID: 46160
• Mol file: 4906-24-5.mol

Synonyms:3-oxobutan-2-yl acetate;Acetoin acetate;4906-24-5;3-Acetoxy-2-butanone;2-Acetoxy-3-butanone;2-Butanone, 3-(acetyloxy)-;3-(Acetyloxy)-2-butanone;Acetyl methyl carbinyl acetate;FEMA No. 3526;2-Butanone, 3-hydroxy-, acetate;3-Acetyloxy-2-butanone;2-Butanon-3-yl acetate;2-Butanon-3-ol, acetate;Acetic acid 1-methyl-2-oxopropyl ester;UNII-2L4E9Q73KY;3-Hydroxy-2-butanone acetate;2L4E9Q73KY;AI3-28425;2-Acetoxyl-3-butanone;3-oxobutan-2-ylacetate;3-Oxo-2-butyl acetate;2-Ketobutan-3-yl acetate;SCHEMBL18225;(+/-)-ACETOIN ACETATE;FEMA 3526;DTXSID60964154;CHEBI:173520;CH3C(O)OCH(CH3)C(O)CH3;ACETOIN ACETATE, (+/-)-;MFCD00051782;2-ACETOXY-3-BUTANONE [FHFI];AKOS006229953;CS-W013436;AS-57937;2-Acetoxy-3-butanone natural, 99%, FG;2-Acetoxy-3-butanone, natural, 99%, FG;AM20080686;FT-0614862;H10680;A827649;Q27254887

Chemical Property of Acetoin acetate

Chemical Property:

• Appearance/Colour: Colorless to pale yellow clear liquid
• Vapor Pressure: 2.07mmHg at 25°C
• Refractive Index: 1.4135
• Boiling Point: 163.4 °C at 760 mmHg
• Flash Point: 56.6 °C
• PSA: 43.37000
• Density: 1.012 g/cm³
• LogP: 0.52700
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

2-Acetoxy-3-butanone natural,99%,FG ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/38:Irritating to eyes and skin.
• Hazard Codes: R36/38:Irritating to eyes and skin.
• Statements: 36/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)C)OC(=O)C
• uses: 3-Acetoxy-2-butanone can be used as an edible spice, mainly for the preparation of milk and dairy flavors.

Technology Process of Acetoin acetate

There total 29 articles about Acetoin acetate 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: 77.0%

1-Acetoxy-1-acetylethylquecksilberchlorid (85633-73-4) → 3-acetoxy-2-butanone (4906-24-5,171287-68-6)

Guidance literature:

With sodium borodeuteride; In dichloromethane; water;

Reference yield: 69.0%

3-hydroxy-2-butanon (513-86-0,52217-02-4,51555-24-9) + acetic anhydride (108-24-7) → 3-acetoxy-2-butanone (4906-24-5,171287-68-6)

Guidance literature:

With amberlyst-15; for 1.5h;

DOI:10.1021/jo00291a049

Reference yield: 52.3%

3,3-dimethyldioxirane (74087-85-7) + butanone (78-93-3) → 3-acetoxy-2-butanone (4906-24-5,171287-68-6) + Acetol acetate (592-20-1) + 1-acetoxybutan-3-one (10150-87-5) + 2-oxobutyl acetate (1575-57-1)

Guidance literature:

In acetone; Yields of byproduct given; Heating;

DOI:10.1021/jo00041a036

upstream raw materials:

acetic anhydride

(2R,3S)-2,3-butanediol

acetic acid methyl ester

3-hydroxy-2-butanon

Downstream raw materials:

methyl vinyl ketone

Refernces

• 1、 Berger, Stefanie,Haak, Edgar. "Ruthenium-catalyzed addition of carboxylic acids or cyclic 1,3-dicarbonyl compounds to propargyl alcohols". experimental part. p. 6630 - 6634. Retrieved 2011/02/21.
• 2、 Grabovskiy,Markov,Ryzhkov,Kabal'nova. "Products, kinetic regularities, and mechanism of thermal decomposition of ethyl(methyl)dioxirane". . p. 1780 - 1787. Retrieved 2008/02/10.