2,5-Cyclohexadiene-1,4-dione, 2,3,5-trimethyl-

Base Information

• Chemical Name: 2,5-Cyclohexadiene-1,4-dione, 2,3,5-trimethyl-
• CAS No.: 935-92-2
• Deprecated CAS: 116760-58-8
• Molecular Formula: C9H10 O2
• Molecular Weight: 150.177
• Hs Code.: 2914690090
• European Community (EC) Number: 213-309-2
• NSC Number: 93919
• UNII: O26GU14U9E
• DSSTox Substance ID: DTXSID5061320
• Nikkaji Number: J82.417H
• Wikidata: Q27285228
• ChEMBL ID: CHEMBL423039
• Mol file: 935-92-2.mol

Synonyms:935-92-2;Trimethylquinone;2,3,5-trimethylcyclohexa-2,5-diene-1,4-dione;2,5-Cyclohexadiene-1,4-dione, 2,3,5-trimethyl-;Cumoquinone;Pseudocumoquinone;2,3,5-trimethylbenzo-1,4-quinone;Trimethyl-p-quinone;Trimethylbenzoquinone;2,3,5-Trimethyl-1,4-benzoquinone;Trimethyl-p-benzoquinone;p-Pseudocumoquinone;2,3,5-Trimethylbenzoquinone;2,3,6-Trimethyl-p-benzoquinone;Trimethyl-1,4-benzoquinone;2,3,6-Trimethylbenzoquinone;Trimethylchinon;Trimethylchinon [German];2,3,5-Trimethyl-p-benzoquinone;2,3,5-Trimethylquinone;p-Benzoquinone, 2,3,5-trimethyl-;Benzoquinone, trimethyl-;EINECS 213-309-2;NSC 93919;2,3,5-Trimethyl-[1,4]benzoquinone;UNII-O26GU14U9E;O26GU14U9E;2,3,5-Trimethyl-2,5-cyclohexadien-1,4-dione;MFCD00045537;NSC-93919;2,5-Cyclohexadien-1,4-dione, 2,3,5-trimethyl-;Pseudocomoquinone;.psi.-Cumoquinone;NSC93919;2,5-Trimethylquinone;2,5-Trimethylbenzoquinone;2,6-Trimethylbenzoquinone;SCHEMBL22805;2,5-Trimethyl-p-benzoquinone;2,6-Trimethyl-p-benzoquinone;CHEMBL423039;p-Benzoquinone,3,5-trimethyl-;DTXSID5061320;Benzoquinone, trimethyl- (6CI);2,5-Trimethyl-1,4-benzoquinone;2,4-dione, 2,3,5-trimethyl-;p-Benzoquinone, 2,3,6-trimethyl-;BBL100342;STK040623;AKOS000493633;DS-3256;LS-56243;2,3,5-Trimethyl-1,4-benzoquinone, 95%;CS-0153133;FT-0633144;T3768;EN300-159713;F16508;2,3,5-trimethyl-2,5-cyclohexadiene-1,4-dione;W-109103;Q27285228;Z57265388;F3145-3278

Chemical Property of 2,5-Cyclohexadiene-1,4-dione, 2,3,5-trimethyl-

Chemical Property:

• Vapor Pressure: 0.149mmHg at 25°C
• Melting Point: 36 °C
• Refractive Index: 1.5470 (estimate)
• Boiling Point: 215.3°Cat760mmHg
• Flash Point: 77.3°C
• PSA: 34.14000
• Density: 1.072g/cm³
• LogP: 1.42090
• Storage Temp.: 2-8°C
• Solubility.: soluble in Acetone
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 293

Purity/Quality:

98%min ^*data from raw suppliers

2,3,5-Trimethylcyclohexa-2,5-diene-1,4-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)C(=C(C1=O)C)C
• Uses: Through a catalytic redox chain ring opening Trimethylquinone can be used to Synthesize Quinone-Containing Carboxylic Acids

Technology Process of 2,5-Cyclohexadiene-1,4-dione, 2,3,5-trimethyl-

There total 94 articles about 2,5-Cyclohexadiene-1,4-dione, 2,3,5-trimethyl- 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: 99.7%

Trimethylhydroquinone (700-13-0) + acetic acid (64-19-7,77671-22-8) → 2,3,5-Trimethyl-1,4-benzoquinone (935-92-2) + 1,4-dimethoxy-2,3,5-trimethyl-benzene (4537-09-1) + 2,3,5-trimethyl-1,4-hydroquinone diacetate (7479-28-9) + 4-acetoxy-2,3,5-trimethylphenol (36592-62-8) + 4-methoxy-2,3,5-trimethylphenol (130422-86-5) + 1-acetoxy-4-methoxy-2,3,5-trimethylbenzene

Guidance literature:

With peracetic acid; at 50 ℃; for 0.25h; Product distribution; Kinetics; Thermodynamic data;

Reference yield: 99.7%

2,3,6-trimethylphenol (2416-94-6) + acetic acid (64-19-7,77671-22-8) → 2,3,5-Trimethyl-1,4-benzoquinone (935-92-2) + Duroquinone (527-17-3,70128-24-4) + pentamethylphenol (2819-86-5) + 1-methoxy-2,3,6-trimethylbenzene (21573-36-4) + 2,3,5-trimethyl-1,4-hydroquinone diacetate (7479-28-9) + 2,3,6-trimethylphenyl acetate (62687-45-0)

Guidance literature:

With peracetic acid; at 50 ℃; for 0.25h; Product distribution; Kinetics; Thermodynamic data;

Reference yield: 99.7%

2,3,6-trimethylphenol (2416-94-6) → 2,3,5-Trimethyl-1,4-benzoquinone (935-92-2)

Guidance literature:

With peracetic acid; sulfuric acid; at 50 ℃; for 0.5h;

upstream raw materials:

Trimethylhydroquinone

2,3,6-trimethylphenol

2,3,5-trimethylphenol

2,3,4,6-tetramethylaniline

Downstream raw materials:

5-hydroxy-2,4,6,7-tetramethylbenzofuran

2,3-dihydro-5-hydroxy-4,6,7-trimethyl-2(3H)-benzofuranone

Duroquinone

Trimethylhydroquinone

Refernces

• 1、 Trukhan,Romannikov,Paukshtis,Shmakov,Kholdeeva. "Oxidation of 2,3,6-trimethylphenol over Ti- and V-containing mesoporous mesophase catalysts: Structure-activity/selectivity correlation". . p. 110 - 117. Retrieved 2001.
• 2、 Kornfeld. "". . p. 274. Retrieved 1939.
• 3、 Lin, Yangming,Feng, Zhenbao,Yu, Linhui,Gu, Qinging,Wu, Shuchang,Su, Dang Sheng. "Insights into the surface chemistry and electronic properties of sp2 and sp3-hybridized nanocarbon materials for catalysis". . p. 4834 - 4837. Retrieved 2017.
• 4、 Tarabrin, M. B.,Evstigneeva, R. P.,Bulychev, E. Yu.. "KINETICS OF OXIDATION OF TRIMETHYLHYDROQUINONE IN AROMATIC SOLVENTS". . p. 346 - 348. Retrieved 1984.
• 5、 Shishmakov,Mikushina, Yu.V.,Koryakova,Valova,Men'Shikov, S.Yu.,Petrov. "Oxidation of 2,3,6-trimethylphenol on titanium dioxide xerogel by hydrogen peroxide in the absence of an organic solvent". . p. 1555 - 1559. Retrieved 2011.
• 6、 Mikushina, Yu. V.,Shishmakov,Petro. "Oxidation of 2,3,6-trimethylphenol to 2,3,5-trimethyl-1,4-benzoquinon over binary xerogels TiO2—SiO2 in the three-phase system". . p. 677 - 682. Retrieved 2017.
• 7、 Sun, Hongjian,Harms, Klaus,Sundermeyer, Joerg. "Aerobic oxidation of 2,3,6-trimethylphenol to trimethyl-1,4-benzoquinone with copper(II) chloride as catalyst in ionic liquid and structure of the active species". . p. 9550 - 9551. Retrieved 2004.
• 8、 Zhang, Tianyong,Song, Yuxin,Yang, Yang,Li, Bin,Jiang, Shuang. "The efficient catalytic oxidation of 2,3,6-trimethylphenol with air over composite catalyst to synthesize Vitamin E intermediate". . p. 3705 - 3718. Retrieved 2021/06/23.
• 9、 Wellauer, Jo?l,Miladinov, Dragan,Buchholz, Thomas,Schütz, Jan,Stemmler, René T.,Medlock, Jonathan A.,Bonrath, Werner,Sparr, Christof. "Organophotocatalytic Aerobic Oxygenation of Phenols in a Visible-Light Continuous-Flow Photoreactor". supporting information. p. 9748 - 9752. Retrieved 2021/05/27.