Merck
All Photos(4)

112941

Sigma-Aldrich

tert-Butylhydroquinone

97%

Synonym(s):
NSC 4972, 2-(1,1-Dimethylethyl)-1,4-benzenediol
Linear Formula:
(CH3)3CC6H3-1,4-(OH)2
CAS Number:
Molecular Weight:
166.22
Beilstein:
637923
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

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.

Packaging

5, 100, 500 g in poly bottle

Pictograms

Exclamation markEnvironment

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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is tert-Butylhydroquinone, Product 112941, soluble in?

    The tert-Butylhydroquinone is soluble in ethanol (600 g/L at 25°C) and acetone (1120 g/L at 25°C). It is not expected to be soluble in water.

  6. Do you have solution stability information on tert-Butylhydroquinone, Product 112941?

    Unfortunately, we do not have solution stability information on this product. We have not performed this type of testing in our labs, and we have no information from the chemical literature.

  7. What type of applications can tert-Butylhydroquinone, Product 112941, be used for?

    While we do not perform specific use-testing for this product, literature reports that this product has been used as a stabilizer against autopolymerization of organic peroxide monomers.

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Anna De Blasio et al.
Journal of cellular physiology, 235(2), 629-637 (2019-07-18)
The present study shows that nuclear factor erythroid 2-related factor 2 (NRF2) and miR-29b-1-5p are two opposite forces which could regulate the fate of MDA-MB-231 cells, the most studied triple-negative breast cancer (TNBC) cell line. We show that NRF2 activation
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.
Tert-butylhydroquinone-decorated graphene nanosheets and their enhanced capacitive behaviors
Wang HW, et al.
Chinese Science Bulletin, 56(20), 2092-9097 (2011)
Saelooom Lee et al.
Free radical biology & medicine, 53(4), 807-816 (2012-06-12)
Radiotherapy and chemotherapeutic agents can effectively induce apoptosis through generation of reactive oxygen species (ROS). Cancer cells frequently express high levels of ROS-scavenging enzymes, which confer resistance to ROS-mediated cell death. Keap1 (Kelch-like ECH-associated protein 1) sequesters and promotes the
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

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