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p-Toluquinone

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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
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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 Reference
553-97-9(CAS DataBase Reference)
NIST Chemistry Reference
p-Benzoquinone, 2-methyl-(553-97-9)
EPA Substance Registry System
2-Methyl-p-benzoquinone (553-97-9)
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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 Data
553-97-9(Hazardous Substances Data)

MSDS

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p-Toluquinone Usage And Synthesis

Chemical Properties

yellow to brownish crystalline powder

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.

Uses

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.

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 5053, 1987 DOI: 10.1021/jo00231a048
Synthetic Communications, 7, p. 467, 1977 DOI: 10.1080/00397917708050782

Safety Profile

Poison by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

Crystallise p-toluoquinone from heptane or EtOH, dry rapidly (vacuum/P2O5) and stored in a vacuum. [Beilstein 7 IV 2088.]

p-Toluquinone Preparation Products And Raw materials

Preparation Products

p-ToluquinoneSupplier

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