429074
2-tert-Butyl-1,4-benzoquinone
98%
Sign In to View Organizational & Contract Pricing
Select a Size
5 G
$80.80
About This Item
Linear Formula:
(CH3)3CC6H3(=O)2
CAS Number:
Molecular Weight:
164.20
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Skip To
Quality Level
assay
98%
form
solid
mp
54-58 °C (lit.)
functional group
ketone
SMILES string
CC(C)(C)C1=CC(=O)C=CC1=O
InChI
1S/C10H12O2/c1-10(2,3)8-6-7(11)4-5-9(8)12/h4-6H,1-3H3
InChI key
NCCTVAJNFXYWTM-UHFFFAOYSA-N
Related Categories
1 of 4
This Item | 112941 | 232017 | 343382 |
|---|---|---|---|
| assay 98% | assay 97% | assay 99% | assay 95% |
| mp 54-58 °C (lit.) | mp 127-129 °C (lit.) | mp 289 °C (dec.) (lit.) | mp - |
| form solid | form - | form solid | form - |
| functional group ketone | functional group - | functional group - | functional group chloro, ketone |
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.[1] TBQ is an oxidation product of 2-tert-butylhydroquinone (TBHQ).[2] Studies confirm that TBQ induces apoptosis and cell proliferation inhibition in chronic myelogenous leukemia (CML) cells.[3] Its binding interactions with lysozyme has been examined and found to be intermediate between BHA and TBHQ.[4] It has been reported to be synthesized by the titanium superoxide catalyzed oxidation of 2-tert-butylphenol using aq. 30% H2O2.[5] TBQ is one of the main neoformed compounds from TBHQ decomposition in PLA-TBHQ film (Poly lactic acid).[6]
Application
2-tert-Butyl-1,4-benzoquinone may be used in the synthesis of azatrioxa[8]circulene.[7]
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Titanium superoxide catalyzed selective oxidation of phenols to p-quinones with aq. H2O2.
Dewkar GK, et al.
Indian J. Chem. B, 44(7), 1530-1530 (2005)
Binding properties and structure-affinity relationships of food antioxidant butylated hydroxyanisole and its metabolites with lysozyme.
Wu D, et al.
Food Chemistry, 188, 370-376 (2015)
P A Schilderman et al.
Carcinogenesis, 16(3), 507-512 (1995-03-01)
The food additive butylated hydroxyanisole (BHA) has been shown to induce gastrointestinal hyperplasia in rodents by an unknown mechanism. The relevance of this observation for human risk assessment is not clear. We therefore analysed the effect of BHA and its
Release of synthetic phenolic antioxidants from extruded poly lactic acid (PLA) film.
Jamshidian M, et al.
Food Control, 28(2), 445-455 (2012)
J H Chung et al.
Toxicology and applied pharmacology, 124(1), 123-130 (1994-01-01)
Quinone reductase (QR), in the presence of suitable substrate, results in the regeneration of NAD+ from NADH. To test the hypothesis that QR can play a role in ethanol metabolism and toxicity, we studied the effect of a quinone as
Active Filters
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service