4973-24-4

Usage

Also Known As

Butylated hydroxytoluene

Appearance

White, crystalline solid

Odor

Slight characteristic odor

Melting Point

70-74°C

Function

Acts as an antioxidant

Applications

Used in food, cosmetics, and pharmaceutical products

Mechanism of Action

Hinders oxidation process

Health Safety

Considered safe in small amounts
Controversy over potential health effects at higher doses
Linked to liver and kidney damage in animal studies

Regulatory Status

Approved for use in many countries

Common Uses

Preservative and antioxidant in various consumer products

Upstream product

• 804434-27-3 N,N-dimethyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propylamine 
• 128-39-2 2,6-di-tert-butylphenol 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 
• 20017-35-0 1-(3,5-Di-tert-butyl-4-hydroxyphenyl)-1-propanol 
• 17207-15-7 5,7-Di-tert-butyl-2-methyl-spiro[2.5]octa-4,7-dien-6-on 
• 645-56-7 4-n-Propylphenol 
• 115-11-7 isobutene 

Downstream Products

• 75498-80-5 Ethaneperoxoic acid 3,5-di-tert-butyl-4-oxo-1-propyl-cyclohexa-2,5-dienyl ester 
• 14035-34-8 1-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propan-1-one 

Relevant academic research and scientific papers

Preparation method of 2,6-ditertbutyl p-alkylphenol

The invention discloses a preparation method of 2,6-ditertbutyl p-alkylphenol. The preparation method comprises the following steps of: 1) adding aqueous or alcohol solution of aldehyde and dimethylamine and alcohol solution of 2,6-ditertbutylphenol into a reaction kettle, and reacting to obtain 2,6-ditertbutyl-4-(dimethylaminoalkyl)phenol, wherein the aldehyde is fatty aldehyde with 1-5 carbon atoms; 2) carrying out catalytic hydrogenolysis on 2,6-ditertbutyl-4-(dimethylaminoalkyl)phenol prepared by the step 1) in the reaction kettle to obtain 2,6-ditertbutyl p-alkylphenol. The preparation method disclosed by the invention has the advantages that the raw materials are low in cost and easy in obtaining, no corrosive waste water is caused, the reaction yield is high and the purity and the yield of a product can be up to 98% or more.

Development of a one-stage synthesis of 2,6-di-tert-4-ethylbutylphenol from 2,6-di-tert-butylphenol

Investigation of the catalyzed reaction of 2,6-di-tert-butylphenol with ethanol, ethylene glycol, oligomeric glycols, and paraldehyde in a strongly basic medium permitted to develop a technologically suitable procedure for manufacture of 2,6-di-tert-4-ethyl-butylphenol, used in the synthesis of Antioxidant-425.

LiAIH4 promoted reductive deoxygenation of hydroxybenzyl alcohols via benzoquinone methide intermediates

Primary and secondary hydroxybenzyl alcohols react with LiAIH4 in chlorobenzene to give the corresponding alkylphenols. The reaction proceeds through the formation of benzoquinone methide as an intermediate. An example of [4+2] cycloaddition of benzoquinone methide is also reported.

Radical ion probes, 8. Direct and indirect electrochemistry of 5,7-di-tert-butylspiro[2.5]octa-4,7-dien-6-one and derivatives

Results pertaining to the direct and indirect electrochemistry of 5,7-di-tert-butylspiro[2.5]octa-4,7-dien-6-one (1a), 1-methyl-5,7-di-tert-butylspiro[2.5]octa-4,7-dien-6-one (1b), and 1,1,-dimethyl-5,7-di-tert-butylspiro[2.5]octa-4,7-dien-6-one (1c) are reported. Product analyses reveal that reduction of all these substrates leads to cyclopropane ring-opened products; ring opening occurs with modest selectivity leading to the more substituted (stable) distonic radical anion. The direct electrochemistry of these compounds is characterized by rate limiting electron transfer (with α ~ 0.5), suggesting that while ring opening is extremely rapid, the radical anions do have a discrete lifetime (i.e., electron transfer and ring opening are not concerted). Utilizing homogeneous redox catalysis, rate constants for electron transfer between 1a, 1b, and 1c and a series of aromatic radical anions were measured; reduction potentials and reorganization energies were derived from these rate constants by using Marcus theory.