6-Ethyl-4-methyl-2H-pyran-2-one

Base Information

• Chemical Name: 6-Ethyl-4-methyl-2H-pyran-2-one
• CAS No.: 17422-71-8
• Molecular Formula: C₈H₁₀O₂
• Molecular Weight: 138.166
• Hs Code.: 2932999099
• ChEMBL ID: CHEMBL2252916
• DSSTox Substance ID: DTXSID70548560
• Nikkaji Number: J1.393.246H
• Wikidata: Q82427304
• Mol file: 17422-71-8.mol

Synonyms:6-Ethyl-4-methyl-2H-pyran-2-one;17422-71-8;6-ETHYL-4-METHYLPYRAN-2-ONE;6-ETHYL-4-METHYL-PYRAN-2-ONE;CHEMBL2252916;SCHEMBL11854129;3BETA-ACETOXYBETULINICACID;DTXSID70548560;AKOS006331316

Chemical Property of 6-Ethyl-4-methyl-2H-pyran-2-one

Chemical Property:

• PSA: 30.21000
• LogP: 1.51060
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 138.068079557
• Heavy Atom Count: 10
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

6-ETHYL-4-METHYL-PYRAN-2-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC(=CC(=O)O1)C

Technology Process of 6-Ethyl-4-methyl-2H-pyran-2-one

There total 8 articles about 6-Ethyl-4-methyl-2H-pyran-2-one 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: 85.0%

(Z)-3-iodobut-2-enoic acid (34450-60-7) + (tri-n-butylstannyl)-1,2-butadiene (41391-54-2,50340-97-1,78845-12-2,81925-31-7,143065-65-0,143065-66-1,143065-67-2,126747-55-5) → 6-ethyl-4-methyl-2H-pyran-2-one (17422-71-8)

Guidance literature:

(Z)-3-iodobut-2-enoic acid; With tetrabutylammomium bromide; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

(tri-n-butylstannyl)-1,2-butadiene; In N,N-dimethyl-formamide; for 4h;

DOI:10.1021/jo050638z

Reference yield: 77.0%

ethyl 3-methylbut-2-enoate (638-10-8) + propionyl chloride (79-03-8) → 6-ethyl-4-methyl-2H-pyran-2-one (17422-71-8)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; for 3h; Inert atmosphere; Cooling; Reflux;

DOI:10.1002/anie.201307028

Reference yield:

Methyl 3,3-dimethylacrylate (924-50-5) → 6-ethyl-4-methyl-2H-pyran-2-one (17422-71-8)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃ / CH₂Cl₂

2: AcOH; H₂SO₄

With aluminium trichloride; sulfuric acid; acetic acid; In dichloromethane; 1: Friedel-Crafts acylation;

DOI:10.1021/jf052792s

upstream raw materials:

4,6-Dimethyl-2-pyron

methyl iodide

(Z)-3-iodobut-2-enoic acid

(tri-n-butylstannyl)-1,2-butadiene