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2-tert-Butyl-1,4-benzoquinone

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2-tert-Butyl-1,4-benzoquinone Basic information

Product Name:
2-tert-Butyl-1,4-benzoquinone
Synonyms:
  • 2-TERT-BUTYL-1,4-BENZOQUINONE
  • 2-TERT-BUTYLQUINONE
  • 2-TERT-BUTYL-P-QUINONE
  • 2-(1,1-dimethylethyl)-2,5-cyclohexadien-1,4-dione
  • 2,5-Cyclohexadiene-1,4-dione,2-(1,1-dimethylethyl)-
  • 2-TERT-BUTYL(1,4)PARAQUINONE
  • PARA-BENZOQUINONE,2-TERT-BUTYL-
  • 2-TERT-BUTYL-1,4-QUINONE
CAS:
3602-55-9
MF:
C10H12O2
MW:
164.2
EINECS:
222-757-8
Product Categories:
  • C10
  • Carbonyl Compounds
  • Benzoquinones
  • Ketones
Mol File:
3602-55-9.mol
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2-tert-Butyl-1,4-benzoquinone Chemical Properties

Melting point:
54-58 °C(lit.)
Boiling point:
227.8±15.0 °C(Predicted)
Density 
1.092±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform, Methanol (Slightly)
form 
Solid
color 
Dark Yellow
CAS DataBase Reference
3602-55-9(CAS DataBase Reference)
NIST Chemistry Reference
2,5-Cyclohexadiene-1,4-dione, 2-(1,1-dimethylethyl)-(3602-55-9)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
DK3790000
HS Code 
29146990

MSDS

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2-tert-Butyl-1,4-benzoquinone Usage And Synthesis

Chemical Properties

Yellow crystalline powder

Uses

2-tert-Butyl-1,4-benzoquinone may be used in the synthesis of azatrioxa[8]circulene.

General Description

2-tert-Butyl-1,4-benzoquinone (TBQ, TBBQ, tBQ, BuBQ, BQ , tert-butyl-p-quinone) is a 1,4-benzoquinone derivative. It is a major metabolite of the food additive, butylated hydroxyanisole (BHA). TBQ is reported to be strongly cytotoxic in human monocytic leukemia U937 cells. TBQ is an oxidation product of 2-tert-butylhydroquinone (TBHQ). Studies confirm that TBQ induces apoptosis and cell proliferation inhibition in chronic myelogenous leukemia (CML) cells. Its binding interactions with lysozyme has been examined and found to be intermediate between BHA and TBHQ. It has been reported to be synthesized by the titanium superoxide catalyzed oxidation of 2-tert-butylphenol using aq. 30% H2O2. TBQ is one of the main neoformed compounds from TBHQ decomposition in PLA-TBHQ film (Poly lactic acid).

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