25158-78-5

Basic information

• Product Name: 3-(4-BROMOPHENYL)CYCLOHEXANONE
• Synonyms: 3-(4-BROMOPHENYL)CYCLOHEXANONE
• CAS NO: 25158-78-5
• Molecular Formula: C₁₂H₁₃BrO
• Molecular Weight: 253.13502
• Product Categories: Aromatics, Heterocycles
• Mol File: 25158-78-5.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 340.3±42.0 °C(Predicted)
• Appearance: /
• Density: 1.380±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 3-(4-BROMOPHENYL)CYCLOHEXANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-BROMOPHENYL)CYCLOHEXANONE(25158-78-5)
• EPA Substance Registry System: 3-(4-BROMOPHENYL)CYCLOHEXANONE(25158-78-5)

Safety Data

• Hazardous Substances Data: 25158-78-5(Hazardous Substances Data)

Usage

Description

3-(4-BROMOPHENYL)CYCLOHEXANONE is an organic compound characterized by its unique molecular structure, featuring a cyclohexanone ring with a bromine atom attached to a phenyl group. 3-(4-BROMOPHENYL)CYCLOHEXANONE is known for its potential applications in various chemical and pharmaceutical processes due to its distinct chemical properties.

Uses

Used in Pharmaceutical Industry:
3-(4-BROMOPHENYL)CYCLOHEXANONE is used as a reactant for the synthesis of novel cruzain inhibitors, which are significant in the development of treatments for various parasitic diseases, such as Chagas disease and leishmaniasis. The compound's unique structure allows it to interact with the cruzain enzyme, effectively inhibiting its activity and disrupting the parasite's life cycle.
Additionally, due to its chemical properties, 3-(4-BROMOPHENYL)CYCLOHEXANONE may also be utilized as an intermediate in the synthesis of other bioactive compounds, further expanding its applications in the pharmaceutical industry.

Upstream product

• 930-68-7 cyclohexenone 
• 18620-02-5 (4-bromophenyl)magnesium bromide 
• 20795-53-3 3-phenylcyclohexanone 
• 5467-74-3 4-Bromophenylboronic acid 
• 1195-33-1 4-bromo-benzenesulfinic acid 
• 7519-94-0 2,4,6-tris(4-bromophenyl)boroxin 
• 1203709-75-4 4-bromo-2,4,6-trimethyldiphenyliodonium trifluoromethanesulfonate 
• 108-94-1 cyclohexanone 
• 148651-39-2 (4-bromophenyl)zinc iodide 
• 589-87-7 1,4-bromoiodobenzene 

Downstream Products

• 25109-28-8 4-bromo(cyclohexyl)benzene 

Relevant articles and documents

Enantioselective Conjugate Addition of Stabilized Arylzinc Iodide to Enones: an Improved Protocol of the Hayashi Reaction

Stabilised arylzinc iodide, prepared by direct insertion of zinc into aryl iodides, were used as nucleophiles in the Hayashi Rh-catalysed enantioselective conjugate addition to enones. The reaction conditions were optimized in the addition of phenylzinc i

Palladium-catalyzed redox cascade for direct β-arylation of ketones

Herein we report a full article about the detailed design and development of two palladium-catalyzed redox cascade methods that enable direct β-arylation of ketones. Palladium-catalyzed ketone dehydrogenation, aryl-X bond activation and conjugate addition were merged into a redox-neutral catalytic cycle. Non-metal-based aryl electrophiles were used as both the oxidant and the aryl source. The β-arylation with aryl iodides was achieved site-selectively with Pd(TFA)2/P(i-Pr)3 as the precatalyst and AgTFA as the iodide scavenger. Both cyclic and linear ketones can react to give β-aryl ketones with excellent functional group tolerance. The β-arylation with diaryliodonium salts was realized without stoichiometric heavy metal additives, and proved to be redox-neutral. A wider substrate scope regarding aryl groups and ketones was obtained for the arylation with diaryliodonium salts, and the possible involvement of palladium nanoparticles as the active catalyst was examined and discussed.

DIRECT B-ARYLATION OF CARBONYL COMPOUNDS

Disclosed is a method for the β-C—H H functionalization of carbonyl compounds that is both selective and broadly applicable. The methods provide direct β-arylation of carbonyl compound with a diverse array of aryl or heteroaryl halides, aryl or heteroryl tosylate, aryl or heteroaryl triflates, or diaryliodonium salts, by palladium catalysis in the presence of a ligand and promoter.