DEHYDROACETIC ACID

Base Information

• Chemical Name: DEHYDROACETIC ACID
• CAS No.: 771-03-9
• Molecular Formula: C8H8O4
• Molecular Weight: 168.149
• Hs Code.: 2932999099
• Mol file: 771-03-9.mol

Synonyms:

Chemical Property of DEHYDROACETIC ACID

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 305.048°C at 760 mmHg
• PKA: 5.27±0.50(Predicted)
• Flash Point: 126.537°C
• PSA: 67.51000
• Density: 1.369g/cm³
• LogP: 0.85640
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

3-Acetyl-4-hydroxy-6-methyl-2H-pyran-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DEHYDROACETIC ACID

There total 44 articles about DEHYDROACETIC 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: 100.0%

4-hydroxy-6-methyl-2-pyron (675-10-5) + acetic acid (64-19-7,77671-22-8) → 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one (771-03-9)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In toluene; Reflux;

DOI:10.1039/c7md00366h

Reference yield: 96.0%

4-hydroxy-7-methyl-2H,5H-pyrano[4,3-b]pyran-2,5-dione (4860-88-2) → 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one (771-03-9)

Guidance literature:

With water; for 3h; Heating;

Reference yield: 93.0%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) → 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one (771-03-9) + 3,9-Diacetyl-4,5,10-trimethyl-2H,8H-benzo<1,2-b:3,4-b'>dipyran-2,8-dion (13444-23-0)

Guidance literature:

With potassium fluoride; Aliquat 336; In toluene; for 12h; Further byproducts given;

upstream raw materials:

4-methyleneoxetan-2-one

O,O-diisopropylphosphorothioic acid

thiophosphoric acid O,O'-dipropyl ester

O,O'-diethyl thiophosphoric acid

Downstream raw materials:

4-(5-acetyl-4-hydroxy-2-methyl-6-oxo-6H-pyran-3-ylazo)-N-thiazol-2-yl-benzenesulfonamide

3-{1-[(2,4-Difluoro-phenyl)-hydrazono]-ethyl}-4-hydroxy-6-methyl-pyran-2-one

3-{1-[(E)-2-Benzylamino-phenylimino]-ethyl}-4-hydroxy-6-methyl-pyran-2-one

3-{1-[(E)-2-Benzylamino-5-methyl-phenylimino]-ethyl}-4-hydroxy-6-methyl-pyran-2-one

Refernces

• 1、 Biancalana, Lorenzo,Pampaloni, Guido,Zacchini, Stefano,Marchetti, Fabio. "One pot conversion of acetyl chloride to dehydroacetic acid and its coordination in a ruthenium(II) arene complex". . p. 214 - 221. Retrieved 2017.
• 2、 -. "Process method for producing dehydroacetic acid and patchoulenone and analogues thereof by utilizing carbon dioxide". . . Retrieved 2019/08/01.
• 3、 Bouthillette, Leah M.,Darcey, Catherine A.,Handy, Tess E.,Seaton, Sarah C.,Wolfe, Amanda L.. "Isolation of the antibiotic pseudopyronine B and SAR evaluation of C3/C6 alkyl analogs". supporting information. p. 2762 - 2765. Retrieved 2017/05/29.