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Usage

Uses

Used in Scientific Research:
1-Bromo-2-cyclohexylbenzene is used as a chemical intermediate for the synthesis of various organic compounds, contributing to the development of new materials and pharmaceuticals. Its unique structure allows for versatile reactions and transformations, making it a valuable component in the field of organic chemistry.
Used in Organic Synthesis:
In the realm of organic synthesis, 1-Bromo-2-cyclohexylbenzene is employed as a key building block for the creation of complex molecules. Its bromine atom and cyclohexyl group facilitate a range of reactions, such as cross-coupling and substitution, which are essential for constructing target molecules with specific properties and functions.
Used in Pharmaceutical Development:
1-Bromo-2-cyclohexylbenzene is used as a precursor in the synthesis of pharmaceutical compounds, potentially leading to the discovery of new drugs. Its structural features can be incorporated into drug molecules to enhance their efficacy, selectivity, or stability, ultimately contributing to advancements in medicine.
Used in Material Science:
In material science, 1-Bromo-2-cyclohexylbenzene is utilized in the synthesis of novel materials with tailored properties. Its incorporation into polymers, for instance, can influence their mechanical strength, thermal stability, or electrical conductivity, making it a valuable component in the development of advanced materials for various applications.

InChI:InChI=1/C12H15Br/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h4-5,8-10H,1-3,6-7H2

Upstream product

• 4806-81-9 o-cyclohexylaniline 
• 827-52-1 1-phenyl-1-cyclohexane 
• 108-86-1 bromobenzene 
• 16156-56-2 cyclohexyl mesylate 
• 255837-16-2 1-(o-bromophenyl)cyclohexanol 
• 7446-70-0 aluminium trichloride 
• 542-18-7 cyclohexyl chloride 
• 7137-56-6 1-cyclohexyl-2-nitrobenzene 
• 108-93-0 cyclohexanol 
• 110-82-7 cyclohexane 
• 583-53-9 2,3-dibromobenzene 
• 108-94-1 cyclohexanone 

Downstream Products

• 255835-85-9 o-(di-tert-butylphosphino)cyclohexylbenzene 
• 105902-45-2 1-iodo-2-cyclohexylbenzene 
• 871703-03-6 (2-cyclohexylphenyl)acetonitrile 
• 852285-90-6 (2-cyclohexylphenyl)-carbamic acid tert-butyl ester 
• 1028224-01-2 N-(p-tolyl)-2-cyclohexylaniline 
• 128323-04-6 N-2-Cyclohexylbenzaldehyde 
• 1255650-69-1 N-(2-cyclohexylbenzoyl)piperidine-1-carboxamide 
• 827-52-1 1-phenyl-1-cyclohexane 
• 1717-82-4 1-cyclohexyl-2-fluorobenzene 
• 1403599-73-4 C₁₂H₁₅⁽¹⁸⁾F 
• 1147014-49-0 4-((2-cyclohexylphenyl)ethynyl)-7H-pyrrolo[2,3-d]pyrimidine 

Relevant academic research and scientific papers

Iron-catalyzed arene alkylation reactions with unactivated secondary alcohols

A simple, iron-based catalytic system allows for the inter- and intramolecular arylation of unactivated secondary alcohols. This transformation expands the substrate scope beyond the previously required activated alcohols and proceeds under mild reaction conditions, tolerating air and moisture. Furthermore, the use of an enantioenriched secondary alcohol provides an enantioenriched product for the intramolecular reaction, thereby offering a convenient approach to nonracemic products.

Ruthenium-catalyzed para-selective oxidative cross-coupling of arenes and cycloalkanes

A novel, direct para-selective oxidative cross-coupling of benzene derivatives with cycloalkanes catalyzed by ruthenium was developed. A wide range of arenes bearing electron-withdrawing substituents was functionalized directly with simple cycloalkanes with high para-selectivity; arenes with electron-donating groups were mainly para-functionalized. Benzoic acid can be used directly.

Simple, efficient catalyst system for the palladium-catalyzed amination of aryl chlorides, bromides, and triflates

Palladium complexes supported by (o-biphenyl)P(t-Bu)2 (3) or (o- biphenyl)PCy2 (4) are efficient catalysts for the catalytic amination of a wide variety of aryl halides and triflates. Use of ligand 3 allows for the room-temperature catalytic amination of many aryl chloride, bromide, and triflate substrates, while ligand 4 is effective for the amination of functionalized substrates or reactions of acyclic secondary amines. The catalysts perform well for a large number of different substrate combinations at 80-110 °C, including chloropyridines and functionalized aryl halides and triflates using 0.5-1.0 mol % Pd; some reactions proceed efficiently at low catalyst levels (0.05 mol % Pd). These ligands are effective for almost all substrate combinations that have been previously reported with various other ligands, and they represent the most generally effective catalyst system reported to date. Ligands 3 and 4 are air-stable, crystalline solids that are commercially available. Their effectiveness is believed to be due to a combination of steric and electronic properties that promote oxidative addition, Pd-N bond formation, and reductive elimination.

A new convenient Friedel-Crafts alkylation of aromatic compounds with secondary alcohol methanesulfonates in the presence of scandium(III) trifluoromethanesulfonate or trifluoromethanesulfonic acid as the catalyst

Scandium(III) triflate and triflic acid were both found to be efficient catalysts for the Friedel-Crafts alkylation of aromatic compounds using methanesulfonates derived from secondary alcohols as alkylating agents.

Scandium(III) trifluoromethanesulfonate-catalyzed Friedel-Crafts alkylation of aromatic compounds with secondary alcohol methanesulfonates

Scandium(III) inflate was found to be an efficient catalyst for the Friedel-Crafts alkylation of aromatic compounds with methanesulfonates derived from secondary alcohols; the catalyst can be reused without a significant loss of activity.