85689-77-6

Basic information

• Product Name: Ethanone, 1-(4-cyclopentylphenyl)-
• CAS NO: 85689-77-6
• Molecular Formula: C13H16O
• Molecular Weight: 188.269
• Mol File: 85689-77-6.mol

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-(4-cyclopentylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(4-cyclopentylphenyl)-(85689-77-6)
• EPA Substance Registry System: Ethanone, 1-(4-cyclopentylphenyl)-(85689-77-6)

Safety Data

• Hazardous Substances Data: 85689-77-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Ethanone, 1-(4-cyclopentylphenyl)is used as a key intermediate in the synthesis of various pharmaceuticals and fine chemicals. Its unique structure and properties make it a valuable building block for the development of new drugs and therapeutic agents.
Used in Organic Synthesis:
Ethanone, 1-(4-cyclopentylphenyl)is utilized as a versatile reagent in organic synthesis, enabling the formation of a wide range of chemical compounds. Its ability to participate in various chemical reactions, such as condensation, reduction, and oxidation, makes it a valuable tool in the synthesis of complex organic molecules.
Used in Research:
Ethanone, 1-(4-cyclopentylphenyl)is employed in research settings to study the properties and reactivity of ketones. Its unique structure allows researchers to explore new synthetic pathways and develop innovative methods for the preparation of pharmaceuticals and other chemical compounds.
Used in Fragrance Industry:
Due to its mild aromatic odor, Ethanone, 1-(4-cyclopentylphenyl)has potential applications in the fragrance industry. It can be used as a component in the formulation of perfumes, colognes, and other scented products, adding a unique and pleasant aroma to these products.

Upstream product

• 74755-35-4 1-bromo-2-phenyl-cyclopentane 
• 142-29-0 cyclopentene 
• 71-43-2 benzene 
• 1040745-70-7 cyclopentyltrifluoro-λ⁴-borane potassium salt 
• 99-91-2 para-chloroacetophenone 
• 99-90-1 para-bromoacetophenone 
• 13329-40-3 4-Iodoacetophenone 
• 137-43-9 Cyclopentyl bromide 
• 1556-18-9 cyclopentyl iodide 
• 287-92-3 Cyclopentane 
• 98-86-2 acetophenone 
• 1239384-17-8 [2-(2-hydroxyprop-2-yl)phenyl]tricyclopentylsilane 
• 15733-63-8 5-chloropentylbenzene 
• 700-88-9 cyclopentylbenzene 

Downstream Products

• 101789-33-7 1-(4-cyclopentyl-phenyl)-3t-[2]thienyl-propenone 
• 110052-67-0 6-bromo-2-(4-cyclopentyl-phenyl)-quinoline-4-carboxylic acid 
• 102750-83-4 1-(4-cyclopentyl-phenyl)-3t-[1]naphthyl-propenone 
• 102237-35-4 3-chloro-4'-cyclopentyl-trans-chalcone 
• 101889-75-2 2-(4-cyclopentyl-phenyl)-indole 
• 19920-90-2 (4-Cyclopentylphenyl)-dimethyl-carbinol 
• 610781-55-0 ethyl 3-hydroxy-3-(4'-cyclopentylphenyl)-butanoate 
• 59721-64-1 4-(4-Cyclopentyl-phenyl)-2-pentanone 
• 19909-06-9 4-cyclopentylphenyl 4'-methylpiperazinomethyl ketone 
• 19909-07-0 1-(4-cyclopentyl-phenyl)-2-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-ethanone 
• 19909-11-6 1-(4-cyclopentyl-phenyl)-2,2'-piperazine-1,4-diyl-bis-ethanol 
• 19909-10-5 1-(4-cyclopentylphenyl)-2-(4-methylpiperazino)ethanol 
• 85689-88-9 2-(Benzyl-isopropyl-amino)-1-(4-cyclopentyl-phenyl)-ethanone 
• 85689-81-2 2-(Benzyl-isopropyl-amino)-1-(4-cyclopentyl-phenyl)-ethanol 

Relevant articles and documents

Dumbbell-Shaped 2,2’-Bipyridines: Controlled Metal Monochelation and Application to Ni-Catalyzed Cross-Couplings

2,2’-Bipyridine ligands (dsbpys) with dumbbell-like shapes and differently substituted triarylmethyl groups at the C5 and C5’ positions showed high ligand performance in the Ni-catalyzed cross-electrophile coupling and the Ni/photoredox-synergistically catalyzed decarboxylative coupling reactions. The superior ligand effects of dsbpys compared to the conventional bpy ligands were attributed to the monochelating nature of dsbpys.

Nickel-Catalyzed, para-Selective, Radical-Based Alkylation of Aromatic Ketones

A direct, para-selective, radical-based alkylation of aromatic ketones with alkanes has been developed using a nickel catalyst with oxamide as the ligand. Acetophenones bearing electron-withdrawing substituents were functionalized directly with simple alkanes with high para-selectivity while acetophenones with electron-donating groups were mainly para-functionalized. A mechanistic study indicated that C-H bond activation of the aromatic ring may be the rate-determining step of the reaction.

Copper(II)-catalyzed preparation of alkylindium compounds and applications in cross-coupling reactions both in aqueous media

An efficient water-based method for the synthesis of alkylindium compound in the presence of a catalytic amount of cheap and readily available CuSO4·5H2O (10 mol%) was developed. The thus-generated alkylindium compounds effectively underwent palladium-catalyzed cross-coupling reactions with a myriad of aryl halides in aqueous media, leading to the cross-coupled products in modest to high yields. The mildness of the formed alkyl organometallics allowed the tolerance to various important functional groups incorporated in both substrates of alkyl iodides and aryl halides.

Cobalt(II)-catalyzed preparation of alkylindium reagents and applications in cross-coupling with aryl halides

The direct insertion of indium powder into alkyl iodides was found to be efficiently catalyzed by a catalytic amount of cobalt(II) bromide (10 mol%). Upon subjection of the thus-formed alkylindium compounds to palladium-catalyzed cross-coupling reactions with a wide range of aryl halides, a series of cross-coupled products could be obtained in moderate to good yields with the tolerance to many important functional groups.

Cesium carbonate-catalyzed indium insertion into alkyl iodides and their synthetic utilities in cross-coupling reactions

A catalytic amount of cesium carbonate (10?mol%) was found to be capable of effectively catalyzing the insertion of indium powder into alkyl iodides. The thus-generated alkyl indium reagents could readily undergo palladium-catalyzed cross-coupling reactions with a wide variety of aryl halides, showing compatibility to a range of important functional groups.

Preparation method of 4-cycloalkylacetophenone derivatives

The invention discloses a preparation method of 4-cycloalkylacetophenone derivatives, and belongs to the technical field of organic compounds. A 2-substituted acetophenone derivative or a 3-substituted acetophenone derivative is used as an initiator, so raw materials are easy to obtain and have many kinds; and the 4-substituted cycloalkyl acetophenone derivatives obtained by using the method are various, can be directly used, and can also be used in other further reactions. The preparation method has the advantages of simplicity in reaction operation and post-treatment, high yield, and no generation of a large amount of metal salts, is a green method with high atom economy, and is suitable for large-scale production.

Mild negishi cross-coupling reactions catalyzed by acenaphthoimidazolylidene palladium complexes at low catalyst loadings

Considering that the strong σ-donor property of ylidenes derived from π-extended imidazolium salts is conducive to increasing the catalytic activity of the resulting palladium N-heterocyclic carbene complexes, robust acenaphthoimidazol-ylidene palladium complexes 3a-c with varying bulky substituted groups were prepared from the corresponding acenaphthoimidazolium chlorides by heating with PdCl2 and K2CO3 in neat 3-chloropyridine in satisfactory yields. Even at a catalyst loading as low as 0.25 mol %, complex 3a exhibited extremely high catalytic activity toward Negishi cross-coupling of alkylzinc reagents with a wide range of (hetero)aryl halides under mild reaction conditions within 30 min. Besides a great number of bromoarenes, various less expensive and inactive (hetero)aryl chlorides were coupled successfully with the alkyl- and arylzinc reagents, in which active functional groups (such as -NH2) were well tolerated even in one-pot dicoupling transformations without protection. In addition, in the case of coupling with secondary alkylzinc reagents, undesired β-hydride elimination leading to isomerized linear products was efficaciously suppressed. The catalyst system also displayed superiority in the construction of heterobiaryls through the coupling of heteroarylzinc reagents and heterocylic chloroarenes which were hardly accessible from the corresponding organoboron reagents by Suzuki-coupling reactions. Therefore, the protocol described in this paper represents a mild, general, and scalable approach to access various structurally intriguing and functionalized (hetero)aryls.

Cross-coupling reactions through the intramolecular activation of Alkyl(triorgano)silanes

(Figure Presented) Cross-Si-ing the Jordan: Cross-coupling reactions of 2-(2-hydroxyprop-2-yl)phenylsubstituted alkylsilanes with a variety of aryl halides proceed in the presence of palladium and copper catalysts. The use of K3PO4 base allows for highly chemoselective alkyl coupling with both primary and secondary alkyl groups (Alk).

Efficient cross-coupling of secondary alkyltrifluoroborates with aryl chlorides-reaction discovery using parallel microscale experimentation

Microscale parallel experimentation was used to discover three catalyst systems capable of coupling secondary organotrifluoroborates with sterically and electronically demanding aryl chlorides and bromides. The ensuing results represent the first comprehensive study of alkylboron coupling to aryl chlorides and, in particular, using secondary alkylboron partners. A ligand-dependent β-hydride elimination/reinsertion mechanism was implicated in the cross-coupling of more hindered substrates, leading to isomeric mixtures of coupled products in some cases. Copyright

Synthesis of Certain Mesogenic Azomethines Derived from 4-Cycloalkylanilines and from 4-Cycloalkylbenzaldehydes

General procedures are described for the synthesis of members of five pairs of related homologous series of mesogenic azomethines differing in the mode of linkage of the CH=N group and containing a cycloalkyl group in a terminal position.