tert-BUTYLHYDROQUINONE

PRODUCT IDENTIFICATION
CAS NO.

1948-33-0

tert-BUTYLHYDROQUINONE

EINECS NO. 217-752-2
FORMULA (CH3)3CC6H3(OH)2
MOL WT.

166.22

H.S. CODE

2907.29.0090

TOXICITY Oral, rat: LD50: 700 mg/kg
SYNONYMS tert-Butyl-1,4-benzenediol; 2-tert-Butylhydroquinone;
TBHQ; 2-(1,1-Dimethylethyl)-1,4-benzenediol; Mono-tert-butylhydroquinone; Mono-tert-butylhydroquinone; MTBHQ; Mono-tertiarybutylhydroquinone; 2-tert-Butyl-1,4-benzenediol; 2-tert-Butylhydroquinone; 2-tert-Butylhydrochinon (German); 2-terc-butilhidroquinona (Spanish); 2-tert-butylhydroquinone (French);

SMILES

 C(c1c(ccc(c1)O)O)(C)(C)C

CLASSIFICATION

Antioxidant, Hydroquinone

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE white to light tan crystalline powder
MELTING POINT 126.5 - 128.5 C
BOILING POINT 273 C
SPECIFIC GRAVITY

 

SOLUBILITY IN WATER  
AUTOIGNITION

 

pH  
VAPOR DENSITY  
NFPA RATINGS Health: 2; Flammability: 1; Reactivity: 0
FLASH POINT

43 C

STABILITY Stable under ordinary conditions

GENERAL DESCRIPTION & EXTERNAL LINKS
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-butylhydroquinone (TBHQ) is a white, crystalline solid having a characteristic odor. It is practically insoluble in water but soluble in alcohol and in ether. TBHQ is a general purpose antioxidant used to preserve various oils, fats and food items by retarding their oxidative deterioration. It is used in formulating varnish, lacquer, resins and oil field additives. It is used a fixative in perfumery to reduce the evaporation rate and improve stability. It is used as a stabilizer to inhibit the auto-polymerization of organic peroxides.

Wikipedia Linking:http://en.wikipedia.org/wiki/Tert-butylhydroquinone

http://mirror.switch.ch/
...2-tert-butylhydroquinone (TBHQ) is an antioxidant widely used in foods, cosmetics and rubbers, especially in oils and fats.[1,2]It can be made from hydroquinone by alkylation with tert-butanol. The by-product 2,5-di-tert-butylhydroquinone (DTBHQ) is also produced in the preparation of TBHQ. So the yield of TBHQ is low to about 30%. The DTBHQ is also an antioxidant. We developed a simple purification method for it.[3]But it has not been used widely, and can not be sold very well. If TBHQ can be synthesized from it, the more economy benefits can be reached. It was reported that derivatives of tert-butylphenol could be catalyzed dealkylation by HPA.[4]In another paper, TBHQ could be produced with 60% yield from DTBHQ catalyzed by p-toluenesulfonic acid (PTSA).[5]We tried to prepare TBHQ by the same method. Unfortunately, the result was found not good after the effects of p-toluenesulfonic acid amount and reaction time were discussed....

http://www.adeka.co.jp/
Additives are selected depending on the type of polymers to which they will be added or the application for which they will be used. Appropriate selection of additives helps develop value-added plastics with improved durability as well as other advantages. Built around products we have developed ourselves, we offer a range of additives that can be used for a wide variety of applications
SALES SPECIFICATION

APPEARANCE

 white to light tan crystalline powder
ASSAY (G.C) 99.0%  min

IMPURITY

0.1% max (Hydroquinone)
0.2% max ( t-Butyl-p-benzoquinone)
0.2% max (2,5-Di-t-butylhydroquinone)

MELTING POINT 126.5 - 128.5 C
TOLUENE 0.0025%
XYLENE 0.0025%
UV ABSORBANCE 280-289nm    0.15abs/cm
290-299nm    0.12abs/cm
300-359nm    0.08abs/cm
360-400nm    0.02abs/cm
TRANSPORTATION
PACKING 25kgs in fiber drum
HAZARD CLASS Not regulated
UN NO.  
OTHER INFORMATION
Hazard Symbols: XN, Risk Phrases: 22, Safety Phrases: 26-28A
DESCRIPTION OF QUINONE

Quinone is a group of aromatic compounds containing two opposite carbonyl groups (C=O) and the other two pairs of carbon atoms linked by vinylene group(-CH=CH) in a six-membered unsaturated ring. The carbonyl groups are located in different rings and form various chemical structures which offer important roles to colours. Quinones are used in photography and dye manufacture. Quinones occur benzoquinones, naphthoquinones, anthraquinones, and polycyclic quinones. Though quinones are found in plants and in a few animals, they usually are prepared by oxidation of aromatic amines, polyhydric phenols, and polynuclear hydrocarbons.The reduction of quinone to the corresponding dihydroxy form is an important characteristic reaction. In acidic solution, p-benzoquinone is reduced reversibly to hydroquinone. The so-called quinhydrone electrode, containing equimolar solution of quinone and hydroquinone, is used to determine hydrogen ion concentrations depends on the oxidation-reduction reactions. Hydroquinone and its derivatives used principally in photographic dye chemicals, in medicine, as an antioxidant, and in paints, varnishes, and motor fuels and oils. Hydroquinone and certain derivatives are also used as polymerization inhibitors by direct reacting with peroxy-free radical to tie up free radicals.