EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

tert-butyl hydroquinone
mono-tert-butylhydroquinone

Sponsors

Name:2-tert-butylbenzene-1,4-diol
CAS Number: 1948-33-0Picture of molecule3D/inchi
Other:123477-69-0
ECHA EINECS - REACH Pre-Reg:217-752-2
FDA UNII:C12674942B
Nikkaji Web:J2.135K
Beilstein Number:0637923
MDL:MFCD00002344
XlogP3:2.80 (est)
Molecular Weight:166.21998000
Formula:C10 H14 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:antioxidants
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
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Google Scholar: with word "odor"Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 FDA/DG SANTE Petitions, Reviews, Notices:
EU SANCO Gallates, TBHQ and BHA View-review
EU SANCO Tertiary-butyl hydroquinone (TBHQ) View-review
JECFA Food Additive: Tertiary Butylhydroquinone
GSFA Codex: Tertiary butylhydroquinone (319)
DG SANTE Food Additives:TBHQ
FDA Mainterm: TERT-BUTYLHYDROQUINONE
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart B--Food Preservatives
Sec. 172.185 TBHQ.


FDA PART 177 -- INDIRECT FOOD ADDITIVES: POLYMERS
Subpart C--Substances for Use Only as Components of Articles Intended for Repeated Use
Sec. 177.2420 Polyester resins, cross-linked.
 
Physical Properties:
Appearance:white to light tan crystalline powder (est)
Assay: 99.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 291.35 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.001000 mm/Hg @ 25.00 °C. (est)
Flash Point: 282.00 °F. TCC ( 138.70 °C. ) (est)
logP (o/w): 2.257 (est)
Soluble in:
 alcohol
 water, 748.2 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: antioxidants
masking agents
perfuming agents
 
Suppliers:
Aceto
Tertiary-Butyl Hydroquinone Good Grade
Anhui Haibei
TBHQ
BOC Sciences
For experimental / research use only.
tert-Butylhydroquinone 98%
CG Herbals
TBHQ
Charkit Chemical
BUTYLHYDROQUINONE, TERT-
Eastman Chemical
Tenox TBHQ Food Grade Antioxidant, Kosher
99 wt % min.
Foodchem International
Tertiary-Butylhydroquinone
Graham Chemical
TBHQ
Jiangyin Healthway
TBHQ
New functional food ingredients
Kraft Chemical
TBHQ
OQEMA
Mono Tertiary-Butyl Hydroquinone
Penta International
tert-BUTYLHYDROQUINONE FCC
Qingdao Dacon Trading
TBHQ
Santa Cruz Biotechnology
For experimental / research use only.
tert-Butylhydroquinone ≥97%
Sigma-Aldrich
For experimental / research use only.
tert-Butylhydroquinone analytical standard
Sinofi Food Ingredients
Tertiary Butylhydroquinone (TBHQ)
Odor: characteristic
Use: Food Antioxidants, Preservative, Fried Food, Frozen Food, Dairy Products, Baking Food, Shortening, Flavoring Agent, Packaging Material, Meat, Beef Patties, Dry Cereals, Dried Meat, Pizza Toppings, Poultry, Sausage, Cosmetics, Feed, Pharmaceutical, Plastic and Rubber, Lubricant.
Sinoway Industrial
For experimental / research use only.
tert-Butylhydroquinone
(99% up, powder)
TCI AMERICA
For experimental / research use only.
tert-Butylhydroquinone >98.0%(GC)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 700 mg/kg
Journal of the American Oil Chemists' Society. Vol. 52, Pg. 53, 1975.

intraperitoneal-rat LD50 300 mg/kg
Journal of the American Oil Chemists' Society. Vol. 52, Pg. 53, 1975.

oral-mouse LD50 1000 mg/kg
Kodak Company Reports. Vol. 21MAY1971

intraperitoneal-mouse LD50 144 mg/kg
BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: TREMOR
Drug and Chemical Toxicology. Vol. 7, Pg. 335, 1984.

oral-guinea pig LD50 790 mg/kg
WHO Food Additives Series. Vol. 8, Pg. 26, 1975.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
inhalation-rat LCLo 2900 mg/m3/4H
SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 753, 1992.

 
Safety in Use Information:
Category: antioxidants
Recommendation for tert-butyl hydroquinone usage levels up to:
 not for fragrance use.
 
Recommendation for tert-butyl hydroquinone flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) on a request from the Commission related to tertiary-Butylhydroquinone (TBHQ).
View page or View pdf

Statement on the refined exposure assessment of tertiary-butyl hydroquinone (E 319)
View page or View pdf

EPI System: View
ClinicalTrials.gov:search
NLM Hazardous Substances Data Bank:Search
Chemical Carcinogenesis Research Information System:Search
Cancer Citations:Search
Toxicology Citations:Search
Carcinogenic Potency Database:Search
Env. Mutagen Info. Center:Search
NLM Developmental and Reproductive Toxicity:Search
EPA Substance Registry Services (TSCA):1948-33-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :16043
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-tert-butylbenzene-1,4-diol
Chemidplus:0001948330
EPA/NOAA CAMEO:hazardous materials
RTECS:MX4375000 for cas# 1948-33-0
 
References:
 2-tert-butylbenzene-1,4-diol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:1948-33-0
Pubchem (cid):16043
Pubchem (sid):134981702
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS):View
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB32062
FooDB:FDB008771
Export Tariff Code:2907.29.2500
Haz-Map:View
Household Products:Search
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
FAO:Tertiary Butylhydroquinone
Formulations/Preparations:
for the most part, tbhq is employed alone, as blends with bht and bha, and in conjunction with synergists such as citric acid or other metal chelating aqents.
 
Potential Blenders and core components note
None Found
 
Potential Uses:
 antioxidants
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 banox 20BA
1,4-benzenediol (1,1-dimethylethyl)-
1,4-benzenediol, 2- (1, 1-dimethylethyl)-
1,4-benzenediol, 2-(1,1-dimethylethyl)-
2-tert-butyl hydroquinone
t-butyl hydroquinone
tertiary-butyl hydroquinone good grade
2-tert-butyl-1,4-benzenediol
tert-butyl-1,4-benzenediol
2-tert-butyl-1,4-dihydroxybenzene
tert-butyl-hydroquinone
2-tert-butyl(1,4)hydroquinone
2-(tert-butyl)benzene-1,4-diol
2-tert-butylbenzene-1,4-diol
2-tert-butylhydroquinone
mono-tert-butylhydroquinone
mono-tertiarybutylhydroquinone
tert-butylhydroquinone
tertiary-butylhydroquinone
tert-butylhydroquinone FCC
 butylhydroquinone, t-
 butylhydroquinone, tert-
tert-butylhydroquinone.
2-(1,1-dimethyl ethyl)-1,4-benzenediol
2-(1,1-dimethylethyl)-1,4-benzenediol
2-(1,1-dimethylethyl)benzene-1,4-diol
 hydroquinone, t-butyl-
 hydroquinone, tert-butyl-
2-(2-methyl-2-propanyl)-1,4-benzenediol
 quinol, t-butyl-
 TBHQ
 tenox TBHQ food grade antioxidant
 

Articles:

Info:EVALUATION OF CERTAIN FOOD ADDITIVES AND CONTAMINANTS
PubMed:Cytotoxicity and DNA damage properties of tert-butylhydroquinone (TBHQ) food additive.
PubMed:tert-Butylhydroquinone (tBHQ) protects hepatocytes against lipotoxicity via inducing autophagy independently of Nrf2 activation.
PubMed:Tertiary-butylhydroquinone upregulates expression of ATP-binding cassette transporter A1 via nuclear factor E2-related factor 2/heme oxygenase-1 signaling in THP-1 macrophage-derived foam cells.
PubMed:Tert-butylhydroquinone reduces lipid accumulation in C57BL/6 mice with lower body weight gain.
PubMed:Tert-butylhydroquinone recognition of molecular imprinting electrochemical sensor based on core-shell nanoparticles.
PubMed:Using the pseudophase kinetic model to interpret chemical reactivity in ionic emulsions: determining antioxidant partition constants and interfacial rate constants.
PubMed:Antibacterial activity and mode of action of tert-butylhydroquinone (TBHQ) and its oxidation product, tert-butylbenzoquinone (TBBQ).
PubMed:Induction of liver GST transcriptions by tert-butylhydroquinone reduced microcystin-LR accumulation in Nile tilapia (Oreochromis niloticus).
PubMed:Study on mitigation of acrylamide formation in cookies by 5 antioxidants.
PubMed:Activation of genes involved in xenobiotic metabolism is a shared signature of mouse models with extended lifespan.
PubMed:Oxidative stability of virgin olive oil as affected by the bene unsaponifiable matters and tertiary-butylhydroquinone.
PubMed:Reduction of cytotoxic p-quinone metabolites of tert-butylhydroquinone by human aldo-keto reductase (AKR) 1B10.
PubMed:Paradoxical cytotoxicity of tert-butylhydroquinone in vitro: What kills the untreated cells?
PubMed:Determination of lutein by high-performance thin-layer chromatography using densitometry and screening of major dietary carotenoids in food supplements.
PubMed:Th2 skewing by activation of Nrf2 in CD4(+) T cells.
PubMed:Preventive effect of tert-butylhydroquinone on cisplatin-induced nephrotoxicity in rats.
PubMed:[Determination of antioxidant residues in polymer food package using gas chromatography].
PubMed:Cloud-point extraction and reversed-phase high-performance liquid chromatography for the determination of synthetic phenolic antioxidants in edible oils.
PubMed:Pressurized liquid extraction of phenolic compounds from Anatolia propolis and their radical scavenging capacities.
PubMed:Direct spectroscopic observation of singlet oxygen quenching and kinetic studies of physical and chemical singlet oxygen quenching rate constants of synthetic antioxidants (BHA, BHT, and TBHQ) in methanol.
PubMed:Antioxidant activity and chemical composition of the fractions from burdock leaves.
PubMed:Comparing antioxidant effectiveness of natural and synthetic free radical scavengers in thermally-oxidized lard using DPPH method.
PubMed:Oxidative stability and alpha-tocopherol retention in soybean oil with lemon seed extract (Citrus limon) under thermoxidation.
PubMed:Storage stability of sunflower oil with added natural antioxidant concentrate from sesame seed oil.
PubMed:Kinetic study of the quenching reaction of singlet oxygen by common synthetic antioxidants (tert-butylhydroxyanisol, tert-di-butylhydroxytoluene, and tert-butylhydroquinone) as compared with alpha-tocopherol.
PubMed:Role of iron and hydroperoxides in the degradation of lycopene in oil-in-water emulsions.
PubMed:Relationships between free radical scavenging and antioxidant activity in foods.
PubMed:Proposed mechanism of inactivating Escherichia coli O157:H7 by ultra-high pressure in combination with tert-butylhydroquinone.
PubMed:Dietary flavonoid (-)epicatechin stimulates phosphatidylinositol 3-kinase-dependent anti-oxidant response element activity and up-regulates glutathione in cortical astrocytes.
PubMed:Inactivation of barotolerant strains of Listeria monocytogenes and Escherichia coli O157:H7 by ultra high pressure and tert-butylhydroquinone combination.
PubMed:Chemoprotective and carcinogenic effects of tert-butylhydroquinone and its metabolites.
PubMed:Phytochemicals induce breast cancer resistance protein in Caco-2 cells and enhance the transport of benzo[a]pyrene-3-sulfate.
PubMed:Regulation of CYP1A1 gene expression by the antioxidant tert-butylhydroquinone.
PubMed:Estimated daily intakes of butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT) and tert-butyl hydroquinone (TBHQ) antioxidants in Korea.
PubMed:Use of phenolic compounds for sensitizing Listeria monocytogenes to high-pressure processing.
PubMed:Determination and confirmation of five phenolic antioxidants in foods by LC/MS and GC/MS.
PubMed:Inactivation of barotolerant Listeria monocytogenes in sausage by combination of high-pressure processing and food-grade additives.
PubMed:Effect of electron beam irradiation and storage at 5 degrees C on thiobarbituric acid reactive substances and carbonyl contents in chicken breast meat infused with antioxidants and selected plant extracts.
PubMed:tert-Butylhydroquinone is a novel aryl hydrocarbon receptor ligand.
PubMed:Total phenolics and antioxidant activities of fenugreek, green tea, black tea, grape seed, ginger, rosemary, gotu kola, and ginkgo extracts, vitamin E, and tert-butylhydroquinone.
PubMed:Pivotal role of electrophilicity in glutathione S-transferase induction by tert-butylhydroquinone.
PubMed:Cell death induced by the phenolic antioxidant tert-butylhydroquinone and its metabolite tert-butylquinone in human monocytic leukemia U937 cells.
PubMed:Copper redox-dependent activation of 2-tert-butyl(1,4)hydroquinone: formation of reactive oxygen species and induction of oxidative DNA damage in isolated DNA and cultured rat hepatocytes.
PubMed:[Simultaneous determination of five antioxidants in food by HPLC with fluorescence detection].
PubMed:Kinetic method for determining antioxidant distributions in model food emulsions: distribution constants of t-butylhydroquinone in mixtures of octane, water, and a nonionic emulsifier.
PubMed:In vitro induction of the anticarcinogenic marker enzyme, quinone reductase, in human hepatoma cells by food extracts.
PubMed:Ability of surfactant micelles to alter the partitioning of phenolic antioxidants in oil-in-water emulsions.
PubMed:Promoting effects of combined antioxidant and sodium nitrite treatment on forestomach carcinogenesis in rats after initiation with N-methyl-N'-nitro-N-nitrosoguanidine.
PubMed:Influence of redox-active compounds and PXR-activators on human MRP1 and MRP2 gene expression.
PubMed:Dietary fish oil suppresses experimental immunoglobulin a nephropathy in mice.
PubMed:Comparison of the bioactivity of two glucoraphanin hydrolysis products found in broccoli, sulforaphane and sulforaphane nitrile.
PubMed:Estimates of the theoretical maximum daily intake of phenolic antioxidants BHA, BHT and TBHQ in Brazil.
PubMed:Identification of alpha-tocopherol oxidation products in triolein at elevated temperatures.
PubMed:Evaluation of the TOPKAT system for predicting the carcinogenicity of chemicals.
PubMed:Molecular mechanisms of butylated hydroxylanisole-induced toxicity: induction of apoptosis through direct release of cytochrome c.
PubMed:Antioxidant concentration effect on stability of Brazil nut (Bertholletia excelsa) crude oil.
PubMed:Spray-drying of the microalga Dunaliella salina: effects on beta-carotene content and isomer composition.
PubMed:Phenolics: blocking agents for heterocyclic amine-induced carcinogenesis.
PubMed:Depigmentation with tert-butyl hydroquinone using black guinea pigs.
PubMed:Quantitative determination of butylated hydroxyanisole, butylated hydroxytoluene, and tert-butyl hydroquinone in oils, foods, and biological fluids by high-performance liquid chromatography with fluorometric detection.
PubMed:Distribution and excretion of radiolabelled tert-butylhydroquinone in Fischer 344 rats.
PubMed:Structure-activity relationships for antioxidant activities of a series of flavonoids in a liposomal system.
PubMed:Antioxidizing potentials of BHA, BHT, TBHQ, tocopherol, and oxygen absorber incorporated in a Ghanaian fermented fish product.
PubMed:Butylated hydroxyanisole and its metabolite tert-butylhydroquinone differentially regulate mitogen-activated protein kinases. The role of oxidative stress in the activation of mitogen-activated protein kinases by phenolic antioxidants.
PubMed:Induction of contact sensitization to monotertiary butyl hydroquinone.
PubMed:NTP Toxicology and Carcinogenesis Studies of t-Butylhydroquinone (CAS No. 1948-33-0) in F344/N Rats and B6C3F(1) Mice (Feed Studies).
PubMed:The sensitivity of the NTP bioassay for carcinogen hazard evaluation can be modulated by dietary restriction.
PubMed:Metabolism of tert-butylhydroquinone to S-substituted conjugates in the male Fischer 344 rat.
PubMed:Induction of oxidative DNA damages and enhancement of cell proliferation in human lymphocytes in vitro by butylated hydroxyanisole.
PubMed:The role of prostaglandin H synthase-mediated metabolism in the induction of oxidative DNA damage by BHA metabolites.
PubMed:Oxygen radical formation during prostaglandin H synthase-mediated biotransformation of butylated hydroxyanisole.
PubMed:Oil-soluble antioxidants in foods.
PubMed:Lipid peroxidation products are elevated in fish oil diets even in the presence of added antioxidants.
PubMed:Isolation and characterization of some products of the BHA-nitrite reaction: examination of their mutagenicity.
PubMed:Effect of selected antioxidants on the stability of dehydrated mashed potatoes.
PubMed:Disposition of single oral doses of butylated hydroxyanisole in man and rat.
PubMed:Rapid autoxidation of fish oil in diets without added antioxidants.
PubMed:Reactions of antioxidants in foods.
PubMed:Comparative metabolism of BHA, BHT and other phenolic antioxidants and its toxicological relevance.
PubMed:Toxicology of tert-butylhydroquinone (TBHQ).
PubMed:Effect of anti-oxidants on growth and lactic acid production by Streptococcus mutans.
PubMed:Effect of phenolic antioxidants on microbial growth.
PubMed:Induction of forestomach lesions by butylhydroxyanisole and structurally related substances.
PubMed:Short-term pathological and proliferative effects of butylated hydroxyanisole and other phenolic antioxidants in the forestomach of Fischer 344 rats.
PubMed:Mutachromosomal effects of tert-butylhydroquinone in bone-marrow cells of mice.
PubMed:A new metabolite of butylated hydroxyanisole in man.
PubMed:Increased sensitivity of heat-stressed Saccharomyces cerevisiae cells to food-grade antioxidants.
PubMed:Gas-liquid chromatographic determination of tertiary-butylhydroquinone (TBHQ) in dried fish, frozen shrimp, vegetable oils, butter, and margarine.
 
Notes:
an anticarcinogenic and chemopreventive agent. Antioxidant used in food, e.g. oils and fats. Polym. inhibitor
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