449190-86-7

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-(cyclohexyloxy)phenyl)ethan-1-one is utilized as an essential component in the development of various pharmaceuticals, specifically analgesics and anti-inflammatory drugs. Its unique structure contributes to the compound's efficacy in managing pain and reducing inflammation, making it a valuable asset in the medical field.
Used in Cosmetic Industry:
In the cosmetic industry, 1-(4-(cyclohexyloxy)phenyl)ethan-1-one is employed as a fragrance and flavoring agent. Its distinctive scent and flavor-enhancing properties make it a sought-after ingredient in the formulation of a wide range of cosmetic products, from perfumes to skincare and personal care items.
Used in Food Industry:
1-(4-(cyclohexyloxy)phenyl)ethan-1-one also finds application in the food industry, where it is used to impart specific flavors and aromas to a variety of products. Its ability to enhance the sensory experience of food items makes it a popular choice among food manufacturers and flavorists.
Used in Organic Synthesis:
1-(4-(cyclohexyloxy)phenyl)ethan-1-one holds potential in organic synthesis, serving as a building block for the production of other chemicals. Its structural properties allow for further chemical reactions and modifications, leading to the creation of novel compounds with diverse applications.
Used as a Building Block for Chemical Production:
1-(4-(cyclohexyloxy)phenyl)ethan-1-one's structure and properties render it a valuable intermediate in the manufacture of a broad spectrum of products. Its role in the chemical industry is pivotal, as it facilitates the synthesis of various chemicals that find use in multiple sectors, including pharmaceuticals, materials science, and specialty chemicals.

Upstream product

• 2206-38-4 cyclohexylphenyl ether 
• 108-24-7 acetic anhydride 
• 108-85-0 1-bromocyclohexane 
• 99-93-4 4-Hydroxyacetophenone 
• 108-95-2 phenol 
• 99-90-1 para-bromoacetophenone 
• 108-93-0 cyclohexanol 
• 110-82-7 cyclohexane 
• 13031-43-1 4-acetyloxyacetophenone 
• 64101-67-3 4-acetylphenyl p-toluenesulfonate 
• 126812-30-4 1,3-dioxoisoindolin-2-yl cyclohexanecarboxylate 
• 98-89-5 Cyclohexanecarboxylic acid 

Relevant academic research and scientific papers

Metal-organic layers as multifunctional two-dimensional nanomaterials for enhanced photoredox catalysis

Metal-organic layers (MOLs) have recently emerged as a novel class of molecular two-dimensional (2D) materials with significant potential for catalytic applications. Herein we report the design of a new multifunctional MOL, Hf12-Ir-Ni, by laterally linking Hf12 secondary building units (SBUs) with photosensitizing Ir(DBB)[dF(CF3)ppy]2+ [DBB-Ir-F, DBB = 4,4′-di(4-benzoato)-2,2′-bipyridine; dF(CF3)ppy = 2-(2,4-difluorophenyl)-5-(trifluoromethyl)pyridine] bridging ligands and vertically terminating the SBUs with catalytic Ni(MBA)Cl2 [MBA = 2-(4′-methyl-[2,2′-bipyridin]-4-yl)acetate] capping agents. Hf12-Ir-Ni was synthesized in a bottom-up approach and characterized by TEM, AFM, PXRD, TGA, NMR, ICP-MS, UV-vis, and luminescence spectroscopy. The proximity between photosensitizing Ir centers and catalytic Ni centers (～0.85 nm) in Hf12-Ir-Ni facilitates single electron transfer, leading to a 15-fold increase in photoredox reactivity. Hf12-Ir-Ni was highly effective in catalytic C-S, C-O, and C-C cross-coupling reactions with broad substrate scopes and turnover numbers of ～4500, ～1900, and ～450, respectively.

Decarboxylative C(sp3)?O Cross-Coupling

Alkyl aryl ethers are an important class of compounds in medicinal and agricultural chemistry. Catalytic C(sp3)?O cross-coupling of alkyl electrophiles with phenols is an unexplored disconnection strategy to the synthesis of alkyl aryl ethers, with the potential to overcome some of the major limitations of existing methods such as C(sp2)?O cross-coupling and SN2 reactions. Reported here is a tandem photoredox and copper catalysis to achieve decarboxylative C(sp3)?O coupling of alkyl N-hydroxyphthalimide (NHPI) esters with phenols under mild reaction conditions. This method was used to synthesize a diverse set of alkyl aryl ethers using readily available alkyl carboxylic acids, including many natural products and drug molecules. Complementarity in scope and functional-group tolerance to existing methods was demonstrated.

Exploiting ancillary ligation to enable nickel-catalyzed c-o cross-couplings of aryl electrophiles with aliphatic alcohols

The use of (L)Ni(o-tolyl)Cl precatalysts (L = PAd-DalPhos or CyPAd-DalPhos) enables the C(sp2)-O cross-coupling of primary, secondary, or tertiary aliphatic alcohols with (hetero)aryl electrophiles, including unprecedented examples of such nickel-catalyzed transformations employing (hetero)aryl chlorides, sulfonates, and pivalates. In addition to offering a competitive alternative to palladium catalysis, this work establishes the feasibility of utilizing ancillary ligation as a complementary means of promoting challenging nickel-catalyzed C(sp2)-O cross-couplings, without recourse to precious-metal photoredox catalytic methods.

Copper Catalyzed sp3 C-H Etherification with Acyl Protected Phenols

A variety of acyl protected phenols AcOAr participate in sp3 C-H etherification of substrates R-H to give alkyl aryl ethers R-OAr employing tBuOOtBu as oxidant with copper(I) β-diketiminato catalysts [CuI]. Although 1°, 2°, and 3° C-H bonds may be functionalized, selectivity studies reveal a preference for the construction of hindered, 3° C-OAr bonds. Mechanistic studies indicate that β-diketiminato copper(II) phenolates [CuII]-OAr play a key role in this C-O bond forming reaction, formed via transesterification of AcOAr with [CuII]-OtBu intermediates generated upon reaction of [CuI] with tBuOOtBu.

Switching on elusive organometallic mechanisms with photoredox catalysis

Transition-metal-catalysed cross-coupling reactions have become one of the most used carbon-carbon and carbon-heteroatom bond-forming reactions in chemical synthesis. Recently, nickel catalysis has been shown to participate in a wide variety of C-C bond-forming reactions, most notably Negishi, Suzuki-Miyaura, Stille, Kumada and Hiyama couplings. Despite the tremendous advances in C-C fragment couplings, the ability to forge C-O bonds in a general fashion via nickel catalysis has been largely unsuccessful. The challenge for nickel-mediated alcohol couplings has been the mechanistic requirement for the critical C-O bond-forming step (formally known as the reductive elimination step) to occur via a Ni(iii) alkoxide intermediate. Here we demonstrate that visible-light-excited photoredox catalysts can modulate the preferred oxidation states of nickel alkoxides in an operative catalytic cycle, thereby providing transient access to Ni(iii) species that readily participate in reductive elimination. Using this synergistic merger of photoredox and nickel catalysis, we have developed a highly efficient and general carbon-oxygen coupling reaction using abundant alcohols and aryl bromides. More notably, we have developed a general strategy to 'switch on' important yet elusive organometallic mechanisms via oxidation state modulations using only weak light and single-electron-transfer catalysts.