p-Toluquinone

Base Information

• Chemical Name: p-Toluquinone
• CAS No.: 553-97-9
• Molecular Formula: C7H6O2
• Molecular Weight: 122.123
• Hs Code.: 29146990
• European Community (EC) Number: 209-056-2
• NSC Number: 405002,1
• UNII: VF06HB6AZN
• DSSTox Substance ID: DTXSID8060290
• Nikkaji Number: J6.458K
• Wikidata: Q27291795
• ChEMBL ID: CHEMBL358225
• Mol file: 553-97-9.mol

Synonyms:2-methyl-1,4-benzoquinone;2-methyl-p-benzoquinone;methyl-p-benzoquinone;toluquinone

Chemical Property of p-Toluquinone

Chemical Property:

• Appearance/Colour: yellow to brownish crystalline powder
• Vapor Pressure: 0.656mmHg at 25°C
• Melting Point: 66-67 °C(lit.)
• Refractive Index: 1.524
• Boiling Point: 186.6 °C at 760 mmHg
• Flash Point: 64.9 °C
• PSA: 34.14000
• Density: 1.173 g/cm³
• LogP: 0.64070
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: insoluble
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 122.036779430
• Heavy Atom Count: 9
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

p-Toluquinone >99.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: Xn,T
• Statements: 22-36/37/38-25
• Safety Statements: 26-45-37/39-28A

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: CC1=CC(=O)C=CC1=O
• Uses: Methyl-p-benzoquinone imine is the products were the tetrahedral adducts. Synthesis of 2H-indazole-4,7-dione derivatives from3-phenylsydnone and p-toluquinone. A Michael addition of 2-methylcyclopentane-1,3-dione to various p-toluquinone imides exclusively afforded the sole products in a regiospecific manner. Methyl-p-benzoquinone (MBQ) can be used as a coating that forms an interface between the electrode and lithium (Li) electrolyte for the fabrication of redox flow batteries. It can be reduced during positive electrospray ionization mass spectroscopy (ESI MS) and can be potentially used during corona discharge.

Technology Process of p-Toluquinone

There total 156 articles about p-Toluquinone 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: 23.0%

toluene (108-88-3,15644-74-3,16713-13-6) → benzaldehyde (100-52-7) + 2-Methyl-1,4-benzoquinone (553-97-9) + 3-methyl-phenol (108-39-4) + ortho-cresol (95-48-7,77504-84-8) + benzoic acid (65-85-0,8013-63-6) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With Fe₂(N,N-bis(pyridin-2-ylmethyl)prop-2-yn-1-amine)₂(μ₂-Cl)₂Cl₂; dihydrogen peroxide; In acetonitrile; at 70 ℃; for 2h;

DOI:10.1016/j.ica.2016.02.005

Reference yield: 21.0%

1,4-dimethoxy-1,3-butadiene (24000-38-2) + 2-methylbenzene-1,4-diol (95-71-6,96937-50-7) → menadione (58-27-5,34524-96-4) + 8-methoxy-2-methylnaphthalene-1,4-dione (22273-29-6) + 2-methyl-5,8-dimethoxy-5,8-dihydro-1,4-naphthoquinone (83650-33-3) + 2-Methyl-1,4-benzoquinone (553-97-9)

Guidance literature:

With silver(l) oxide; In benzene; for 26h; Heating;

DOI:10.1021/jo00147a007

Reference yield: 10.0%

toluene (108-88-3,15644-74-3,16713-13-6) → benzyl trifluoroacetate (351-70-2) + benzaldehyde (100-52-7) + 2-Methyl-1,4-benzoquinone (553-97-9) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With [2,2]bipyridinyl; Ba; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.0833333h; Product distribution;

DOI:10.1039/c39950000943

upstream raw materials:

3,4-Dimethylphenol

o-xylene

2-methylbenzene-1,4-diol

4-amino-3-methylphenol

Downstream raw materials:

2-aziridin-1-yl-5-methyl-[1,4]benzoquinone

2-methyl-5-morpholin-4-yl-[1,4]benzoquinone

2-methylbenzene-1,4-diol

2-chloro-5-methyl-hydroquinone

Refernces

• 1、 An, Haiyan,Chang, Shenzhen,Chen, Yanhong,Huang, Yaohui,Luo, Huiyun,Zhu, Qingshan. "Polyoxometalate-based supramolecular porous frameworks with dual-active centers towards highly efficient synthesis of functionalized: P -benzoquinones". . p. 8591 - 8603. Retrieved 2021/11/17.
• 2、 Bruns, David L.,Musaev, Djamaladdin G.,Stahl, Shannon S.. "Can Donor Ligands Make Pd(OAc)2a Stronger Oxidant? Access to Elusive Palladium(II) Reduction Potentials and Effects of Ancillary Ligands via Palladium(II)/Hydroquinone Redox Equilibria". supporting information. p. 19678 - 19688. Retrieved 2020/12/18.