4-tert-butyl catechol

4-(2-methyl-2-propanyl)-1,2-benzenediol

CAS: 98-29-3 C10 H14 O2 MW: 166.21998000

Identification

Name4-tert-butyl catechol
IUPAC4-tert-butylbenzene-1,2-diol
CAS Number98-29-3
EINECS202-653-9
FDA UNII9A069144KR
Molecular FormulaC10 H14 O2
Molecular Weight166.21998000
MDL NumberMFCD00002201
Nikkaji NumberJ21.591K
Beilstein2043335
XlogP32.70 (est)

Regulatory

FDA Mainterm (IAUFC)98-29-3 ; 4-TERT-BUTYLCATECHOL
FDA RegulationFDA PART 175 -- INDIRECT FOOD ADDITIVES: ADHESIVES AND COMPONENTS OF COATINGS

Physical Properties

Appearance white to pale yellow solid (est)
Food Chemicals Codex Listed No
Melting Point 54.30 °C. @ 760.00 mm Hg
Boiling Point 285.00 to 286.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.002000 mmHg @ 25.00 °C. (est)
Flash Point > 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w) 2.606 (est)
Soluble in alcohol
Insoluble in water

Organoleptic Properties

Odor Description at 10.00 % in dipropylene glycol.

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral Toxicityoral-rat LD50 2820 mg/kg
Dermal Toxicityskin-rabbit LD50 630 ul/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#07874']

Safety in Use

Categoryindirect food additives: adhesives and components of coatings
Recommendation for 4-tert-butyl catechol usage levels up tonot for fragrance use.
Recommendation for 4-tert-butyl catechol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

benzene-1,2-diol, 4-t-butyl- 1,2- benzenediol, 4-(1,1-dimethylethyl)- p-tert- butyl catechol 4-tert- butyl pyrocatechol 4-tert- butyl-1,2-benzenediol 4-tert- butyl-1,2-dihydroxybenzene 4-tert- butyl-benzene-1,2-diol 4-tert- butyl-pyrocatechol 4-(tert- butyl)benzene-1,2-diol 4-tert- butylbenzene-1,2-diol 4-tert- butylcatechin 4-t- butylcatechol 4-tert- butylcatechol p-tert- butylcatechol 4-t- butylpyrocatechol 4-tert- butylpyrocatechol p-t- butylpyrocatechol p-tert- butylpyrocatechol catechol, 4-tert-butyl- 1,2- dihydroxy-4-tert-butylbenzene 4-(1,1- dimethylethyl)-1,2-benzenediol 4-(2- methyl-2-propanyl)-1,2-benzenediol 4-(2- methyl-2-propanyl)-1,2-benzoldiol pyrocatechol, 4-tert-butyl- 4- TBC PubMed: Synthesis of hydroxyphthioceranic acid using a traceless lithiation-borylation-protodeboronation strategy. PubMed: Deuterium isotope effect on the suicide inactivation of tyrosinase in its action on o-diphenols. PubMed: Indirect inactivation of tyrosinase in its action on 4-tert-butylphenol. PubMed: Air oxygenation chemistry of 4-TBC catalyzed by chloro bridged dinuclear copper(II) complexes of pyrazole based tridentate ligands: synthesis, structure, magnetic and computational studies. PubMed: Discovery of a metalloenzyme-like cooperative catalytic system of metal nanoclusters and catechol derivatives for the aerobic oxidation of amines. PubMed: Partial purification and characterization of polyphenoloxidase from culinary-medicinal Royal Sun mushroom (the Himematsutake), Agaricus brasiliensis S. Wasser et al. (Agaricomycetideae). PubMed: A microfluidic device based on a screen-printed carbon electrode with electrodeposited gold nanoparticles for the detection of IgG anti-Trypanosoma cruzi antibodies. PubMed: Kinetic cooperativity of tyrosinase. A general mechanism. PubMed: Radical chain reduction of alkylboron compounds with catechols. PubMed: Isolation and characterization of 4-tert-butylphenol-utilizing Sphingobium fuliginis strains from Phragmites australis rhizosphere sediment. PubMed: Discovery of a new tyrosinase-like enzyme family lacking a C-terminally processed domain: production and characterization of an Aspergillus oryzae catechol oxidase. PubMed: Fine-tuning of catalytic properties of catechol 1,2-dioxygenase by active site tailoring. PubMed: Multienzymatic-rotating biosensor for total cholesterol determination in a FIA system. PubMed: Anti-inflammatory effects of catechols in lipopolysaccharide-stimulated microglia cells: inhibition of microglial neurotoxicity. PubMed: Indirect oxidation of the antitumor agent procarbazine by tyrosinase--possible application in designing anti-melanoma prodrugs. PubMed: Integrated microfluidic systems with an immunosensor modified with carbon nanotubes for detection of prostate specific antigen (PSA) in human serum samples. PubMed: Purification and characterization of alkylcatechol 2,3-dioxygenase from butylphenol degradation pathway of Pseudomonas putida MT4. PubMed: Effects of the immobilization supports on the catalytic properties of immobilized mushroom tyrosinase: a comparative study using several substrates. PubMed: Enzymatic oxidation of tert-butylcatechol in the presence of sulfhydryl compounds: Application to the amperometric detection of penicillamine. PubMed: A green method for the electroorganic synthesis of new 1,3-Indandione derivatives. PubMed: Indirect oxidation of amino acid phenylhydrazides by mushroom tyrosinase. PubMed: Direct immobilization of tyrosinase enzyme from natural mushrooms (Agaricus bisporus) on D-sorbitol cinnamic ester. PubMed: Calculating molar absorptivities for quinones: application to the measurement of tyrosinase activity. PubMed: Isolation of a latent polyphenol oxidase from loquat fruit (Eriobotrya japonica Lindl.): kinetic characterization and comparison with the active form. PubMed: Polyphenol oxidase from Dominga table grape. PubMed: Inhibition of peroxidase-catalyzed oxidation of 3,3 ,5,5 -tetramethylbenzidine by aminophenols. PubMed: A dopaquinone model that mimics the water addition step of cofactor biogenesis in copper amine oxidases. PubMed: Quantitative structure-activity relationship for the cleavage of C3/C4-substituted catechols by a prototypal extradiol catechol dioxygenase with broad substrate specificity. PubMed: Tyrosinase inhibitory activity of cucumber compounds: enzymes responsible for browning in cucumber. PubMed: [Inhibition of peroxidase oxidation of aromatic amines by substituted phenols]. PubMed: Polymeric enzyme mimics: catalytic activity of ribose-containing polymers for a phosphate substrate. PubMed: Solvent deuterium isotope effect on the oxidation of o-diphenols by tyrosinase. PubMed: Partial purification of latent persimmon fruit polyphenol oxidase. PubMed: Low-molecular-weight contact allergens in p-tert-butylphenol-formaldehyde resin. PubMed: Sensitizing capacity of some trimers in p-tert-butylphenol-formaldehyde resin. PubMed: Mechanistic implications of variable stoichiometries of oxygen consumption during tyrosinase catalyzed oxidation of monophenols and o-diphenols. PubMed: Heterotrinuclear Oxo-Bridged Fe(III)ORu(IV)OFe(III) Complexes of Ruthenium Porphyrin and Borylated Low-Spin Iron Dioximes(1). PubMed: Biological production of optically active muconolactones by Rhodococcus rhodochrous. PubMed: Tyrosinase action on monophenols: evidence for direct enzymatic release of o-diphenol. PubMed: Chromium(VI) reduction by catechol(amine)s results in DNA cleavage in vitro: relevance to chromium genotoxicity. PubMed: Proteolytic activation of latent Paraguaya peach PPO. Characterization of monophenolase activity. PubMed: EPR studies of chromium(V) intermediates generated via reduction of chromium(VI) by DOPA and related catecholamines: potential role for oxidized amino acids in chromium-induced cancers. PubMed: Stopped-flow and steady-state study of the diphenolase activity of mushroom tyrosinase. PubMed: Reversible sodium dodecyl sulfate activation of latent peach polyphenol oxidase by cyclodextrins. PubMed: Tyrosinase-mediated formation of a reactive quinone from the depigmenting agents, 4-tert-butylphenol and 4-tert-butylcatechol. PubMed: Kinetics of activation of latent mushroom (Agaricus bisporus) tyrosinase by benzyl alcohol. PubMed: Oxidation of 4-tert-butylcatechol and dopamine by hydrogen peroxide catalysed by horseradish peroxidase. PubMed: Patch-test reactions to plastic and glue allergens. PubMed: Hydroperoxidase activity of lipoxygenase in the presence of cyclodextrins. PubMed: Effect of 3-hydroxyanthranilic acid on mushroom tyrosinase activity. PubMed: Kinetic study of the suicide inactivation of latent polyphenoloxidase from iceberg lettuce (Lactuca sativa) induced by 4-tert-butylcatechol in the presence of SDS. PubMed: Screening of depigmenting compounds for the development of an alternate method of branding beef cattle. PubMed: Kinetics study of the oxidation of 4-tert-butylphenol by tyrosinase. PubMed: Calibration of a Clark-Type oxygen electrode by tyrosinase-catalyzed oxidation of 4-tert-butylcatechol. PubMed: Determination of 4-tert.-butylphenol and 4-tert.-butylcatechol in cosmetic products by reversed-phase high-performance liquid chromatography. PubMed: The interaction of L-DOPA melanin with p-tert-butylcatechol. PubMed: Inhibition of tyrosinase activity by 4-tert-butylcatechol and other depigmenting agents.