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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:
Molecular Weight:
166.22
Beilstein:
637923
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
Pricing and availability is not currently available.

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.[1]

Application

TBHQ was used to study the inactivation of barotolerant strains of Listeria monocytogenes and Escherichia coli.[2] Environment friendly electrode materials for supercapacitors were attained by decorating the surface of graphene nanosheets with TBHQ.[3]

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

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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
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

Questions

1–8 of 8 Questions  
  1. tert-Butylhydroquinone( Product 112941) 3. The working solution is planned to be diluted with PBS, is OK?

    1 answer
    1. This product is nearly insoluble in water, which means its solubility in phosphate-buffered saline (PBS) will also be limited. Therefore, diluting it with PBS may not achieve the desired concentration effectively.

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  2. tert-Butylhydroquinone( Product 112941) 1. Recommended dissolving liquid for this drug- DMSO is ok? 2. Recommended storage solution concentration after dissolution, normal storage time, storage temperature? For example -20°C

    1 answer
    1. This product is minimally soluble in water (~10 g/L). It is expected to be highly soluble in ethanol, ethyl acetate, and acetone (at least 100 grams per 100 grams of solvent). Solubility in DMSO is expected to be up to at least 60 grams/L. Please note that none of these values are tested internally and cannot be guaranteed.

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  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  4. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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

    1 answer
    1. 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.

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

    1 answer
    1. 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.

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

    1 answer
    1. 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.

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

    1 answer
    1. 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.

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