2-tert-BUTYLPHENOL

PRODUCT IDENTIFICATION

CAS NO. 88-18-6

2-tert-BUTYLPHENOL

EINECS NO. 201-807-2
FORMULA (CH3)3CC6H4OH
MOL WT. 150.22

H.S. CODE

2907.19.2000

UN NO.

2922

TOXICITY

Oral Rat LD50: 440mg/kg
SYNONYMS 2-tert-Butylphenol; 1-tert-Butyl-2-hydroxybenzene
2-(1,1-Dimethylethyl)phenol; 2-t-Butylphenol; 2-tert-Butyl-1-hydroxybenzene; o-tert-Butyphenol; o-t-Butylphenol; o-tert-Butylphenol;
SMILES c1(c(cccc1)O)C(C)(C)C

CLASSIFICATION

Antioxidant

EXTRA NOTES

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE clear liquid

MELTING POINT

-7 C
BOILING POINT 221 - 224 C
SPECIFIC GRAVITY 0.978

SOLUBILITY IN WATER

0.23 wt% at 20 C
SOLVENT SOLUBILITY Soluble in isopentane, toluene, ethanol
pKa 10.28 (Dissociation Constant at 20 C)
log Pow 3.31 (Octanol-water)
HENRY LAW CONSTANT 2.54E-05 (atm-m3/mole at 25 C)
OH RATE CONSTANT 4.06E-11(cm3/molecule-sec at 25 C Atmospheric )
VAPOR DENSITY 5.18
AUTOIGNITION

 

REFRACTIVE INDEX

1.522 - 1.524
NFPA RATINGS Health: 3; Flammability: 1; Reactivity: 0
FLASH POINT

110 C

STABILITY Stable under ordinary conditions

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking
Industrial uses: Antioxidants are frequently added to industrial products. A common use is as stabilizers in fuels and lubricants to prevent oxidation, and in gasolines to prevent the polymerization that leads to the formation of engine-fouling residues. In 2007, the worldwide market for industrial antioxidants had a total volume of around 0.88 million tons. This created a revenue of circa 3.7 billion US-dollars (2.4 billion Euros). They are widely used to prevent the oxidative degradation of polymers such as rubbers, plastics and adhesives that causes a loss of strength and flexibility in these materials. Polymers containing double bonds in their main chains, such as such as natural rubber and polybutadiene, are especially susceptible to oxidation and ozonolysis. They can be protected by antiozonants. Solid polymer products start to crack on exposed surfaces as the material degrades and the chains break. The mode of cracking varies between oxygen and ozone attack, the former causing a "crazy paving" effect, while ozone attack produces deeper cracks aligned at right angles to the tensile strain in the product. Oxidation and UV degradation are also frequently linked, mainly because UV radiation creates free radicals by bond breakage. The free radicals then react with oxygen to produce peroxy radicals which cause yet further damage, often in a chain reaction. Other polymers susceptible to oxidation include polypropylene and polyethylene. The former is more sensitive owing to the presence of secondary carbon atoms present in every repeat unit. Attack occurs at this point because the free radical formed is more stable than one formed on a primary carbon atom. Oxidation of polyethylene tends to occur at weak links in the chain, such as branch points in low density polyethylene

Material Safety Data Sheet

Google Scholar Search

Local:
Antioxidant is a substance added in small quantities to hydrocarbons which are susceptible to oxidation, such as rubbers, plastics, foods, and oils to inhibit or slow oxidative processes, while being itself oxidized.  Antioxidants work in two different ways. In primary antioxidants (also called free-radical scavengers), antioxidative activity is implemented by the donation of an electron or hydrogen atom to a radical derivative. These antioxidants are usually hindered amines (p-Phenylene diamine, trimethyl dihydroquinolines, alkylated diphenyl amines) or substituted phenolic compounds with one or more bulky functional groups such as a tertiary butyl at 2,6 position commonly. Butylated hydroxytoluene (BHT) is a common example of hindered phenolic antioxidant. The reaction rate, or carbocation stability, in SN1 mechanism is 3° > 2° > 1° > CH3 (no SN1) so, tertiary alkyl moiety exists in lots of phenolic antioxidant compounds. Primary antioxidants are free radical scavengers which combine with peroxy radicals and break autocatalytic cycle. In secondary antioxidants ( also called peroxide decomposers), activity is implemented by the removal of an oxidative catalyst and the consequent prevention of the initiation of oxidation. Examples of peroxide decomposer type of antioxidant are trivalent phosphorous and divalent sulfurcontaining compound such as sulfides, thiodipropionates and organophosphites. Synergistic effect is expected when primary antioxidants are used together with secondary antioxidants as primary antioxidants are not very effective against the degradation by UV oxidation. Sometimes, chelating agents are added to scavenge metal impurities which can initiate decomposition.

Tert-butyl-Phenol is an intermediate for varnish and lacquer resins, antioxidants, oil field additives, fragrances and stabilizers.

SALES SPECIFICATION

APPEARANCE

clear to yellow or liquid
PURITY

99.0% min

REFRACTIVE INDEX

1.5215 - 1.5245
TRANSPORTATION
PACKING  
HAZARD CLASS 8 (Packing Group: III)
UN NO. 2922
SAFETY INFORMATION
Hazard Symbols: T N, Risk Phrases: 22-23-34-51/53, Safety Phrases: 26-36/37/39-45-61
PRICE INFORMATION