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4-tert-Butylcatechol

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CAS:98-29-3
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  • CAS:98-29-3
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  • CAS:98-29-3
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4-tert-Butylcatechol Basic information
Product Name:4-tert-Butylcatechol
Synonyms:4-TERT-BUTYLCATECHOL;4-TERT-BUTYL-1,2-BENZENEDIOL;4-TERT-BUTYL-1,2-DIHYDROXYBENZENE;4-T-BUTYLPYROCATECHOL;4-TERT-BUTYLPYROCATECHOL;4-(1,1-DIMETHYLETHYL)-1,2-BENZENEDIOL;T-BUTYL CATECHOL;TBC
CAS:98-29-3
MF:C10H14O2
MW:166.22
EINECS:202-653-9
Product Categories:Building Blocks;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;Organic Building Blocks;Oxygen Compounds;Polyols;Industrial/Fine Chemicals;98-29-3;A
Mol File:98-29-3.mol
4-tert-Butylcatechol Structure
4-tert-Butylcatechol Chemical Properties
Melting point 52-55 °C(lit.)
Boiling point 285 °C(lit.)
bulk density650-700kg/m3
density 1.049
vapor pressure <1 hPa (25 °C)
refractive index n20/D 1.508
Fp >230 °F
storage temp. Store below +30°C.
solubility methanol: soluble1g/10 mL, clear, colorless to slightly yellow
pka9.92±0.10(Predicted)
form powder to lump
color White to Light yellow to Light red
Odorat 10.00?%?in?dipropylene glycol. phenolic
Water Solubility 0.2 g/100 mL (25 ºC)
Sensitive Hygroscopic
BRN 2043335
Exposure limitsACGIH: TWA 5 ppm (Skin)
NIOSH: TWA 5 ppm(20 mg/m3)
InChI1S/C10H14O2/c1-10(2,3)7-4-5-8(11)9(12)6-7/h4-6,11-12H,1-3H3
InChIKeyXESZUVZBAMCAEJ-UHFFFAOYSA-N
SMILESCC(C)(C)c1ccc(O)c(O)c1
LogP1.98 at 25℃
CAS DataBase Reference98-29-3(CAS DataBase Reference)
NIST Chemistry Reference1,2-Benzenediol, 4-(1,1-dimethylethyl)-(98-29-3)
EPA Substance Registry Systemp-tert-Butylcatechol (98-29-3)
Safety Information
Hazard Codes C,N,T
Risk Statements 22-34-43-21-51/53-21/22-39/23/24/25-20/21/22-10-50/53
Safety Statements 26-36/37/39-45-61-24-60
RIDADR UN 2923 8/PG 3
WGK Germany 2
RTECS UX1400000
Autoignition Temperature160 °C
TSCA TSCA listed
HazardClass 8
PackingGroup III
HS Code 29072900
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsAcute Tox. 4 Dermal
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Dam. 1
Skin Corr. 1B
Skin Sens. 1
ToxicityLD50 orally in Rabbit: 815 mg/kg LD50 dermal Rat 1331 mg/kg
MSDS Information
ProviderLanguage
4-(1,1-Dimethylethyl)-1,2-benzenediol English
ACROS English
SigmaAldrich English
ALFA English
4-tert-Butylcatechol Usage And Synthesis
DescriptionPara-tertiary butyl catechol is specially prepared by reacting the impure catechol fraction with tertiary butyl alcohol. Used for its various properties (inhibition of polymerization and as an antioxidizing agent) in the manufacture of rubber, plastics and paints, in the preparation of petrolatum products, and as an antioxidant in oils, it may induce vitiligo.
Chemical PropertiesColorless crystals. Soluble in methanol, carbon tetrachloride, benzene, ether, ethanol and acetone, slightly soluble in water at 80℃.
Uses4-tert-butylcatechol (PTBC) is used as an antioxidant in fats, oils, and mineral oils, and as a stabilizer in polyester resins and polystyrene resins. A concentration of PTBC (up to 0.005%) can be found in paints, glues, thermal paper, lubricating oil, and mineral oil products.
4-tert-Butylcatechol is widely utilized as an inhibitor in polymerization of butadiene, styrene, vinyl acetate and other reactive monomers. It plays an important role in the synthesis of tungsten oxide nanoparticles by nonaqueous sol-gel process. It acts as a stabilizer in the manufacturing of polyurethane foam. It is employed as an antioxidant for synthetic rubber, polymers and oil derivatives. It is also utilized as a purification agent for aminoformate catalysts.
ApplicationPolymerization inhibitor for styrene-butadiene and other olefins.
Inhibitor-remover packings and ready-to-use, disposable prepacked columns offer a quick and convenient means of removing small amounts of inhibitors which are added to reagents or solvents that would otherwise be unstable (e.g., they may polymerize, oxidize or darken) on storage.
The inhibitor removers are useful in applications which require that the stabilizer or inhibitor [i.e., hydroquinone (HQ), hydroquinone monomethyl ether (MEHQ, 4-methoxyphenol) or 4-tert-butylcatechol (TBC)] be removed prior to use.
General Description4-tert-Butylcatechol,in the presence of O2 catalyzed by tyrosinase, yields 4-tert-butyl-o-benzoquinone. Electrochemical oxidation of 4-tert-Butylcatechol in the presence of 4-hydroxycoumarin as nucleophile has been studied using cyclic voltammetry and controlled-potential coulometry. It undergoes electrochemical trimerization via anodic oxidation and mechanism of trimerization has been studied using cyclic voltammetry and controlled-potential coulometry.
Contact allergensp-tert-Butyl catechol is specially prepared by reacting the impure catechol fraction with tertiary butyl alcohol. It is used for its various properties (inhibitor of polymerization and antioxidizing agent) in the manufacture of rubber, plastics, and paints, in the preparation of petrolatum products, and as an antioxidant in oils. It may induce vitiligo.
Safety ProfileA poison by intravenous route. Moderately toxic by ingestion and skin absorption. A severe skin and eye irritant. Mutation data reported. Combustible when exposed to heat or flame. To fight fire, use Con, dry chemical, fog, mist. When heated to decomposition it emits acrid and irritating fumes
Purification MethodsDistil 4-tert-Butylcatechol in a vacuum, then recrystallise it from pentane or pet ether (or *C6H6).
Toxics Screening LevelThe ITSL for t-butylcatechol has been set at 9 μg/m3 based on annual average time.
Tag:4-tert-Butylcatechol(98-29-3) Related Product Information
4-tert-Butylphenol Catechol Methyl 4-tert-butylbenzoate tert-Butylhydroquinone DI-TERT-BUTYL ETHER tert-Butylcatechol 3-Nitrostyrene, 96%, stab. with 3,5-di-tert-butylcatechol,3-NITROSTYRENE , STABILIZED WITH 3,5-DI-TERT-BUTYLCATECHOL 2,6-Dichlorostyrene, 96%, stab. with 0.1% 4-tert-butylcatechol Styrene, 99%, stab. with 10-15ppm 4-tert-butylcatechol Dicyclopentadiene,typically95%,stab.with150-250ppmp-tert-Butylcatechol,Dicyclopentadiene, 90+%, stab. with 4-tert-butylcatechol 2-Bromostyrene, 97%, stab. with tert-butylcatechol,2-Bromostyrene, stabilised with tert-butylcatechol, 98%,2-BROMOSTYRENE , STABILIZED WITH TERT-BUTYLCATECHOL 4-Methoxystyrene, 98%, stab. with 0.1% 4-tert-butylcatechol Isoprene,inhibitedwith100ppmp-tert-butylcatechol,99% 4-Cyanostyrene,99%,stab.with0.05%4-tert-butylcatechol 3-FLUOROSTYRENE , STABILIZED WITH 0.1% 4-TERT-BUTYLCATECHOL 2,5-DIMETHYLSTYRENE , STABILIZED WITH 4-TERT-BUTYLCATECHOL 2,4-Dimethylstyrene, 97%, stab. with 4-tert-butylcatechol Aluminum oxide

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