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112941

Sigma-Aldrich

tert-Butylhydroquinone

97%

Synonym(s):

2-(1,1-Dimethylethyl)-1,4-benzenediol, NSC 4972

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About This Item

Linear Formula:
(CH3)3CC6H3-1,4-(OH)2
CAS Number:
1948-33-0
Molecular Weight:
166.22
Beilstein:
637923
EC Number:
217-752-2
MDL number:
MFCD00002344
UNSPSC Code:
12162002
PubChem Substance ID:
24847122
NACRES:
NA.23

Quality Level

200

Assay

97%

autoignition temp.

855 °F

mp

127-129 °C (lit.)

SMILES string

CC(C)(C)c1cc(O)ccc1O

InChI

1S/C10H14O2/c1-10(2,3)8-6-7(11)4-5-9(8)12/h4-6,11-12H,1-3H3

InChI key

BGNXCDMCOKJUMV-UHFFFAOYSA-N

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General description

tert-Butylhydroquinone (TBHQ) is a phenolic antioxidant. TBHQ is frequently used as a food preservative. In low concentrations it shows cytoprotective qualities while at higher concentrations it exhibits cytotoxic behavior.

Application

TBHQ was used to study the inactivation of barotolerant strains of Listeria monocytogenes and Escherichia coli. Environment friendly electrode materials for supercapacitors were attained by decorating the surface of graphene nanosheets with TBHQ.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

195.8 °F - closed cup

Flash Point(C)

91 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Tatsuya Ogawa et al.
Clinical, cosmetic and investigational dermatology, 13, 657-660 (2020-09-29)
The stratum corneum protects against the entry of pathogens, allergens, and irritants while preventing dehydration. The Kelch-like erythroid cell-derived protein with cap-n-collar homology-associated protein 1 (KEAP1)/NF-E2-related factor 2 (NRF2) system maintains skin barrier homeostasis. Aggregated evidence suggests that NRF2-mediated antioxidative
Yoon-Kyung Chung et al.
Journal of microbiology (Seoul, Korea), 46(3), 289-294 (2008-07-08)
Antimicrobial efficacy of ultra-high-pressure (UHP) can be enhanced by application of additional hurdles. The objective of this study was to systematically assess the enhancement in pressure lethality by TBHQ treatment, against barotolerant strains of Escherichia coli O157:H7 and Listeria monocytogenes.
Huang-Hui Chen et al.
Free radical biology & medicine, 52(6), 1054-1066 (2012-01-17)
The Nrf2/ARE pathway plays an important role in inducing phase II detoxifying enzymes and antioxidant proteins and has been considered a potential target for cancer chemoprevention because it eliminates harmful reactive oxygen species or reactive intermediates generated from carcinogens. The
Tert-butylhydroquinone-decorated graphene nanosheets and their enhanced capacitive behaviors
Wang HW, et al.
Chinese Science Bulletin, 56(20), 2092-9097 (2011)
Negar Gharavi et al.
Current drug metabolism, 8(1), 1-7 (2007-02-03)
Tert-butylhydroquinone (tBHQ) has been commonly used as a synthetic food antioxidant to prevent oils and fats from oxidative deterioration and rancidity due to its potent anti-lipid peroxidation activity. In North America, the maximum level of tBHQ allowed in fat products
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