68355-79-3

Usage

Structure

Benzene derivative with a bromine atom and a fluorobenzyl group attached to the benzene ring

Applications

a. Organic synthesis
b. Pharmaceutical research
c. Building block for biologically active molecules and pharmaceuticals
d. Intermediate in the production of agrochemicals, dyes, and fine chemicals

Potential applications

a. Materials science
b. Synthesis of functionalized benzene derivatives

Functional groups

Bromine atom, fluorine atom, benzene ring, and benzyl group

Physical state

Likely a solid or liquid at room temperature (depending on the specific conditions)

Reactivity

Can undergo various chemical reactions due to the presence of the bromine and fluorine atoms

Solubility

Soluble in organic solvents such as dichloromethane, ethyl acetate, and acetone

Stability

Stable under normal conditions, but sensitive to heat, light, and moisture

Hazards

Potential irritant, toxic if ingested, and harmful if inhaled or absorbed through the skin

Upstream product

• 573-46-6 (2-bromophenyl)(4-fluorophenyl)methanone 
• 59142-67-5 (2-bromophenyl)(4-fluorophenyl)methanol 
• 6630-33-7 ortho-bromobenzaldehyde 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 108-86-1 bromobenzene 
• 459-56-3 4-fluorobenzylic alcohol 
• 462-06-6 fluorobenzene 
• 18982-54-2 o-bromobenzyl alcohol 

Downstream Products

• 1379674-57-3 1-ethynyl-2-(4-fluorobenzyl) benzene 
• 85662-85-7 3-(4-fluorophenyl)-2,3-dihydro-1H-indene-1-one 
• 1379674-98-2 C₁₈H₁₉FSi 
• 632335-04-7 6-(4′-fluorophenyl)phenanthridine 
• 343-40-8 3-fluoro-9H-fluorene 

Relevant academic research and scientific papers

Diarylmethane synthesis through Re2O7-catalyzed bimolecular dehydrative Friedel-Crafts reactions

This manuscript describes the application of Re2O7 to the syntheses of diarylmethanes from benzylic alcohols through solvolysis followed by Friedel-Crafts alkylation. The reactions are characterized by broad substrate scope, low catalyst loadings, high chemical yields, and minimal waste generation. The intermediate perrhenate esters are superior leaving groups to chlorides and bromides in these reactions. The polarity and water sequestering capacity of hexafluoroisopropyl alcohol are critical to the success of these processes. Re2O7 is a precatalyst for HOReO3, which serves as a less costly and easily handled promoter for these reactions. Oxorhenium catalysts selectively activate alcohols in the presence of similarly substituted acetates, indicating a unique chemoselectivity and mechanism in comparison to Br?nsted acid catalysis.

Efficient palladium-catalyzed C(sp2)-H activation towards the synthesis of fluorenes

A facile protocol for the synthesis of fluorene derivatives has been developed through palladium-catalyzed cyclization of 2′-halo-diarylmethanes via activation of arylic C-H bonds. The reactions occurred smoothly and allowed both electron-rich and electron-deficient substrates to convert into their corresponding fluorenes in good to excellent yields. Studies revealed that this Pd-catalyzed cyclization was also available for the substrates of 2′-chloro-diarylmethanes and no catalyst poisoning occurred for 2′-iodo-diphenylmethane.

Bismuth-catalyzed synthesis of anthracenes via cycloisomerization of o-alkynyldiarylmethane

In this study, anthracenes were efficiently synthesized from o-alkynyldiarylmethane using a novel method that exploits the synergistic effect between Bi(OTf)3 as the catalyst, and trifluoroacetic acid (TFA). Through this reaction, we achieved the rapid and efficient synthesis of anthracenes bearing various functional groups under mild conditions.

Flexible and practical synthesis of anthracenes through gold-catalyzed cyclization of o -alkynyldiarylmethanes

A concise gold-catalyzed method for the preparation of anthracenes from o-alkynyldiarylmethanes has been developed. Under mild reaction conditions, versatile anthracene derivatives were formed in moderate to good yields. The high flexibility, broad substrate scope, and mild nature of this reaction render it a viable alternative for the synthesis of anthracenes.

Gold-catalyzed oxidative cyclizations of cis-3-En-1-ynes to form cyclopentenone derivatives

Golden tendencies: The title reaction for synthesizing cyclopentenone derivatives utilizes a gold complex and 8-methylquinoline oxide as the catalyst system (see scheme; IPr=1,3-bis(diisopropylphenyl)imidazol-2-ylidene). Such products are not attainable using diazocarbonyl reagents, as the gold carbenoids tend to react with C-H bonds. Copyright