2,6-dimethyl-4-oxo-4H-pyran-3-carboxylic acid

Base Information

• Chemical Name: 2,6-dimethyl-4-oxo-4H-pyran-3-carboxylic acid
• CAS No.: 3265-58-5
• Molecular Formula: C8H8O4
• Molecular Weight: 168.149
• DSSTox Substance ID: DTXSID90186327
• Nikkaji Number: J1.401.798D
• Wikidata: Q83057583

Synonyms:2,6-dimethyl-4-oxo-4H-pyran-3-carboxylic acid;3265-58-5;BRN 0133033;2,6-dimethyl-4-oxopyran-3-carboxylic acid;4H-Pyran-3-carboxylic acid, 2,6-dimethyl-4-oxo-;2,6-Dimethyl-4-pyrone-3-carboxylic acid;5-18-08-00154 (Beilstein Handbook Reference);SCHEMBL3557080;DTXSID90186327;3-carboxy-2,6-dimethylpyr-4-one;MFCD00202218;AKOS005097879;LS-127285;2,6-dimethyl-4-oxo-4H-pyran-3-carboxylicacid;7H-938

Chemical Property of 2,6-dimethyl-4-oxo-4H-pyran-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.5E-05mmHg at 25°C
• Boiling Point: 341.1°Cat760mmHg
• Flash Point: 143.7°C
• Density: 1.326g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 309

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=O)C(=C(O1)C)C(=O)O

Technology Process of 2,6-dimethyl-4-oxo-4H-pyran-3-carboxylic acid

There total 1 articles about 2,6-dimethyl-4-oxo-4H-pyran-3-carboxylic 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: 81.0%

3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one (771-03-9) → 4-hydroxy-6-methyl-2-pyron (675-10-5) + 2,6-dimethyl-4-oxopyran-3-carboxylic acid (3265-58-5)

Guidance literature:

With sulfuric acid; In water; at 130 ℃; for 0.25h; Temperature; Flow reactor;

DOI:10.1002/ejoc.201600222

Reference yield: 82.0%

2,6-dimethyl-4-oxopyran-3-carboxylic acid (3265-58-5) → 2,6-dimethyl-4-hydroxypyridine-3-carboxylic acid (33259-21-1)

Guidance literature:

With ammonium hydroxide; for 18h; Ambient temperature;

Reference yield: 64.0%

2,6-dimethyl-4-oxopyran-3-carboxylic acid (3265-58-5) + benzyl bromide (100-39-0) → benzyl 2,6-dimethyl-4-oxopyran-3-carboxylate (154910-83-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 4h;

upstream raw materials:

3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one

Downstream raw materials:

2,6-dimethylpyrone

methylammonium carbonate

benzyl 2,6-dimethyl-4-oxopyran-3-carboxylate

2,6-dimethyl-4-hydroxypyridine-3-carboxylic acid

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