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tert-Butylhydroquinone

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tert-Butylhydroquinone Basic information
tert-Butylhydroquinone Chemical Properties
  • Melting point:127-129 °C(lit.)
  • Boiling point:295 °C
  • Density 295
  • refractive index 1.4859 (estimate)
  • Flash point:171 °C
  • storage temp. Store below +30°C.
  • 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
  • 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
MSDS
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.
  • 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.
  • 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
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