2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone

Base Information

• Chemical Name: 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone
• CAS No.: 2607-52-5
• Molecular Formula: C15H22 O
• Molecular Weight: 218.339
• Hs Code.: 2914299000
• UNII: 49860VI52B
• DSSTox Substance ID: DTXSID70180707
• Nikkaji Number: J356.317K
• Wikidata: Q27259250
• Mol file: 2607-52-5.mol

Synonyms:2,6-di-tert-butyl-4-methylene-2,5-cyclohexadienone;BHT-QM;BHT-quinone methide

Chemical Property of 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone

Chemical Property:

• Vapor Pressure: 0.000789mmHg at 25°C
• Melting Point: 48-50 °C
• Boiling Point: 306.1°Cat760mmHg
• Flash Point: 125.4°C
• PSA: 17.07000
• Density: 0.92g/cm³
• LogP: 4.07030
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 218.167065321
• Heavy Atom Count: 16
• Complexity: 356

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=C)C=C(C1=O)C(C)(C)C
• Uses: 2,6-Di-tert-butyl-p-quinomethane is used for diagnosing the prescence, absence or stage of cancer in animals.

Technology Process of 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone

There total 20 articles about 2,6-Di-tert-butyl-4-methylene-2,5-cyclohexadienone 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:

4-(bromomethyl)-2,6-di-tert-butylphenol (2091-51-2) → 2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one (2607-52-5)

Guidance literature:

With triethylamine; In pentane; at 6 ℃; few minutes;

DOI:10.1021/jo00027a053

Reference yield:

2,6-di-tert-butyl-4-methyl-phenol (128-37-0) → 2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one (2607-52-5)

Guidance literature:

With 2,2-diphenyl-1-picrylhydrazine; Butylated hydroxyanisole; In benzene; at 20 ℃; Rate constant; Mechanism;

DOI:10.1248/cpb.30.2964

Reference yield:

2,6-di-tert-butyl-4-methyl-phenol (128-37-0) → 3,5-di-tert-butyl-4-hydroxybenzyl acetate (14387-17-8) + 2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one (2607-52-5) + 3,3',5,5'-tetra-tert-butyl-4,4'-stilbenequinone (809-73-4) + 3,5-di-t-butyl-4-hydroxybenzaldehyde (1620-98-0)

Guidance literature:

With cobalt(III) acetate; In acetic acid; at 50 ℃; for 15h;

DOI:10.1246/bcsj.64.1434

upstream raw materials:

tert.-butylhydroperoxide

2,6-di-tert-butyl-4-methyl-phenol

4-(bromomethyl)-2,6-di-tert-butylphenol

4-(2,6-di-tert-butyl-4-methylphenoxy)-2,6-di-tert-butyl-4-methyl-2,5-cyclohexadien-1-one

Downstream raw materials:

3,3',5,5'-tetra-tert-butyl-4,4'-stilbenequinone

2,6-di-t-butyl-4-<(1,3-dithian-2-yl)-methylene>-cyclohexa-2,5-diene-1-one

3,5-di-tert-butyl-4-hydroxybenzyl alcohol

2,6-di-tert-butyl-4-methoxymethylene-phenol

Refernces

• 1、 Bukharov, Sergey V.,Burilov, Alexander R.,Oludina, Yulia N.,Tagasheva, Roza G.,Syakaev, Viktor V.,Musin, Rashid Z.,Nugumanova, Gulnara N.. "Synthesis of phosphorylated derivatives of isatin with sterically hindered phenol fragments". . p. 1069 - 1074. Retrieved 2016.
• 2、 Coppinger. "". . p. 4385,4387. Retrieved 1964.
• 3、 Mondal, Prasenjit,McDonald, Aidan R.. "Phenol Oxidation by a Nickel(III)–Fluoride Complex: Exploring the Influence of the Proton Accepting Ligand in PCET Oxidation". supporting information. p. 10083 - 10089. Retrieved 2020/07/13.
• 4、 Alexander, Katie J.,McConville, Matthew,Williams, Kathryn R.,Luzyanin, Konstantin V.,O'Neil, Ian A.,Cosstick, Richard. "Chemistry of the 8-Nitroguanine DNA Lesion: Reactivity, Labelling and Repair". supporting information. p. 3013 - 3020. Retrieved 2018/02/09.