2H-Pyran-2-one, 4-methyl-6-pentyl-

Base Information

• Chemical Name: 2H-Pyran-2-one, 4-methyl-6-pentyl-
• CAS No.: 55510-47-9
• Molecular Formula: C11H16O2
• Molecular Weight: 180.24
• ChEMBL ID: CHEMBL2252921
• DSSTox Substance ID: DTXSID00464688
• Nikkaji Number: J1.947.485B
• Wikidata: Q82290120
• Mol file: 55510-47-9.mol

Synonyms:55510-47-9;2H-Pyran-2-one, 4-methyl-6-pentyl-;2H-Pyran-2-one,4-methyl-6-pentyl-;SCHEMBL6237632;CHEMBL2252921;DTXSID00464688

Chemical Property of 2H-Pyran-2-one, 4-methyl-6-pentyl-

Chemical Property:

• Boiling Point: 103 °C(Press: 1 Torr)
• PSA: 30.21000
• Density: 0.981±0.06 g/cm3(Predicted)
• LogP: 2.68090
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 180.115029749
• Heavy Atom Count: 13
• Complexity: 249

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC(=CC(=O)O1)C

Technology Process of 2H-Pyran-2-one, 4-methyl-6-pentyl-

There total 8 articles about 2H-Pyran-2-one, 4-methyl-6-pentyl- 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: 57.0%

1-Heptyne (628-71-7) + 2-Butynoic acid (590-93-2) → 4-methyl-6-n-pentyl-2H-pyran-2-one (55510-47-9)

Guidance literature:

With (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 12h; Air;

DOI:10.1021/ol200794w

Reference yield: 50.0%

tributyl(hept-1-ynyl)stannane + C16H31IO2Sn → 4-methyl-6-n-pentyl-2H-pyran-2-one (55510-47-9)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.tetlet.2003.08.043

Reference yield:

Methyl 3,3-dimethylacrylate (924-50-5) → 4-methyl-6-n-pentyl-2H-pyran-2-one (55510-47-9)

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:

3-methyl-pentenedioic acid anhydride

Hexanoyl chloride

Methyl 3,3-dimethylacrylate

3-Methylbutenoic acid

Refernces

• 1、 Hu, Linghao,Feng, Hongxuan,Zhang, Hongguang,Yu, Songda,Zhao, Qinyuan,Wang, Wei,Bao, Fengxia,Ding, Xun,Hu, Jiajing,Wang, Manjiong,Xu, Yixiang,Wu, Zengrui,Li, Xiaokang,Tang, Yun,Mao, Fei,Chen, Xiaoyan,Zhang, Haiyan,Li, Jian. "Development of Novel N-hydroxypyridone Derivatives as Potential Anti-Ischemic Stroke Agents". supporting information. p. 1051 - 1067. Retrieved 2020/03/10.
• 2、 Chattapadhyay, Tarun Kumar,Dureja, Prem. "Antifungal activity of 4-methyl-6-alkyl-2H-pyran-2-ones". . p. 2129 - 2133. Retrieved 2007/10/03.