832744-28-2

Usage

Chemical structure

Contains a benzene ring with a bromine atom at the 1 position, and a 4-[(4-chlorophenyl)ethynyl] group attached to the benzene ring.

Molecular weight

Approximately 285.6 g/mol

Appearance

Typically a colorless to pale yellow solid or liquid

Solubility

Soluble in organic solvents such as dichloromethane, acetone, and ethanol

Boiling point

The exact boiling point is not provided, but it is expected to have a high boiling point due to its molecular weight and structure

Melting point

The exact melting point is not provided, but it is expected to have a relatively low melting point due to its planar structure

Reactivity

Versatile reactivity, allowing for various chemical transformations

Applications

Commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and organic compounds

Building block

Known for its potential as a building block in the field of organic chemistry

Reagent

Valuable reagent for the synthesis of various functional molecules

Stability

Stable and easily handled in laboratory settings

Safety

As with any chemical, proper safety precautions should be taken when handling 1-Bromo-4-[(4-chlorophenyl)ethynyl]benzene, including the use of gloves, eye protection, and a well-ventilated workspace.

Upstream product

• 25294-65-9 3-(4-bromophenyl)-2-propynoic acid 
• 2751-25-9 p-chlorophenylsulfonyl hydrazide 
• 766-96-1 4-bromo-1-ethynylbenzene 
• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 873-73-4 4-n-chlorophenylacetylene 
• 589-21-9 (4-bromophenyl)hydrazine 
• 104-88-1 4-chlorobenzaldehyde 
• 589-17-3 p-bromobenzyl chloride 
• 589-15-1 1-bromomethyl-4-bromobenzene 
• 91110-68-8 1-bromo-4-((phenylsulfonyl)methyl)benzene 

Relevant academic research and scientific papers

Palladium-Catalyzed Decarboxylative Coupling Reactions of Propiolic Acid Derivatives and Arylsulfonyl Hydrazide

Arylsulfonyl hydrazides were employed as coupling partners for the decarboxylative coupling reaction of propiolic acid derivatives. When the reaction was conducted using Pd(TFA) 2 (1.0 mol%), dppp (1.0 mol%), and Cu(OAc) 2 (2.4 equiv

Palladium-Catalyzed Desulfitative Cross-Coupling of Arylsulfonyl Hydrazides with Terminal Alkynes: A General Approach toward Functionalized Internal Alkynes

A palladium-catalyzed Sonogashira-type coupling between arylsulfonyl hydrazides and terminal alkynes via Ar(C)-S bond cleavage is disclosed, which enables the general synthesis of functionalized internal alkynes, especially the Br-substituted ones, in good to excellent yields under acid- and base-free conditions.

Palladium-catalyzed aerobic oxidative cross-coupling of arylhydrazines with terminal alkynes

The palladium-catalyzed Sonogashira-type aerobic oxidative coupling of arylhydrazines with terminal alkynes via C-N bond cleavage has been developed; internal alkynes were afforded with a broad substrate scope. This reaction proceeds under copper- and base-free conditions with molecular oxygen as the sole oxidant and nitrogen and water as the only by-products.

Organocatalytic synthesis of alkynes

Carbon-carbon triple bonds of alkynes are ubiquitous. They serve as valuable starting materials that can be transformed into a vast array of diverse materials, with applications ranging from medicinal chemistry to electronic materials. The methods used to prepare alkynes involve stoichiometric reactions and the most popular install only a single carbon rather than uniting larger fragments. These methods are useful, but they are limited by harsh conditions or the need to prepare reagents. Introduced herein is the first catalytic method to prepare carbon-carbon triple bonds from precursors that do not contain such linkages. By coupling benzaldehyde and benzyl chloride derivatives under basic conditions with an organocatalyst, good yields of alkynes are obtained. The catalyst, a highly reactive sulfenate anion, is readily generated under the reaction conditions from air-stable precursors. This method represents an attractive organocatalytic alternative to well-established stoichiometric approaches to alkynes and to transition-metal-based alkyne functionalization methods in various applications.

METHOD FOR PREPARING PARA-PHENYL ALKYNYL BENZALDEHYDES

The present invention is related to a new synthesis for preparing para-phenyl alkynyl benzaldehyde of general formula (I). The compounds of formula (I) are useful building blocks, in particular in the synthesis of electrically conducting polymers. R is selected from the group consisting of C1-C12-alkyl, C1-C12-alkyl aryl, C1-C12-alkyl heteroaryl, C2-C12-alkenyl, C2-C12-alkenyl aryl, C2-C12-alkenyl heteroaryl, C2-C12--alkynyl, C2-C12-alkynyl aryl, C2-C12-alkynyl heteroaryl, C3-C8-cycloalkylC1-C12--alkyl-C3-C8-cycloalkyl, C1-C12-alkoxy, aryl, heteroaryl, halides.

Double elimination protocol for convenient synthesis of dihalodiphenylacetylenes: Versatile building blocks for tailor-made phenylene-ethynylenes

Dihalodiphenylacetylenes are conveniently synthesized by a double elimination reaction of β-substituted sulfones which are readily obtained from halogen-substituted benzyl sulfone and benzaldehyde derivatives. Halogens can be incorporated at any desired positions in the diphenylacetylene skeleton simply by choosing the substitution position of the halogen on the aromatic rings of the starting compounds. The diphenylacetylenes with different halogen substituents thus obtained undergo sequential carbon-carbon bond formations due to the different reactivities of the halogens. Thus, various moieties can be incorporated on the diphenylacetylene skeleton at whichever positions so that a variety of tailor-made phenylene-ethynylenes with regulated structure and composition could be designed.