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CAS Number: 98-29-3
European Community (EC) Number: 202-653-9
Chemical formula: C10H14O2
Molar mass: 166.217 g/mol
IUPAC name: 4-tert-Butylbenzene-1,2-diol
DESCRIPTION:
The tertiary butyl catechol, also known as TBC, has the chemical formula C10H14O2 and its molar mass is 166.217 gr / mol.
TBC is an organic chemical compound of catechol derivatives.
TBC is added to butadiene, styrene, vinyl acetate and other reactive monomer streams to stabilize and inhibit polymerization.
Tertiary butyl tectocell (TBC) is a compound of divalent phenolic derivative.
4-tert-Butylcatechol (TBC) is an organic chemical compound which is a derivative of catechol.
TBC is available in the form of a solid crystal flake and 85% solution in methanol or water.
4-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.
4-tert-Butylcatechol undergoes electrochemical trimerization via anodic oxidation and mechanism of trimerization has been studied using cyclic voltammetry and controlled-potential coulometry.
4-tert-Butylcatechol is added as a stabilizer and an inhibitor of polymerization to butadiene, styrene, vinyl acetate and other reactive monomer streams.
4-tert-Butylcatechol is 25 times better than hydroquinone at 60 °C for polymerization inhibitory effect.
TBC is available in a form of crystalline powder.
Oxidation with laccase provides quinones which on reaction with dienes and oxidation afford naphthoquinones.
Para-tertiary butyl catechol is specially prepared by reacting the impure catechol fraction with tertiary butyl alcohol.
4-tert-Butylcatechol is 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, 4-tert-Butylcatechol may induce vitiligo.
TBC is an amber-colored clear liquid.
TBC stabilizes monomers ; TBC is used as polymerisation inhibitor for monomers such as: styrene, butadiene, vinyl acetate, vinyl chloride, Chloroprene, Isoprene, Norbornene, Unsaturated hydrocarbons.
TBC combines with peroxides to prevent polymerisation in distillation processes, during transport storage.
CAS Number: 98-29-3
European Community (EC) Number: 202-653-9
Chemical formula: C10H14O2
Molar mass: 166.217 g/mol
IUPAC name: 4-tert-Butylbenzene-1,2-diol
Uses of 4-TERT-BUTYLCATECHOL:
4-TERT-BUTYLCATECHOL is added as a stabilizer and polymerisation inhibitor to butadiene, styrene, vinyl acetate, divinylbenzene and other reactive monomer streams.
4-TERT-BUTYLCATECHOL can be used as purification agent for aminoformate catalysts.
4-TERT-BUTYLCATECHOL is 25 times better than hydroquinone at 60 °C for polymerization inhibitory effect.
Uses at industrial sites:
4-TERT-BUTYLCATECHOL is used in the following products: polymers, coating products and fillers, putties, plasters, modelling clay.
4-TERT-BUTYLCATECHOL is used for the manufacture of: chemicals and plastic products.
Release to the environment of this substance can occur from industrial use: for thermoplastic manufacture, as processing aid and as processing aid.
Applications of 4-tert-Butylcatechol:
4-tert-Butylcatechol is widely utilized as an inhibitor in polymerization of butadiene, styrene, vinyl acetate and other reactive monomers.
4-tert-Butylcatechol plays an important role in the synthesis of tungsten oxide nanoparticles by nonaqueous sol-gel process.
4-tert-Butylcatechol acts as a stabilizer in the manufacturing of polyurethane foam.
4-tert-Butylcatechol is employed as an antioxidant for synthetic rubber, polymers and oil derivatives.
4-tert-Butylcatechol is also utilized as a purification agent for aminoformate catalysts.
4-tert-Butylcatechol can be used as an antioxidant for synthetic rubber, polymers and oil derivatives.
4-tert-Butylcatechol can be used as purification agent for aminoformate catalysts.
4-tert-Butylcatechol is used as a polymerization inhibitor in processing Styrene, Butadiene, and Vinyl Acetate monomers, Polyester resins.
Because of the sterically hindered group, tert-butylphenolic compounds have an antioxidizing action and also act as UV stabilisers.
4-tert-Butylcatechol also can be used as antioxidants for synthetic rubber, polymers and oil TBC is available in a form of a solid crystal and 85% solution in methanol or water.
4-tert Butylcatechol inhibits the activity of tyrosinase at concentrations higher than 1×10(−3)M.
TBC is based on the alkylation of catechol with isobutylene gas in the presence of a catalyst of ion exchange resins using the Friedel Craft method. Important factors to control this reaction are:
• Catalyst
• Temperature
• Reaction time
• Inlet gas flow
Uses of 4-tert Butylcatechol:
• Antioxidant
• Artificial limb
• Oil (antioxidant)
• Photocopying paper
• Polyester resins
• Polymerization inhibitor in polyvinylchloride (PVC)
• Polystyrene
• Prosthetic devices
Cross-Reactions of 4-tert Butylcatechol:
• Catechols in poison ivy/oak
Unusual Reactions of 4-tert Butylcatechol:
• Depigmentation
• Polymerization 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.
• Tertiary Butyl Catechol (TBC) is a highly specialized polymerization inhibitor for products such as butadiene, styrene, and other unsaturated hydrocarbons.
• 4-tert Butylcatechol also functions as an antioxidant and stabilizer for polyethylene, silicone rubber, heptane, vinyl pyridine, and dicyclopentadiene.
• In stannic tin catalysts and urethane foams, TBC is used as a chelating agent.
• TBC is a free radical scavenger, which can extend gelation time.
• 4-tert Butylcatechol will not discolor styrene monomers, nor will 4-tert Butylcatechol crystallize over time as will various hydroquinone type inhibitors.
CAS Number: 98-29-3
European Community (EC) Number: 202-653-9
Chemical formula: C10H14O2
Molar mass: 166.217 g/mol
IUPAC name: 4-tert-Butylbenzene-1,2-diol
Chemical and Physical Properties of 4-tert-Butylcatechol:
Molecular Weight: 166.22
XLogP3: 2.7
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 1
Exact Mass: 166.099379685
Monoisotopic Mass: 166.099379685
Topological Polar Surface Area: 40.5 Ų
Heavy Atom Count: 12
Formal Charge: 0
Complexity: 148
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Boiling Point: 285.0 °C
Melting Point: 54.3 °C
Solubility: 0.01 M
Quality Level: 100
Assay: ≥99.0%
Form: powder
Bp: 285 °C (lit.)
Mp: 52-55 °C (lit.)
56-58 °C
Solubility: methanol: soluble 1 g/10 mL, clear, colorless
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
water, 2000 mg/L @ 25 °C (exp)
Insoluble in:
water
Odor Description: at 10.00 % in dipropylene glycol. phenolic
Water (KF): 14.5 to 15.5%
Coloration (Gardner): Max. 5
Specific gravity (at 25°C): 1.06 ± 0.02
Viscocity (at 25°C): 70 to 80 CPS
CAS Number: 98-29-3
European Community (EC) Number: 202-653-9
Chemical formula: C10H14O2
Molar mass: 166.217 g/mol
IUPAC name: 4-tert-Butylbenzene-1,2-diol
SAFETY INFORMATION ABOUT 4-TERT-BUTYLCATECHOL:
Potential Health Effects:
Eye: Causes eye burns.
Skin: Harmful if absorbed through the skin.
Causes skin burns.
May cause skin sensitization, an allergic reaction, which becomes evident upon re-exposure to this material.
Substance is readily absorbed through the skin.
Ingestion: Causes gastrointestinal tract burns.
May cause nausea and vomiting.
May be harmful if swallowed.
May cause burning sensations, coughing, wheezing, laryngitis, shortness of breath and headache.
Inhalation:
Causes chemical burns to the respiratory tract.
Inhalation may be fatal as a result of spasm, inflammation, edema of the larynx and bronchi, chemical pneumonitis and pulmonary edema.
May cause burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting.
Chronic: Repeated or prolonged exposure may cause allergic reactions in sensitive individuals. Prolonged or repeated contact may cause possible eczema.
Chronic exposure may cause effects similar to those of acute exposure.
First Aid Measures:
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.
Get medical aid immediately.
Skin: Get medical aid immediately.
Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion: Do not induce vomiting.
Get medical aid immediately.
Call a poison control center.
Inhalation:
Get medical aid immediately.
Remove from exposure and move to fresh air immediately.
If breathing is difficult, give oxygen.
Do not use mouth-to-mouth resuscitation if victim ingested or inhaled the substance; induce artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device.
Fire Fighting Measures:
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray to cool fire-exposed containers.
Use water spray, dry chemical, carbon dioxide, or chemical foam.
Accidental Release Measures:
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.
Wear a self contained breathing apparatus and appropriate personal protection.
Avoid generating dusty conditions.
Provide ventilation.
Do not let this chemical enter the environment.
Handling and Storage:
Handling: Minimize dust generation and accumulation.
Do not get in eyes, on skin, or on clothing.
Do not ingest or inhale.
Use only in a chemical fume hood.
Storage: Store in a cool, dry place.
Do not store in direct sunlight.
Store in a tightly closed container.
Corrosives area.
Store protected from light and air.
Chemical Stability:
Air sensitive.
Light sensitive.
Hygroscopic: absorbs moisture or water from the air.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents, iron, caustics (e.g. ammonia, ammonium hydroxide, calcium hydroxide, potassium hydroxide, sodium hydroxide), alkalies, carbon steel.
Hazardous Decomposition:
Products Carbon monoxide, carbon dioxide, phenol.
Hazardous Polymerization Will not occur.
CAS Number: 98-29-3
European Community (EC) Number: 202-653-9
Chemical formula: C10H14O2
Molar mass: 166.217 g/mol
IUPAC name: 4-tert-Butylbenzene-1,2-diol
Synonyms:
MeSH Entry Terms:
4-tert-butyl catechol
4-tert-butylcatechol
4-tertiary butyl catechol
p-tert-butyl catechol
para-tert-butyl catechol
Depositor-Supplied Synonyms:
4-tert-Butylcatechol
98-29-3
p-tert-Butylcatechol
4-tert-Butylpyrocatechol
4-(tert-butyl)benzene-1,2-diol
4-tert-butylbenzene-1,2-diol
p-tert-Butyl catechol
1,2-Benzenediol, 4-(1,1-dimethylethyl)-
4-t-Butylpyrocatechol
p-tert-Butylpyrocatechol
4-T-BUTYLCATECHOL
4-tert-Butylcatechin
p-t-Butylpyrocatechol
Pyrocatechol, 4-tert-butyl-
Synox TBC
4-tert-Butyl-1,2-benzenediol
4-TBC
1,2-Dihydroxy-4-tert-butylbenzene
4-tert-Butyl-1,2-dihydroxybenzene
4-tert-Butylpyrokatechin
NSC 5310
UNII-9A069144KR
9A069144KR
NCGC00091483-03
DSSTox_CID_4687
DSSTox_RID_77499
DSSTox_GSID_24687
4-tert-butyl catechol
4-tert-Butyl-pyrocatechol
CAS-98-29-3
CCRIS 3332
4-tert-Butylpyrokatechin [Czech]
EINECS 202-653-9
BRN 2043335
AI3-24363
p-tertbutylcatechol
4-tertbutylcatechol
diallyl butanedioate
p-t-butyl catechol
4- t-Butylcatechol
MFCD00002201
4-tert-butylcathechol
p-tert.-butylcatechol
4-(1,1-Dimethylethyl)-1,2-benzenediol
4k7o
4-tert.-butyl-catechol
4-tertiarybutyl catechol
4-(tert-butyl)pyrocatechol
4-(tertbutyl)-pyrocatechol
4-tert.-butyl pyrocatechol
EC 202-653-9
4-(tert-butyl)-pyrocatechol
SCHEMBL50705
4-t-Butyl-1,2-benzenediol
4-06-00-06014 (Beilstein Handbook Reference)
4-tert-Butylcatechol solution
MLS001065578
BIDD:ER0238
CHEMBL220845
4-(1,1-Dimethylethyl)catechol
DTXSID5024687
1, 4-(1,1-dimethylethyl)-
NSC5310
ZINC388150
4-tert-Butylcatechol, >=99.0%
ACT03279
NSC-5310
Tox21_202989
Tox21_400003
BBL011511
STL146627
AKOS000119685
CS-W017861
MCULE-6988116335
NCGC00091483-01
NCGC00091483-02
NCGC00091483-04
NCGC00091483-05
NCGC00260534-01
WLN: QR BQ DX1 & 1 & 1
4-tert-Butylcatechol (CAS 98-29-3)
AC-10567
BP-30171
K765
SMR000568493
VS-02966
4-tert-Butylcatechol, >=98.0% (HPLC)
DB-057718
B0739
FT-0619505
FT-0703873
D77815
Q840843
4-tert-Butylcatechol, SAJ first grade, >=98.0%
Q-200510
Q-200511
4-tert-Butylcatechol, technical, flakes, >=98% (HPLC)
F1995-0233
Z1262246171
UNII-06J124VX0O component XESZUVZBAMCAEJ-UHFFFAOYSA-N
4-tert-Butylcatechol solution, >=98% (calc. to the dried substance, GC), liquid
