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4-tert-Butylcatechol

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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
  • Industrial/Fine Chemicals
  • Polyols
  • 98-29-3
Mol File:
98-29-3.mol
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4-tert-Butylcatechol Chemical Properties

Melting point:
52-55 °C(lit.)
Boiling point:
285 °C(lit.)
Density 
1.049
vapor pressure 
<1 hPa (25 °C)
refractive index 
n20/D 1.508
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
methanol: soluble1g/10 mL, clear, colorless to slightly yellow
form 
powder to lump
pka
9.92±0.10(Predicted)
color 
White to Light yellow to Light red
Water Solubility 
0.2 g/100 mL (25 ºC)
Sensitive 
Hygroscopic
BRN 
2043335
Exposure limits
ACGIH: TWA 5 ppm (Skin)
NIOSH: TWA 5 ppm(20 mg/m3)
InChIKey
XESZUVZBAMCAEJ-UHFFFAOYSA-N
LogP
1.98 at 25℃
CAS DataBase Reference
98-29-3(CAS DataBase Reference)
NIST Chemistry Reference
1,2-Benzenediol, 4-(1,1-dimethylethyl)-(98-29-3)
EPA Substance Registry System
p-tert-Butylcatechol (98-29-3)
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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 Temperature
160 °C
TSCA 
Yes
HazardClass 
8
PackingGroup 
III
HS Code 
29072900
Toxicity
LD50 orally in Rabbit: 815 mg/kg LD50 dermal Rat 1331 mg/kg

MSDS

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4-tert-Butylcatechol Usage And Synthesis

Description

Para-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 Properties

white to cream flakes

Uses

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.

Uses

4-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.

General Description

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. It undergoes electrochemical trimerization via anodic oxidation and mechanism of trimerization has been studied using cyclic voltammetry and controlled-potential coulometry.

Hazard

Toxic by ingestion and skin absorption.

Flammability and Explosibility

Notclassified

Contact allergens

p-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 Profile

A 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 Methods

Distil it in a vacuum, then recrystallise it from pentane or pet ether (or *C6H6). [Beilstein

4-tert-Butylcatechol Preparation Products And Raw materials

Raw materials

Preparation Products

4-tert-ButylcatecholSupplier

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