p-Toluquinone

p-Toluquinone
  • CAS No.:553-97-9
Other grades of this product :
p-Toluquinone Basic information
Product Name:p-Toluquinone
Synonyms:methylquinone;para-toluquinone;p-Benzoquinone,2-methyl-;Tolylquinone;2-methylnaphthalene-1,4-dione;Methyl-1,4-benzoquinone,98%;Methyl-p-benzoquinone, 99+%;2-METHYL-PARA-BENZOQUINONE
CAS:553-97-9
MF:C7H6O2
MW:122.12
EINECS:209-056-2
Product Categories:Benzoquinones;Intermediates of Dyes and Pigments
Mol File:553-97-9.mol
p-Toluquinone Chemical Properties
Melting point 66-67 °C(lit.)
Boiling point 187.52°C (rough estimate)
density 1.0800
refractive index 1.5286 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
form Crystalline
color Yellowish green
Water Solubility insoluble
BRN 471387
CAS DataBase Reference553-97-9(CAS DataBase Reference)
NIST Chemistry Referencep-Benzoquinone, 2-methyl-(553-97-9)
EPA Substance Registry System2-Methyl-p-benzoquinone (553-97-9)
Safety Information
Hazard Codes Xn,T
Risk Statements 22-36/37/38-25
Safety Statements 26-45-37/39-28A
WGK Germany 3
RTECS DK6300000
8
TSCA Yes
HS Code 29146990
Hazardous Substances Data553-97-9(Hazardous Substances Data)
MSDS Information
ProviderLanguage
2-Methyl-2,5-cyclohexadiene-1,4-dione English
ACROS English
SigmaAldrich English
ALFA English
p-Toluquinone Usage And Synthesis
Chemical Propertiesyellow to brownish crystalline powder
UsesMethyl-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.
UsesMethyl-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.
Synthesis Reference(s)The Journal of Organic Chemistry, 52, p. 5053, 1987 DOI: 10.1021/jo00231a048Synthetic Communications, 7, p. 467, 1977 DOI: 10.1080/00397917708050782
Safety ProfilePoison by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.
Purification MethodsCrystallise p-toluoquinone from heptane or EtOH, dry rapidly (vacuum/P2O5) and stored in a vacuum. [Beilstein 7 IV 2088.]

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