4197-75-5

Usage

Uses

Used in Polymer and Plastics Industry:
Cyclohexylhydroquinone is used as a stabilizing agent in the production of polymers, rubber, and plastic products to prevent degradation caused by heat, light, and oxygen exposure. Its antioxidant properties help maintain the quality and integrity of these materials over time.
Used in Adhesives, Inks, and Coatings:
Cyclohexylhydroquinone is used as a preservative in the formulation of adhesives, inks, and coatings. It enhances the stability and shelf-life of these products, ensuring their performance and preventing premature degradation.
Used in Personal Care Products:
In the personal care industry, Cyclohexylhydroquinone is used as a longevity extender in products such as skin creams and lotions. It helps prevent rancidity of oils and fats, ensuring the freshness and effectiveness of these products for a longer period.
Despite its widespread use, it is crucial to handle and store Cyclohexylhydroquinone properly to avoid potential hazards associated with its toxicity and flammability.

InChI:InChI=1/C12H16O2/c13-10-6-7-12(14)11(8-10)9-4-2-1-3-5-9/h6-9,13-14H,1-5H2

Upstream product

• 123-31-9 hydroquinone 
• 108-93-0 cyclohexanol 
• 32999-09-0 2-cyclohexylbenzo-[d][1,3,2]dioxaborole 
• 106-51-4 p-benzoquinone 
• 52251-52-2 (dicyclohexyl)hexylborane 
• 110-83-8 cyclohexene 
• 127146-33-2 cyclohexyl-dimethylborane 
• 126564-72-5 1,4-diacetoxy-2-cyclohexyl-benzene 

Downstream Products

• 85629-74-9 5-[2-Cyclohexyl-4-(4-methoxycarbonyl-4-methyl-pentyloxy)-phenoxy]-2,2-dimethyl-pentanoic acid methyl ester 
• 65578-66-7 3-cyclohexyl-4-methoxy-phenol 
• 1079-21-6 Phenylhydroquinone 
• 3116-98-1 bicyclohexyl-3,6-diene-2,5-dione 

Relevant academic research and scientific papers

FUNCTIONALIZED PRIMARY ALKYLTRIFLUOROBORATE SALTS AND METHOD FOR MAKING THE SAME

The invention provides methods for preparing boronic acids, for example, primary alkyl or alkenyl boronic acids, and alkali metal alkyl trifluoro borate salts, as described herein, wherein the primary alkyl boronic acids and the potassium alkyl trifluoroborate salts can contain one or more unprotected functional groups.

Modified B-alkylcatecholboranes as radical precursors

Generation of radicals from B-alkylcatecholboranes represents an efficient tin-free procedure for the generation of alkyl radicals. A modified version of this method has been developed. The simple catechol is replaced by a dihydroxylated tetrahydroisoquin

Reductive alkylation of p-benzoquinone using mixed organoboranes

Mixed organoboranes based on diphenyl- or dimethylalkylboranes transfer the alkyl group in the reductive alkylation of p-benzoquinone to form the alkylhydroquinones in very high yields. The auxiliary groups do not transfer or have a low migratory aptitude. Primary and secondary alkyl groups are transferred with retention of regio- and stereochemistry to the hydroquinone. O-Alkylation is the major product with tertiary and secondary groups with steric bulk in proximity to the site of attachment. The presence of metal salts, such as magnesium, results in reduction to the unsubstituted hydroquinone. This reaction makes the first practical route to alkylhydroquinones via organoboranes.

Radical addition to 1,4-benzoquinones: Addition at O- versus C-atom

(Diagram presented) Addition of alkyl radicals generated from B-alkylcatecholboranes onto 1,4-benzoquinones leads to substituted hydroquinones in good overall yields. Formation of aryl ethers via a unique radical addition to the oxygen atom of the enone system is the main reaction when bulky secondary and tertiary alkyl radicals are used. Less hindered secondary and primary radicals give the expected 1,4-conjugate addition products.

Synthesis of cyclohexylphenols

Catalytic alkylation of phenols with cyclohexanol gives o- and p-cyclohexylphenols as the major products. The effect of temperature, catalyst nature, and reactant concentration on the reaction outcome was studied.

Process for the synthesis of aromatic phenyl substituted diols

A process for the synthesis of phenyl substituted aromatic diols, obtained by dehydrogenation of the corresponding substituted cyclohexyl derivatives in the presence of a palladium supported catalyst, said palladium supported catalyst being prepared by a process which comprises treating a palladium hydrolysis compound with reducing agents.

Catalyst composition and method for selective dehydrogenation

A method for selective dehydrogenation of a compound, comprising contacting a compound of the formula STR1 wherein each R1, R2, R3 and R4 is independently selected from the group consisting of H, (C1 -C20) alkyl, (C3 -C20) cycloalkyl, (C6 -C20) aryl, (C7 -C20) alkylaryl, (C7 -C20) aralkyl groups, as well as substituted (C1 -C20) alkyl, (C3 -C20) cycloalkyl, (C6 -C20) aryl, (C7 -C20) aralkyl and (C7 -C20) arylalkyl moieties, optionally further substituted with --OR, wherein R is R1, R2, R3 or R4 ; and wherein R1 and R2 or R3 and R4 may be joined as part of a ring structure, at a dehydrogenation temperature in the presence of a catalyst comprising about 0.01 wt %-19.9 wt % Pd and about 0.01 wt %-19.9 wt % Cu on a carbon support, wherein the total amount of (Pd+Cu) on the support is about 0.02 wt % to 20 wt %, the weight ratio of Pd:Cu is about 1:1 to 10:1, and the carbon support has a surface area of at least about 100 m2 /g and is essentially free of reactive sulfur. A selective dehydrogenation catalyst having the composition described supra is disclosed as is a method of preparing the same. This catalyst is highly selective for dehydrogenating a variety of substrates while minimizing the formation of unwanted hydrogenolysis by-products.