20443-99-6

Usage

Uses

Used in Organic Chemistry Research:
2,4-Dichlorobenzyl bromide is used as a reactive intermediate for facilitating various chemical reactions and syntheses. Its presence in the compound allows for the formation of new bonds and the creation of different chemical structures, which is essential in the development of new compounds and materials.
Used in Industrial Applications:
In the industrial sector, 2,4-Dichlorobenzyl bromide is employed as a key component in the production of certain chemicals and materials. Its unique structure and reactivity make it a valuable asset in the synthesis of complex molecules and the development of innovative products.
Used in Pharmaceutical Development:
2,4-Dichlorobenzyl bromide is used as a building block in the synthesis of pharmaceutical compounds. Its versatility in forming new bonds and structures enables the creation of potential drug candidates, contributing to the advancement of new treatments and therapies.
Used in Material Science:
In the field of material science, 2,4-Dichlorobenzyl bromide is utilized in the development of novel materials with specific properties. Its role in chemical synthesis allows for the creation of materials with tailored characteristics, such as improved strength, flexibility, or chemical resistance, which can be applied in various industries.

InChI:InChI=1/C7H5BrCl2/c8-4-5-1-2-6(9)3-7(5)10/h1-3H,4H2

Upstream product

• 95-73-8 2,4-dichlorotoluene 
• 1777-82-8 (2,4-dichlorophenyl)methanol 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 877468-98-9 2,4-dichloro-1-(methoxymethoxy)methyl benzene 
• 1058649-24-3 2,4-dichloro-1-[(ethoxymethoxy)methyl]benzene 
• 6574-98-7 2,4-dichlorobenzylnitrile 
• 50-84-0 2,4 dichlorobenzoic acid 
• 60211-56-5 2,4-dichlorobenzyl fluoride 

Downstream Products

• 125111-05-9 1-(2,4-dichlorobenzyl)-5-fluorouracil 
• 131468-93-4 1,3-Bis-(2,4-dichloro-benzyloxy)-2-methyl-3H-imidazol-1-ium; bromide 
• 130828-89-6 (2-(2,4-Dichloro-phenyl)-1-{[1-phenyl-meth-(E)-ylidene]-amino}-ethyl)-phosphonic acid diethyl ester 
• 131140-64-2 1-Amino-4-(2,4-dichloro-benzyl)-1H-[1,2,4]triazol-4-ium; bromide 
• 126355-49-5 1-(2,4-Dichloro-benzyloxy)-1H-imidazole 
• 131469-16-4 1-(2,4-Dichloro-benzyl)-3-ethoxy-3H-imidazol-1-ium; bromide 
• 126355-52-0 1-(2,4-Dichloro-benzyloxy)-2-methyl-1H-imidazole 
• 126355-58-6 1-(2,4-Dichloro-benzyloxy)-2-ethyl-1H-imidazole 
• 131469-18-6 3-Allyloxy-1-(2,4-dichloro-benzyl)-3H-imidazol-1-ium; bromide 
• 131468-96-7 1,3-Bis-(2,4-dichloro-benzyloxy)-2-ethyl-3H-imidazol-1-ium; bromide 
• 131469-05-1 1-(2,4-Dichloro-benzyl)-3-(2,2-dimethyl-propionyloxy)-3H-imidazol-1-ium; bromide 
• 131469-19-7 1-(2,4-Dichloro-benzyl)-3-phenethyloxy-3H-imidazol-1-ium; bromide 
• 131469-25-5 3-Benzyloxy-1-(2,4-dichloro-benzyl)-2-ethyl-3H-imidazol-1-ium; bromide 
• 138206-63-0 1-{(E)-1-[2-(2,4-Dichloro-benzyloxy)-phenyl]-2-methylsulfanyl-vinyl}-1H-imidazole 

Relevant academic research and scientific papers

Synthesis, Docking, and Biological activities of novel Metacetamol embedded [1,2,3]-triazole derivatives

ERα controls the breast tissue development and progression of breast cancer. In our search for novel compounds to target Estrogen Receptor Alpha Ligand-Binding Domain, we identified “N-(3-((1H-1,2,3-triazol-4-yl)methoxy)phenyl)acetamide” derivatives as lead compounds. The Docking studies indicated good docking score for Metacetamol derivatives when docked into the 1XP6. A series of metacetamol derivatives have been synthesized, characterized and evaluated for cytotoxicity, anti bacterial and anti oxidant activities. Among the tested twelve hybrid compounds, “7a, 7g, 7h and 7i” derivatives showed promising cytotoxicity with IC50 value of 50 value of 30 μM, whereas Compounds “7a, 7b, 7c, 7d, 7g, 7j, 7k and 7l” showed moderate anti bacterial activity with the MIC value of 300 μM.

PRMTI Type methyltransferase inhibition active compound as well as preparation and application thereof

The invention relates to a compound with PRMT I-type methyltransferase inhibition activity and preparation and application thereof, wherein the compound has the structure shown I. The compound of the formula I has a good inhibition effect on PRMT I-type m

tBuOK-Promoted Cyclization of Imines with Aryl Halides

A transition-metal-free indole synthesis using radical coupling of 2-halotoluenes and imines via the later-stage C-N bond construction was reported for the first time. It includes an aminyl radical generation by C-H cleaving addition of 2-halotoluenes to imines via the carbanion radical relay and an intramolecular coupling of aryl halides with aminyl radicals. One standard condition can be used for all halides including F, Cl, Br, and I. No extra oxidant or transition metal is required.

Continuous photochemical benzylic bromination using: In situ generated Br2: Process intensification towards optimal PMI and throughput

The detailed development of photochemical benzylic brominations using a NaBrO3/HBr bromine generator in continuous flow mode is reported. Optimization of the bromine generator enables highly efficient mass utilization by HBr recycling, coupled with fast interphase transfer within a microstructured photochemical reactor (405 nm LEDs). Intensification of the reaction system, including complete removal of organic solvent, allowed a reduction in PMI from 13.25 to just 4.33. The photochemical transformation achieved exceptionally high throughput, providing complete conversion in residence times as low as 15 s. The organic solvent-free preparation of two pharmaceutically relevant building blocks was demonstrated with outstanding mass efficiency, by monobromination (1.17 kg scale in 230 min, PMI = 3.08) or dibromination (15 g scale in 20 min, PMI = 3.64).

Nucleophilic Substitution of Aliphatic Fluorides via Pseudohalide Intermediates

A method for aliphatic fluoride functionalization with a variety of nucleophiles has been reported. Carbon–fluoride bond cleavage is thermodynamically driven by the use of silylated pseudohalides TMS-OMs or TMS-NTf2, resulting in the formation of TMS-F and a trapped aliphatic pseudohalide intermediate. The rate of fluoride/pseudohalide exchange and the stability of this intermediate are such that little rearrangement is observed for terminal fluoride positions in linear aliphatic fluorides. The ability to convert organofluoride positions into pseudohalide groups allows facile nucleophilic attack by a wide range of nucleophiles. The late introduction of the nucleophiles also allows for a wide range of functional-group tolerance in the coupling partners. Selective alkyl fluoride mesylation is observed in the presence of other alkyl halides, allowing for orthogonal synthetic strategies.

Technological method for preparing halogenated-3,4-dihydro-1H-2-naphthalenone

The invention relates to a technological preparation method of halogenated-3,4-dihydro-1H-2-naphthalenone as shown in a formula (I). (As shown in the description). According to the method disclosed by the invention, through a cheap raw material namely 2,4-dihalogeno-benzene carbonitrile, and an intermediate namely 2,4-dihalogeno-benzene acetic acid is synthesized, and through a reusable trifluoroacetic anhydride/acid system catalyst, a target product namely the halogenated-3,4-dihydro-1H-2-naphthalenone is synthesized. According to the method disclosed by the invention, a large quantity of catalysts such as aluminumtrichloride, and costly catalysts such as Rh, are not needed, and the reaction route can be shortened, so that a large quantity of reagents and time can be saved, and the industrial economic benefits can be greatly increased.

A mild and efficient method for bromination of alcohols using α,α-dibromo-β-dicarbonyl compounds as halogen sources

Exploration of α,α-dibromo-β-dicarbonyl compounds as novel bromine agents for the conversion of alcohols to alkyl bromides under neutral conditions has been achieved. This method can be used for acid-sensitive substrates and allows the bromination of various primary and secondary alcohols to proceed at room temperature within a very short period of time.

H3PW12O40-[bmim][FeCl4]: A novel and green catalyst-medium system for microwave-promoted selective interconversion of alkoxymethyl ethers into their corresponding nitriles, bromides and iodides

In the present work, the catalytic activity of 12-tungstophosphoric acid immobilized on [bmim][FeCl4] ionic liquid as a highly efficient and eco-friendly catalytic system for rapid and chemoselective direct conversion of MOM- or EOM-ethers into their corresponding nitriles, bromides and iodides under microwave irradiation is reported. In these reactions, the products are obtained in high yields. The catalyst exhibited remarkable reactivity and was reused several times.

Microwave-promoted, one-pot conversion of alkoxymethylated protected alcohols into their corresponding nitriles, bromides, and iodides using [bmim][InCl4] as a green catalyst

The Lewis acid room temperature ionic liquid, [bmim][InCl4], was found to be an efficient and green catalyst for the highly chemoselective and one-pot conversion of MOM- or EOM-ethers into their corresponding nitriles, bromides, and iodides under microwave irradiation. The procedures are simple, rapid, and high yielding. The catalyst exhibited a remarkable reactivity and is reusable.

An efficient synthesis of benzyl bromides from aromatic aldehydes using polymethylhydrosiloxane and (bromodimethyl)sulfonium bromide or N-bromosuccinimide

Polymethylhydrosiloxane (PMHS) in combination with (bromodimethyl)sulfonium bromide or NBS has been utilized for the first time for reductive bromination of aromatic aldehydes at room temperature to afford the corresponding benzyl bromides in excellent yields.