73405-44-4

Usage

Molecular structure

2-(1,3,5-tri-tert-butyl-4-oxo-2,5-cyclohexadien-1-oxy)ethanol has a complex molecular structure with three tert-butyl groups, a cyclohexadienone moiety, and an ethoxyethanol functional group.

Usage as a stabilizer

Commonly used in various industrial applications, such as the production of polymers, resins, and adhesives, due to its stabilizing properties.

High stability

The compound's high stability makes it an ideal additive for preventing degradation and extending the shelf life of various products.

Antioxidant properties

Possesses antioxidant properties, which help in protecting products from oxidative degradation.

Pharmaceutical applications

Has potential pharmaceutical applications as a drug stabilizer or carrier, thanks to its ability to enhance the solubility and stability of certain active ingredients.

Safety considerations

Precise uses and potential hazards of 2-(1,3,5-tri-tert-butyl-4-oxo-2,5-cyclohexadien-1-oxy)ethanol should be carefully evaluated and regulated to ensure safe handling and disposal.

Upstream product

• 110-86-1 pyridine 
• 1988-75-6 4-bromo-2,4,6-tri-tert-butyl-2,5-cyclohexadiene-1-one 
• 107-21-1 ethylene glycol 
• 591-22-0 3,5-Lutidine 
• 5457-60-3 4-chloro-2,4,6-tri-tert-butylcyclohexa-2,5-dienone 
• 732-26-3 2,4,6-tri-tert-butylphenoxol 
• 108-99-6 3-Methylpyridine 
• 108-89-4 picoline 
• 288-32-4 1H-imidazole 

Downstream Products

• 881181-67-5 (1,3,5-tri-tert-butyl-4-oxocyclohexa-2,5-dienyloxy)acetaldehyde 

Relevant academic research and scientific papers

Enantioselective synthesis of hydrobenzofuranones using an asymmetric desymmetrizing intramolecular stetter reaction of cyclohexadienones

A series of cyclohexadienones were synthesized by dearomatization of phenols followed by Dess - Martin oxidation. Asymmetric intramolecular Stetter reactions of these substrates provide hydrobenzofuranones in good to excellent yields and excellent stereoselectivities. Up to three stereocenters as well as a quaternary stereocenter are formed from polysubstituted substrates. A scale-up experiment demonstrates the utility of this transformation.

Asymmetric synthesis of hydrobenzofuranones via desymmetrization of cyclohexadienones using the intramolecular Stetter reaction

Dearomatization of phenols followed by oxidation affords cyclohexadienyloxyacetaldehydes, which produce hydrobenzofuranones via asymmetric intramolecular Stetter reaction in good to excellent yield. Quaternary as well as up to three contiguous stereocenters may be formed in good to excellent enantioselectivities and high diastereoselectivities. Copyright

Cyclodienones. 7. Preparation and Reduction of 1-(3,5-Di-tert-butyl-2-hydroxyphenyl)pyridinium Halides

The reactions of 4-bromo- (1a) and 4-chloro-2,4,6-tri-tert-butyl-2,5-cyclohexadien-1-one (1b) with compounds such as pyridine (4a), α- (4b), β- (4c), and γ-picoline (4d), and 3,5-lutidine (4e) were carried out under various conditions to produce the corresponding 1-(3,5-di-tert-butyl-2-hydroxyphenyl)pyridinium halides (7) or their intramolecular salts (8).The reduction of 7 and 8 with NaBH4 in methanol afforded in good yields the corresponding tetrahydropyridine derivatives (21), which were reduced to o-piperidinophenols (22) by hydrogenation with Raney Ni (W2) catalyst in high yields.The reaction pathway of the formation of 7 is also discussed.

CYCLOHEXADIENONES. 5. REACTION OF 4-HALO-2,4,6-TRI-t-BUTYL-2,5-CYCLOHEXADIEN-1-ONES WITH IMIDAZOLES

Reactions of 4-bromo- (1a) and 4-chloro-2,4,6-tri-t-butyl-2,5-cyclohexadien-1-one (1b) with imidazole (6b), 1-methyl- (6a), 2-methyl- (6c), 4-methylimidazole (6d), benzimidazole (6e), and 2-methylbenzimidazole (6f) was carried out under various conditions.It was found in these reactions that many products such as the 1-(4-oxo-2,5-cyclohexadienyl)-, 1-(2-hydroxyphenyl)- and 1-(4-hydroxyphenyl)imidazoles were formed and that the type of the products depended upon the structures of imidazoles 6.