10551-32-3

Usage

Uses

Used in Pharmaceutical Industry:
2,5-Dihydroxy-4'-methylbiphenyl is used as an intermediate in the synthesis of pharmaceuticals for its potential therapeutic applications. Its antioxidant properties and chemical structure make it a valuable component in the development of new drugs.
Used in Dye Industry:
In the dye industry, 2,5-dihydroxy-4'-methylbiphenyl is used as a precursor in the production of various dyes. Its chemical structure allows for the creation of dyes with specific color properties and stability.
Used in Organic Product Synthesis:
2,5-Dihydroxy-4'-methylbiphenyl is utilized as a building block in the synthesis of other organic products, such as specialty chemicals and materials, due to its unique molecular structure and functional groups.
Used in Antioxidant Applications:
2,5-Dihydroxy-4'-methylbiphenyl is used as an antioxidant in various applications, including food preservation, cosmetics, and industrial processes. Its antioxidant properties help prevent oxidation and degradation, extending the shelf life and improving the quality of products.
Used in Research and Development:
In the field of research and development, 2,5-dihydroxy-4'-methylbiphenyl is used as a model compound to study the properties and behavior of biphenyls and their derivatives. This helps in understanding their potential applications and developing new methods for their synthesis and utilization.

Upstream product

• 142835-77-6 O-(4'-Methyl-biphenyl-2-yl)-hydroxylamine 
• 30237-07-1 p-tolyl-[1,4]benzoquinone 
• 36590-52-0 N-phenyl-p-chlorobenzohydrazonoyl chloride 
• 888772-17-6 4-acetoxy-4-(4'-methylphenyl)-2,5-cyclohexadienone 
• 583-69-7 2-bromobenzene-1,4-diol 
• 5720-05-8 4-methylphenylboronic acid 
• 583-63-1 ortoquinone 
• 106-49-0 p-toluidine 
• 15424-14-3 N-phenylbenzohydrazonoyl chloride 

Downstream Products

• 30237-07-1 p-tolyl-[1,4]benzoquinone 

Relevant academic research and scientific papers

Reversible formation of aryloxenium ions from the corresponding quinols under acidic conditions

Quinols, 1, are products of the hydration of O-aryloxenium ions, 2, and N-arylnitrenium ions, 3, and they are being investigated for medical uses. Under acidic conditions (pH 1-3) kinetics and products of Br- trapping demonstrate that 1a, 4-phenyl-4-hydroxy-2,5-cyclohexadienone, and 1b, 4-p-tolyl-4-hydroxy-2,5-cyclohexadienone, generate the corresponding oxenium ions 2a and 2b, respectively, as steady-state intermediates. Formation and trapping of the oxenium ions occurs in competition with the acid catalyzed dienone-phenol rearrangement. Because oxenium ion formation is reversible, the ion can only be detected by trapping with a nucleophile. Br- is an efficient trap under acidic conditions because, unlike N3 -, it is not protonated under those conditions. Attempts to detect the oxenium ions 2a and 2b at pH 4.6 and 7.1 with N3- were unsuccessful indicating that oxenium ion formation only occurs under acidic conditions. The oxenium ion 2c could not be detected under acidic conditions from the quinol 1c, 4-(benzothiazol-2-yl)-4-hydroxy-2,5-cyclohexadienone, by Br- trapping methods, even though this ion can be detected during hydrolysis of the corresponding ester, 4c. Although the benzothiazol-2-yl group is a resonance electron donor that is capable of stabilizing an O-aryloxenium ion, it is also a strong inductive electron withdrawing group that hinders the formation of 2c from 1c by decreasing the extent of protonation of 1c to generate 1cH+ and by destabilizing the transition state for ionization of 1cH+. Generation of an oxenium ion from the corresponding quinol is feasible under acidic conditions as long as the 4-substituent of the quinol is both a resonance and inductive electron donor. Copyright

Novel access to cyclohexane-1,4-diones and 1,4-hydroquinones via radical 1,2-acyl rearrangement on 2-(halomethyl)cyclopentane-1,3-diones using cobaloxime-mediated electroreduction or tributyltin hydride

A new preparative access to synthetically useful cyclohexane-1,4-diones 2 and their oxidized analogues, hydroquinones 3, with the option of introducing alkyl and aryl substituents, was developed by radical 1,2-acyl rearrangement on 2-(halomethyl)cyclopentane-1,3-diones 1, accessible from 1,2-bis(trimethylsiloxy)cyclobutene and α-bromo ketone dimethyl acetals. The electroreduction of monoacetals of 1 in the presence of cobaloxime as a catalyst afforded the cyclohexane-1,4-dione monoacetals in good yields. The Bu3SnH-reduction of 2-aryl 1 under refluxing in benzene effected the rearrangement, affording 2, and when the reaction was prolonged, aromatization to 3 proceeded in moderate yields.

Acid-catalyzed rearrangement of O-(2-arylphenyl)hydroxylamines to aryldihydroazepinones

Acid-catalyzed rearrangement of O-(2-arylpheynl) hydroxylamines followed by ring enlargement afford 7-aryl-2, 3-dihydro-1H-azepin-2-ones. 2-Amino-2-phenyl-3, 5-cyclohexadienone, an intermediate of the reaction, was trapped as the N-trifluoroacetamide.

1,3-Dipolar Cycloaddition Reactions of 1,4-Benzoquinones with Nitrilimines

The cycloaddition reactions of some aryl conjugated p-benzoquinones with nitrilimines were studied.Depending upon the reaction conditions mono- and/or bis- adducts were isolated only from carbon-carbon double bond.The structure determination was unequivocally established by an X-ray analysis carried out on a bis-adduct.The observed regio-, as well as site-selectivity was qualitatively correlated with frontier molecular orbitals of the reacting species.

Stabilized polyglycol for high temperatures

A composition comprising a poly-alkyleneglycol is stablized against molecular degradation and viscosity loss at elevated temperatures by about 0.1 to about 10% by weight of an arylhydroquinone such as p-acetylphenylhydroquinone.