1,4-Butanedione, 1,4-bis(4-methylphenyl)-

Base Information

• Chemical Name: 1,4-Butanedione, 1,4-bis(4-methylphenyl)-
• CAS No.: 13145-56-7
• Molecular Formula: C18H18O2
• Molecular Weight: 266.34
• Mol file: 13145-56-7.mol

Synonyms:

Chemical Property of 1,4-Butanedione, 1,4-bis(4-methylphenyl)-

Chemical Property:

Purity/Quality:

99% ，98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-Butanedione, 1,4-bis(4-methylphenyl)-

There total 48 articles about 1,4-Butanedione, 1,4-bis(4-methylphenyl)- 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%

1,4-di(p-methylphenyl)-2,3-dioxabicyclo[2.2.2]octane → 1,4-bis(4-tolyl)butane-1,4-dione (13145-56-7)

Guidance literature:

With 2,6-di-tert-butyl-pyridine; 2,4,6-triphenylpyrylium tetrafluoroborate; In dichloromethane; at 20 - 21 ℃; for 0.5h; Irradiation;

DOI:10.1016/j.tetlet.2004.08.077

Reference yield: 81.0%

O-ethyl S-[2-oxo-2-(p-tolyl)ethyl] carbonodithioate (91496-28-5) → bis-ethoxythiocarbonyldisulfane (502-55-6) + 1,4-bis(4-tolyl)butane-1,4-dione (13145-56-7)

Guidance literature:

In acetonitrile; for 15h; Irradiation; Inert atmosphere;

DOI:10.1021/jo201385b

Reference yield: 74.0%

2-(phenylsulfonyl)-1-(p-tolyl)ethanone (38488-14-1) → 1,4-bis(4-tolyl)butane-1,4-dione (13145-56-7)

Guidance literature:

With tris(bipyridine)ruthenium(II) dichloride hexahydrate; potassium carbonate; triethylamine; In acetonitrile; at 20 ℃; for 12h; Schlenk technique; Irradiation;

DOI:10.1002/chem.201304898

upstream raw materials:

(Z)-1,4-Bis(4-methylphenyl)but-2-ene-1,4-dione

1,4-bis(4-methylphenyl)-2-butyne-1,4-dione

succinoyl dichloride

toluene

Downstream raw materials:

2,5-bis(p-tolyl)furan

2,5-bis(4'-methylphenyl)thiophene

2,5-di-p-tolyl-N-[2-(benzylamino)phenyl]pyrrole

2,5-di-p-tolyl-N-(2-mercaptophenyl)pyrrole

Refernces

• 1、 Kamata, Masaki,Komatsu, Ken-Ichi. "Novel photo-rearrangement of 1,5-di(p-methoxyphenyl)-6,7-dioxabicyclo[3.2.2]nonane through an O-neophyl-type 1,2-aryl shift: Evidence for a 1,6-dioxyl diradical intermediate". . p. 9027 - 9030. Retrieved 2001.
• 2、 Chen, Jie,Hu, Wei,Wang, Min,Xu, Wen-Lei,Zhao, Wei-Ming,Zhou, Ling. "Copper(I)/DDQ-Mediated Double-Dehydrogenative Diels-Alder Reaction of Aryl Butenes with 1,4-Diketones and Indolones". supporting information. p. 7169 - 7174. Retrieved 2020/10/12.
• 3、 Le, Nathan N.,Rodriguez, Aimee M.,Alleyn, James R.,Gesinski, Michael R.. "Synthesis of 1,4-Diketones via Titanium-Mediated Reductive Homocoupling of α-Haloketones". . p. 2195 - 2198. Retrieved 2018/09/29.