1-(4-Methylphenyl)pentane-1,4-dione

Base Information

• Chemical Name: 1-(4-Methylphenyl)pentane-1,4-dione
• CAS No.: 13901-86-5
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• DSSTox Substance ID: DTXSID60515680
• Nikkaji Number: J2.184.360A
• Wikidata: Q82376687
• Mol file: 13901-86-5.mol

Synonyms:13901-86-5;SCHEMBL822848;DTXSID60515680;1-(4-Methylphenyl)pentane-1,4-dione

Chemical Property of 1-(4-Methylphenyl)pentane-1,4-dione

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)CCC(=O)C

Technology Process of 1-(4-Methylphenyl)pentane-1,4-dione

There total 22 articles about 1-(4-Methylphenyl)pentane-1,4-dione 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: 95.0%

6,6-bis(4-methylphenyl)-3-methyl-1,2-dioxan-3-ol (142605-86-5) → p-cresol (106-44-5) + 1-[4-(methyl)phenyl]pentane-1,4-dione (13901-86-5)

Guidance literature:

With hydrogenchloride; In acetic acid; at 80 ℃; for 0.333333h;

DOI:10.1246/bcsj.65.1371

Reference yield: 91.0%

di(p-tolyl)borinic acid (66117-64-4) + levulinic acid (123-76-2) → 1-[4-(methyl)phenyl]pentane-1,4-dione (13901-86-5)

Guidance literature:

With palladium diacetate; triphenylphosphine; dimethyl dicarbonate; In tetrahydrofuran; at 20 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.6b00421

Reference yield: 86.0%

1-(p-methylphenyl)pent-2-yne-1,4-diol → 2-methyl-5-(p-methylphenyl)furan (34740-23-3) + 1-[4-(methyl)phenyl]pentane-1,4-dione (13901-86-5)

Guidance literature:

With carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II); acetic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; for 24h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2009.06.108

upstream raw materials:

levulinic acid

1,1-di(p-tolyl)ethylene

manganese(III) acetylacetonate

4-acetyl-3-methyl-6,6-bis(4-methylphenyl)-1,2-dioxan-3-ol

Downstream raw materials:

(2S,5S)-2-methyl-5-(p-tolyl)pyrrolidine

(2S,5R)-2-methyl-5-(p-tolyl)pyrrolidine

(+)-(R)-5-methyl-2-(4'-methylphenyl)-1-pyrroline

1-(3,4-dichlorophenyl)-2-methyl-5-p-tolyl-1H-pyrrole

Refernces

• 1、 Li, Yi,Shang, Jia-Qi,Wang, Xiang-Xiang,Xia, Wen-Jin,Yang, Tao,Xin, Yangchun,Li, Ya-Min. "Copper-Catalyzed Decarboxylative Oxyalkylation of Alkynyl Carboxylic Acids: Synthesis of ?-Diketones and ?-Ketonitriles". supporting information. p. 2227 - 2230. Retrieved 2019/03/26.
• 2、 Xu, Congjun,Han, Yufei,Chen, Shaowei,Xu, Dengzhi,Zhang, Bingfu,Shan, Zhenliang,Du, Shimei,Xu, Liying,Gong, Ping. "One-pot synthesis of 2-methyl-1,5-diaromatic-1H-pyrroles from styrene, acetone and arylamines using TBHP, copper(II) trifluoromethanesulfonate and sulfamic acid". . p. 260 - 263. Retrieved 2017/12/29.