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2,6-DI-TERT-BUTYL-4-METHYLPHENOL

2,6-DI-TERT-BUTYL-4-METHYLPHENOL = BHT = BUTYLATED HYDROXYTOLUENE

CAS Number: 128-37-0
EC Number: 204-881-4
MDL number: MFCD00011644
Linear Formula: [(CH3)3C]2C6H2(CH3)OH


2,6-Di-tert-butyl-4-methylphenol is a phenolic antioxidant. 
A member of the class of phenols that is 4-methylphenol substituted by tert-butyl groups at positions 2 and 6.
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
2,6-di-tert-butyl-4-methylphenol has functional parent phenol.


2,6-di-tert-butyl-4-methylphenol has role antioxidant.
2,6-di-tert-butyl-4-methylphenol has role ferroptosis inhibitor.
2,6-di-tert-butyl-4-methylphenol has role food additive.


2,6-di-tert-butyl-4-methylphenol has role geroprotector.
2,6-di-tert-butyl-4-methylphenol is a phenols.
Soluble in methanol, toluene, isopropanol, methyl ethyl ketone, acetone, benzene, petroleum ether and ethanol. 


2,6-Di-tert-butyl-4-methylphenol, also known as dibutylhydroxytoluene, is a lipophilic organic compound, chemically a derivative of phenol, that is useful for 2,6-Di-tert-butyl-4-methylphenol's antioxidant properties.
2,6-Di-tert-butyl-4-methylphenol has also been postulated as an antiviral drug.


2,6-Di-tert-butyl-4-methylphenol is found in soft-necked garlic.
2,6-Di-tert-butyl-4-methylphenol is an organic chemical composed of 4-methylphenol modified with tert-butyl groups at positions 2 and 6. 
Insoluble in water.


2,6-Di-tert-butyl-4-methylphenol (BHT) inhibits autoxidation of unsaturated organic compounds. 
2,6-Di-tert-butyl-4-methylphenol is a white crystalline solid. 
2,6-Di-tert-butyl-4-methylphenol is a natural product found in Thymus longicaulis, Teucrium leucocladum.


2,6-Di-tert-butyl-4-methylphenol is also known as butylated hydroxytoluene (BHT) or butylhydroxytoluene, is a lipophilic (fat-soluble) organic compound.
2,6-Di-tert-butyl-4-methylphenol is also found in certain plants, including soft-necked garlic. 
Phytoplankton, including the green algae, Botryococcus braunii, as well as three different cyanobacteria (Cylindrospermopsis raciborskii, Microcystis aeruginosa and Oscillatoria sp.) are capable of producing 2,6-Di-tert-butyl-4-methylphenol.


The 2,6-Di-tert-butyl-4-methylphenol molecule contains a total of 40 bond(s). 
There are 16 non-H bond(s), 6 multiple bond(s), 2 rotatable bond(s), 6 aromatic bond(s), 1 six-membered ring(s) and 1 aromatic hydroxyl(s).
2,6-Di-tert-butyl-4-methylphenol is a Ferroptosis inhibitor.


2,6-Di-tert-butyl-4-methylphenol does not change color, not pollution. 2,6-Di-tert-butyl-4-methylphenol high solubility in oil, no precipitation, less volatile, non-toxic and non-corrosive.
White to pale-yellow, crystalline solid with a slight, phenolic odor; (food preservative).


USES and APPLICATIONS of 2,6-DI-TERT-BUTYL-4-METHYLPHENOL:
-Antioxidant,2,6-Di-tert-butyl-4-methylphenol is used in cosmetics, foods and pharmaceuticals Butylated hydroxytoluene (BHT), also known as 2,6-Di-tert-butyl-4-methylphenol, is a lipophilic (fat-soluble) organic compound
-2,6-Di-tert-butyl-4-methylphenol is primarily used as an antioxidant food additive as well as an antioxidant additive in cosmetics, pharmaceuticals, jet fuels, rubber, petroleum products, electrical transformer oil, and embalming fluid. 


-2,6-Di-tert-butyl-4-methylphenol is used as an antioxidant for cosmetics, vitamins, pharmaceuticals, rubber, oils and fats. 
-2,6-Di-tert-butyl-4-methylphenol is used as a fuel additive in the petroleum industry and also used in hydraulic fluids, turbine and gear oils and jet fuels. 


-2,6-Di-tert-butyl-4-methylphenol acts as a stabilizer in diethyl ether, tetrahydrofuran and other laboratory chemicals to prevent peroxide formation. 
-2,6-Di-tert-butyl-4-methylphenol is effectively involved as a polymerization inhibitor in the process of oxidation of allyl alcohol to glycerine. 
-2,6-Di-tert-butyl-4-methylphenol is utilized in the synthesis of organoaluminum compound, methylaluminum bis(2,6-di-tert-butyl-4-alkylphenoxide.


-2,6-Di-tert-butyl-4-methylphenol plays a crucial role across different applications such as tire innertubes, curing bladders and envelopes, hoses, adhesives & sealants and many other rubber goods suitable for industrial and consumers applications. 
-2,6-Di-tert-butyl-4-methylphenol is used as food additive, household product ingredient, industrial additive, personal care product/cosmetic ingredient, pesticide ingredient, plastic/rubber ingredient and medical/veterinary/research.


-2,6-Di-tert-butyl-4-methylphenol is primarily used as an antioxidant food additive.
-2,6-Di-tert-butyl-4-methylphenol is used as a preservative ingredient in some foods. 
With this usage 2,6-Di-tert-butyl-4-methylphenol maintains freshness or prevents spoilage.
-2,6-Di-tert-butyl-4-methylphenol may be used to decrease the rate at which the texture, color, or flavor of food changes.


-2,6-Di-tert-butyl-4-methylphenol is also used as an antioxidant in products such as metalworking fluids, cosmetics, pharmaceuticals, rubber, transformer oils, and embalming fluid.
-In the petroleum industry, where 2,6-Di-tert-butyl-4-methylphenol is known as the fuel additive AO-29, 2,6-Di-tert-butyl-4-methylphenol is used in hydraulic fluids, turbine and gear oils, and jet fuels.


-2,6-Di-tert-butyl-4-methylphenol is also used to prevent peroxide formation in organic ethers and other solvents and laboratory chemicals.
2,6-Di-tert-butyl-4-methylphenol is added to certain monomers as a polymerisation inhibitor to facilitate their safe storage.
-2,6-Di-tert-butyl-4-methylphenol is widely used to prevent free radical-mediated oxidation in fluids (e.g. fuels, oils) and other materials.


-Animal feeds
-Cosmetics
-Foods- beverages, gum, ice cream, fruits, cereals, etc.
-Glues
-Jet fuels


-Paints
-Petroleum products
-Plastics
-Rubber
-Shoes (via rubber)
-Topical medications


-2,6-Di-tert-butyl-4-methylphenol is used as an anti-oxidant in gasoline, oils, waxes, rubbers, paints, and plastics; purified forms are used as anti-oxidants in foods.
-2,6-Di-tert-butyl-4-methylphenol is used as an "anti-skinning agent in paints and inks"
-2,6-Di-tert-butyl-4-methylphenol is a preservative and anti-oxidant used in food, cosmetics, and medications. 


-Industrial applications of 2,6-Di-tert-butyl-4-methylphenol include: animal feeds, jet fuels, rubber, plastics, paints, and glues. 
-2,6-Di-tert-butyl-4-methylphenol (cas# 128-37-0) is a compound useful in organic synthesis.
-2,6-Di-tert-butyl-4-methylphenol is used as an antioxidant for cosmetics, vitamins, pharmaceuticals, rubber, oils and fats. 


-2,6-Di-tert-butyl-4-methylphenol is used as a fuel additive in the petroleum industry and also used in hydraulic fluids, turbine and gear oils and jet fuels. 
-2,6-Di-tert-butyl-4-methylphenol acts as a stabilizer in diethyl ether, tetrahydrofuran and other laboratory chemicals to prevent peroxide formation. 


-2,6-Di-tert-butyl-4-methylphenol is effectively involved as a polymerization inhibitor in the process of oxidation of allyl alcohol to glycerine. 
-2,6-Di-tert-butyl-4-methylphenol is utilized in the synthesis of organoaluminum compound, methylaluminum bis(2,6-di-tert-butyl-4-alkylphenoxide.
-2,6-Di-tert-butyl-4-methylphenol as general antioxidants is used widely in polymer materials, petroleum products and food processing industries. 


-2,6-Di-tert-butyl-4-methylphenol is commonly used rubber antioxidant, heat, oxygen aging have some protective effect, but also can inhibit copper harm. 
-2,6-Di-tert-butyl-4-methylphenol is an antioxidant widely used in foods and in food-related products. 


-2,6-Di-tert-butyl-4-methylphenol is primarily used as an antioxidant food additive (E number E321) as well as an antioxidant additive in cosmetics, pharmaceuticals, jet fuels, rubber, petroleum products, electrical transformer oil, and embalming fluid. 
-2,6-Di-tert-butyl-4-methylphenol is used in food, cosmetics and industrial fluids to prevent oxidation and free radical formation.


NATURAL OCCURENCE of 2,6-DI-TERT-BUTYL-4-METHYLPHENOL:
Phytoplankton, including the green algae Botryococcus braunii, as well as three different cyanobacteria (Cylindrospermopsis raciborskii, Microcystis aeruginosa and Oscillatoria sp.) are capable of producing 2,6-Di-tert-butyl-4-methylphenol as a natural product.
The fruit lychee also produces 2,6-Di-tert-butyl-4-methylphenol in its pericarp.
Several fungi (for example Aspergillus conicus) living in olives produce 2,6-Di-tert-butyl-4-methylphenol.


INDUSTRIAL PRODUCTION of 2,6-DI-TERT-BUTYL-4-METHYLPHENOL:
The chemical synthesis of 2,6-Di-tert-butyl-4-methylphenol in industry has involved the reaction of p-cresol (4-methylphenol) with isobutylene (2-methylpropene), catalyzed by sulfuric acid:
CH3(C6H4)OH + 2 CH2=C(CH3)2 → ((CH3)3C)2CH3C6H2OH

Alternatively, 2,6-Di-tert-butyl-4-methylphenol has been prepared by hydroxymethylation or aminomethylation followed by hydrogenolysis.


REACTIONS of 2,6-DI-TERT-BUTYL-4-METHYLPHENOL:
The species behaves as a synthetic analog of vitamin E, primarily acting as a terminating agent that suppresses autoxidation, a process whereby unsaturated (usually) organic compounds are attacked by atmospheric oxygen. 
2,6-Di-tert-butyl-4-methylphenol stops this autocatalytic reaction by converting peroxy radicals to hydroperoxides. 
2,6-Di-tert-butyl-4-methylphenol effects this function by donating a hydrogen atom:

RO2• + ArOH → ROOH + ArO•
RO2• + ArO• → nonradical products
where R is alkyl or aryl, and where ArOH is BHT or related phenolic antioxidants. 
Each 2,6-Di-tert-butyl-4-methylphenol consumes two peroxy radicals.


ALTERNATIVE PARENTS of 2,6-DI-TERT-BUTYL-4-METHYLPHENOL:
*Para cresols 
*Toluenes 
*Organooxygen compounds 
*Hydrocarbon derivatives 

    
SUBSTITUENTS of 2,6-DI-TERT-BUTYL-4-METHYLPHENOL:
*Phenylpropane
*P-cresol
*Toluene
*Phenol
*Organic oxygen compound
*Hydrocarbon derivative
*Organooxygen compound
*Aromatic homomonocyclic compound


PHYSICAL and CHEMICAL PROPERTIES of 2,6-DI-TERT-BUTYL-4-METHYLPHENOL:
Appearance Form: powder, crystalline
Color: colorless
Odor: odorless
Odor Threshold: Not applicable
pH: No data available
Melting point/range: 69 - 73 °C - lit.
Initial boiling point and boiling range: 265 °C - lit.
Flash point: 127 °C 


Evaporation rate: No data available
Flammability (solid, gas): No data available
Upper/lower flammability or explosive limits :No data available
Vapor pressure 0,00 hPa at 25 °C 
Vapor density: No data available
Relative density: No data available
Water solubility 0,76 g/l at 20 °C 
Partition coefficient: n-octanol/water log Pow: 5,1 
Autoignition temperature: > 400 °C
Decomposition temperature: No data available


Viscosity:
*Viscosity, kinematic: No data available
*Viscosity, dynamic: No data available
Boiling point: 265 °C (1013 hPa)
Density:1.03 g/cm3 (20 °C)
Ignition temperature: 345 °C
Vapor pressure:0.39 Pa (298 K)
Bulk density: 450 kg/m3
Solubility: <0.001 g/l


Water Solubility: 0.015 g/L    
logP: 5.25    
logP: 5.27    
logS: -4.2    
pKa (Strongest Acidic): 11.6    
pKa (Strongest Basic): -4.6    
Physiological Charge: 0    
Hydrogen Acceptor Count: 1    
Hydrogen Donor Count: 1    


Polar Surface Area: 20.23 Ų    
Rotatable Bond Count: 2    
Refractivity: 70.41 m³·mol⁻¹    
Polarizability: 27.35 ų    
Number of Rings: 1    
Bioavailability: Yes    
Rule of Five: No    
Ghose Filter: Yes    
Veber's Rule: Yes    
MDDR-like Rule: No


FIRST AID MEASURES of 2,6-DI-TERT-BUTYL-4-METHYLPHENOL:
-If inhaled:
*After inhalation: 
Fresh air.

-In case of skin contact: 
Rinse skin with water/ shower.

-In case of eye contact:
*After eye contact: 
Rinse out with plenty of water. 
Remove contact lenses.

-If swallowed:
*After swallowing: 
Make victim drink water (two glasses at most). 
Consult doctor if feeling unwell.


ACCIDENTAL RELEASE MEASURES of 2,6-DI-TERT-BUTYL-4-METHYLPHENOL:
-Environmental precautions
Do not let product enter drains.

-Methods and materials for containment and cleaning up:
Cover drains. 
Collect, bind, and pump off spills. 
Take up dry. 
Dispose of properly. 


FIRE FIGHTING MEASURES of 2,6-DI-TERT-BUTYL-4-METHYLPHENOL:
-Extinguishing media:
*Suitable extinguishing media:
Water Foam Carbon dioxide (CO2) 
Dry powder

*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.

-Advice for firefighters:
In the event of fire, wear self-contained breathing apparatus.

-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.


EXPOSURE CONTROLS/PERSONAL PROTECTION of 2,6-DI-TERT-BUTYL-4-METHYLPHENOL:
-Control parameters:
*Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:

*Eye/face protection:
Use safety glasses

*Skin protection:
Full contact:
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min

Splash contact:
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min

-Control of environmental exposure:
Do not let product enter drains.


HANDLING and STORAGE of 2,6-DI-TERT-BUTYL-4-METHYLPHENOL:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Dry.
Tightly closed. 

-Specific end use(s):
No other specific uses are stipulated


STABILITY and REACTIVITY of 2,6-DI-TERT-BUTYL-4-METHYLPHENOL:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).

SYNONYMS
Phenol, 2,6-bis(1,1-dimethylethyl)-4-methyl-
p-Cresol, 2,6-di-tert-butyl-
Dalpac
Deenax
Di-tert-butyl-p-cresol
Di-tert-butyl-p-methylphenol
Di-tert-butylcresol
Dibunol
Dibutylated hydroxytoluene
Ionol
Nonox TBC
Parabar 441
Stavox
Sumilizer BHT
Sustane BHT
Tenamene 3
Tenox BHT
Topanol
Vanlube PC
Vanlube PCX
Vianol
2,6-Bis(1,1-dimethylethyl)-4-methylphenol
2,6-Di-tert-butyl-p-cresol
2,6-Di-tert-butyl-p-methylphenol
2,6-Di-tert-butyl-4-methylphenol
3,5-Di-tert-butyl-4-hydroxytoluene
4-Hydroxy-3,5-di-tert-butyltoluene
4-Methyl-2,6-di-tert-butylphenol
2,6-Di-t-butyl-4-methylphenol
2,6-Di-tert-butyl-1-hydroxy-4-methyl benzene
2,6-di-Butyl-para-cresol
2,6-di-tert-Butyl-methylphenol
o-Di-tert-butyl-p-methylphenol
Butylated hydroxytoluol
DBMP
1-Hydroxy-4-methyl-2,6-di-tert-butylbenzene
2,6-Di-terc.butyl-p-kresol
2,6-Di-tert-butyl-4-cresol
4-Methyl-2,6-di-terc. butylfenol
4-Methyl-2,6-tert-butylphenol
Di-tert-Butylparamethylphenol
Di-tert-Butyl-4-methylphenol
2,6-Di-t-butyl-p-cresol
Phenol, 2,6-di-tert-butyl-4-methyl-
4-Methyl-2,6-di-t-butyl-phenol
BHT (butylated hydroxytoluene)
2,6-di-ter-butyl-4-methyl-phenol
2,6-Di-tert-butyl-para-methylphenol
2,6-di-tert-butyl-p-cresol (BHT)
Butylated hydroxyl toluene (BHT)
Dibutylhydroxytoluene
Dibutylcresol
2,6-Bis(tert-butyl)-4-methylphenol
2,6-Di(tert-butyl)hydroxytoluene
2,6-di-ter-butul-4-methyl-phenol
4-Methyl-2,6-di-tert.-butylphenol
Di-ter-butyl p-cresol
butylated OH tolueno
Dibutyl-p-cresol
Ergotamine, dihydro-, monomethanesulfonate (salt)


 

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