tert-Butylhydroquinone
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tert-Butylhydroquinone
structure -
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CAS No:
1948-33-0
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Formula:
C10H14O2
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Chemical Name:
tert-Butylhydroquinone
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Synonyms:
1,4-Benzenediol,2-(1,1-dimethylethyl)-;Hydroquinone,tert-butyl-;2-(1,1-Dimethylethyl)-1,4-benzenediol;tert-Butylhydroquinone;2-tert-Butylhydroquinone;Mono-tert-butylhydroquinone;tert-Butyl-1,4-benzenediol;TBHQ;MTBHQ;Mono-tertiarybutylhydroquinone;t-Butylhydroquinone;2-tert-Butyl-1,4-benzenediol;2-(1,1-Dimethylethyl)hydroquinone;2-(tert-Butyl)-p-hydroquinone;Banox 20BA;Tenox TBHQ;2-tert-Butyl-1,4-hydroquinone;2-tert-Butyl-1,4-dihydroxybenzene;t-Butylhydroquinone;Tenox 20;NSC 4972;Keniox 20;tert-Butyldihydroxybenzene;2-t-Butylhydroquinone;MC-TB 20;Grindox 450;Grindox 204;tert-Butyl-1,4-dihydroxybenzene;2-tert-Butyl-4-hydroxyphenol;Stearer TBH;PI 172;123477-69-0;140627-33-4;29863-17-0;68816-56-8
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CAS No:
Characteristics
40.46000
2.8
tan powder
295
126.5-128.5 °C
273ºC
171ºC
1.559
soluble in acetone, alcohol, ethyl acetate
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
0.001mmHg at 25°C
5.73 (Air = 1)
Safety Information
III
9
UN3077
3
R22
S26-S28
MX4375000
Xn
Stable. Incompatible with strong bases, strong oxidizing agents.
P261-P305 + P351 + P338
H302-H315-H319-H335
tert-Butylhydroquinone Use and Manufacturing
3 parts by weight of phosphoric acid, 0.1 part by weight of water was poured into a stirring cylinder, and 6 parts by weight of hydroquinone was added to the stirring cylinder to carry out stirring;2) After stirring, the mixed solution was placed in a reaction kettle and heated to 59 ° C, and then the reaction vessel was charged with t-butanolCopies;3) heating to 81 ° C, the insulation for 2 hours to react;4) the reaction product by centrifugal separation, washing, dehydration after TBHQ crude;5) 1 part by weight of acid and 95 parts by weight of water were mixed and then heated. After heating to 81 ° C, 6.5 parts by weight of TBHQ was added and heated to 95 ° C with stirring.6) The solution of step 5) was centrifuged for the first time, the DTBHQ insoluble in water in the crude TBHQ was separated, and then the solution was cooled. When the solution was cooled to 45C or lower, the second centrifugation was carried out, and the obtained TBHQ crystal washing, dehydration, drying, that was TBHQ boutique.Wherein the drying in step 6) is carried out by pouring the wet TBHQ boutique into a vibrating screen sieve, laying the sieved TBHQ boutique on a drying tray, having a thickness of 5 cm and drying for 8 hours.The TBHQ was obtained, where the weight percentage of TBHQ was 99.9percent and the weight percentage of DTBHQ was 0.1percent.General procedure: To a Teflon stoppered tube shaped glass ampoule ∼4.8mL in volume, 0.166mmol of the desired para-benzoquinone, a stir bar, and 0.25mL toluene containing 0.5mg Preparation of 2-tert-butyl-1, 4-benzoquinone A mixture of 2-t-butylphenol (5 mmol) and Ti-superoxide catalyst (125 mg, 20percent w/w) in acetic acid (5 ml) was heated with stirring at 50-60 C under inert atmosphere. To this reaction mixture was added aq. 30percent H202 (20 mmol) drop wise over 15 min. and heated for 1 h. The catalyst was recovered by simple filtration and 2-tert-butyl-1, 4-benzoquinone formed (97percent) was separated by chromatographic purification.
Excellent antioxidant performance, stronger than BHT, BHA, PG (propyl gallate) and vitamin E; can effectively inhibit Bacillus subtilis, Staphylococcus aureus, Escherichia coli, Brevibacterium aerogenes and other bacteria and black Aspergillus, Aspergillus versicolor, Aspergillus flavus and other microorganisms grow. The antioxidant function of TBHQ is much better than conventional antioxidants. As far as vegetable oil is concerned, the order of antioxidant capacity is: TBHQ>PG>BHT>BHA. Adding TBHQ to food can not only delay the oxidative deterioration of oils and fats, but also inhibit a variety of microorganisms. It can be used as an antioxidant in edible fats, fried foods, dried fish products, biscuits, instant noodles, instant rice, canned dried fruits, and cured meat products. It can also be used in cosmetics.
Computed Properties
Molecular Weight:166.22
XLogP3:2.8
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
Heavy Atom Count:12
Complexity:148
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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