tert-Butylhydroquinone

tert-Butylhydroquinone Basic information
Product Name:tert-Butylhydroquinone
Synonyms:1-T-BUTYL-1,4-DIHYDROXYBENZENE;2-(1,1-Dimethylethyl)-1,4-benzenediol;2-tert-butylhydroquinone;2-TERT-BUTYL-1,4-BENZENEDIOL;2-TERT-BUTYL-1,4-DIHYDROXYBENZENE;2-T-BUTYLHYDROQUINONE;TERTIARY BUTYL HYDROQUINONE;TERT-BUTYLHYDROCHINONE
CAS:1948-33-0
MF:C10H14O2
MW:166.22
EINECS:217-752-2
Product Categories:Alcohols;Monomers;Organic Building Blocks;Oxygen Compounds;Polyols;Polymer Science;Industrial/Fine Chemicals;Anthraquinones, Hydroquinones and Quinones;Isoxazoles ,Oxazoles;1948-33-0
Mol File:1948-33-0.mol
tert-Butylhydroquinone Structure
tert-Butylhydroquinone Chemical Properties
Melting point 127-129 °C(lit.)
Boiling point 295 °C
density 295
vapor pressure 0.004Pa at 25℃
refractive index 1.4859 (estimate)
Fp 171 °C
storage temp. Store below +30°C.
solubility DMSO (Slightly), Methanol (Slightly)
pka10.80±0.18(Predicted)
form Crystalline Powder
color White to light tan, may contain black specs
Water Solubility Slightly soluble in water(10g/L).
BRN 637923
Stability:Stable. Incompatible with strong bases, strong oxidizing agents.
InChIKeyBGNXCDMCOKJUMV-UHFFFAOYSA-N
LogP1.521 at 25℃
CAS DataBase Reference1948-33-0(CAS DataBase Reference)
NIST Chemistry Reference1,4-Benzenediol, 2-(1,1-dimethylethyl)-(1948-33-0)
EPA Substance Registry Systemtert-Butylhydroquinone (1948-33-0)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 26-36-28A
RIDADR UN3077
WGK Germany 3
RTECS MX4375000
Autoignition Temperature855 °F
TSCA Yes
HazardClass 9
PackingGroup III
HS Code 29072900
Hazardous Substances Data1948-33-0(Hazardous Substances Data)
Toxicityguinea pig,LD50,oral,790mg/kg (790mg/kg),WHO Food Additives Series. Vol. 8, Pg. 26, 1975.
MSDS Information
ProviderLanguage
Butylhydroquinone English
SigmaAldrich English
ACROS English
ALFA English
tert-Butylhydroquinone Usage And Synthesis
Chemical PropertiesWhite, crystalline solid having a characteristic odour.
tert-Butylhydroquinone
tert-Butylhydroquinone (TBHQ) is an antioxidant used to preserve oils, fats and food items. It is found in vegetable oils and animal fats, varnishes, lacquers, resins, oils field additives, and perfumes.In low concentrations it shows cytoprotective qualities while at higher concentrations it exhibits cytotoxic behavior.
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.


Usestert-Butylhydroquinone (TBHQ) is an antioxidant that exhibits an excellent stabilizing effect in unsaturated fats and oils. It has good solubility in fats and oils, with a maximum usage level of 0.02% based on the weight of the fat or oil or the fat content of the food product. It shows no discoloration in the presence of iron and produces no discernible flavor or odor. It can be combined with BHA and BHT. It is used in edible fats and vegetable oils to retard rancidity. It is used in potato chips and dry cereal. It is also termed butylhydroquinone and mono-tertiary-butylhydroquinone.
Usesantioxidant in cosmetic products like lipsticks.
UsesTBHQ 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. TBHQ is frequently used as a food preservative. Inhibition of oxidative rancidity in frozen cooked fish flakes by tert-butylhydroquinone. Nuclear factor E2-related factor 2-dependent antioxidant response element activation is by tert-butylhydroquinoneoccurring preferentially in Astrocytes conditions.
DefinitionChEBI: A member of the class of hydroquinones in which one of the ring hydrogens of hydroquinone is replaced by a tert-butyl group.
General DescriptionWhite to light tan crystalline powder or a fine beige powder. Very slight aromatic odor.
Air & Water ReactionsInsoluble in water.
Reactivity ProfilePhenols, such as tert-Butylhydroquinone, do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid. Nitrated phenols often explode when heated. Many of them form metal salts that tend toward detonation by rather mild shock. tert-Butylhydroquinone is incompatible with oxidizers.
Fire Hazardtert-Butylhydroquinone is combustible.
Flammability and ExplosibilityNonflammable
Contact allergensThis antioxidant has seldom been reported as a sensitizer, mainly in cosmetics (lipsticks, lip-gloss, hair dyes) or in cutting oils. Simultaneous/cross-reactions have been described to butylhydroxyanisole (BHA) and less frequently to butylhydroxytoluene (BHT), but not to hydroquinone
Purification MethodsRecrystallise the hydroquinone from H2O or MeOH and dry it in a vacuum at 70o. Store it in a dark container. [Stroh et al. Angew Chem 69 699 1957, Beilstein 6 IV 6013.]
tert-Butylhydroquinone Preparation Products And Raw materials
Raw materialsHydroquinone-->Isobutylene-->tert-Butylbenzene-->2,5-Di-tert-butylhydroquinone
Preparation ProductsButylated hydroxyanisole-->2-tert-butyl-1,4-dimethoxybenzene-->2,6-di-tert-butylhydroquinone
tert-Butyldimethylsilyl chloride tert-Butylhydroquinone 4-tert-Butylcatechol 4-tert-Butylphenol Copper tert-Butyl methyl ether Recombinant Human Telomerase 2-TERT-BUTYL-4-HYDROXYANISOLE tert-Butyl hydroperoxide Hydroquinonesulphonicacidsodiumsalt 2-Methylhydroquinone Methyl 4-tert-butylbenzoate 2-tert-Butylphenol Hydroquinone 2,6-DI-TERT-BUTYL-4-HYDROXYANISOLE 1,4-Dimethoxybenzene DI-TERT-BUTYLHYDROQUINONE,2,5-Di-tert-butylhydroquinone, 98+%,2,5-DI-TERT-BUTYLHYDROQUINONE 2,6-DIMETHYLHYDROQUINONE

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