56428-00-3

Usage

Appearance

White crystalline solid

Solubility

Insoluble in water, soluble in organic solvents

Uses

Chemical intermediate for dyes, pharmaceuticals, and flame retardants

Toxicity

Potential toxic effects on aquatic organisms, harmful if inhaled or swallowed

Safety

Handle and store with care, follow proper safety protocols when working with it

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 19277-54-4 p-chlorophenyldiazomethane 
• 14856-74-7 4-chlorobenzyltrimethylsilyl ether 
• 873-76-7 para-Chlorobenzyl alcohol 
• 16640-68-9 cyanomethylene triphenylphosphorane 
• 32102-77-5 phenyl(2,3,5,6-tetramethylphenyl)methane 
• 100-51-6 benzyl alcohol 
• 141-97-9 ethyl acetoacetate 
• 617-86-7 triethylsilane 
• 766-77-8 Dimethylphenylsilane 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 108-88-3 toluene 
• 76-05-1 trifluoroacetic acid 
• 96985-15-8 bis(p-chlorobenzyl) sulfite 

Downstream Products

• 106-43-4 para-chlorotoluene 
• 104-88-1 4-chlorobenzaldehyde 
• 873-76-7 para-Chlorobenzyl alcohol 
• 74-11-3 para-chlorobenzoic acid 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 23566-23-6 1,1’-[thiobis(methylene)]bis[4-chlorobenzene] 
• 1373875-33-2 5-methyl-2-( pyridin-2-yl)phenyl 4-chlorobenzoate 
• 10504-98-0 N-(4-chlorobenzyl)-p-toluenesulfonamide 

Relevant academic research and scientific papers

Method for synthesizing ether by catalyzing alcohol through trimethyl halosilane

The invention discloses a method for synthesizing ether by catalyzing alcohol through trimethyl halosilane. According to the method, under the conditions of air or nitrogen atmosphere, no solvent andno transition metal catalyst, an alcohol compound is directly used as a raw material, trimethyl halosilane is used as a catalyst, and symmetric or asymmetric ether is synthesized through one-step selective dehydration reaction. According to the method, the use of strong acid, strong base and organic primary halides with high toxicity, instability and higher price is avoided, the synthesis steps are shortened, the synthesis efficiency is improved, the reaction has good selectivity, and a target ether product can be obtained preferentially.

Breaking C-O Bonds with Uranium: Uranyl Complexes as Selective Catalysts in the Hydrosilylation of Aldehydes

We report herein the possibility to perform the hydrosilylation of carbonyls using actinide complexes as catalysts. While complexes of the uranyl ion [UO2]2+ have been poorly considered in catalysis, we show the potentialities of the Lewis acid [UO2(OTf)2] (1) in the catalytic hydrosilylation of a series of aldehydes. [UO2(OTf)2] proved to be a very active catalyst affording distinct reduction products depending on the nature of the reductant. With Et3SiH, a number of aliphatic and aromatic aldehydes are reduced into symmetric ethers, while iPr3SiH yielded silylated alcohols. Studies of the reaction mechanism led to the isolation of aldehyde/uranyl complexes, [UO2(OTf)2(4-Me2N-PhCHO)3], [UO2(μ-κ2-OTf)2(PhCHO)]n, and [UO2(μ-κ2-OTf)(κ1-OTf)(PhCHO)2]2, which have been fully characterized by NMR, IR, and single-crystal X-ray diffraction.

Aryl Boronic Acid Catalysed Dehydrative Substitution of Benzylic Alcohols for C?O Bond Formation

A combination of pentafluorophenylboronic acid and oxalic acid catalyses the dehydrative substitution of benzylic alcohols with a second alcohol to form new C?O bonds. This method has been applied to the intermolecular substitution of benzylic alcohols to form symmetrical ethers, intramolecular cyclisations of diols to form aryl-substituted tetrahydrofuran and tetrahydropyran derivatives, and intermolecular crossed-etherification reactions between two different alcohols. Mechanistic control experiments have identified a potential catalytic intermediate formed between the aryl boronic acid and oxalic acid.

An ether compound of green high-efficient synthetic method (by machine translation)

The invention discloses an ether compound of green high-efficient synthetic method, energy-saving environmental protection, comprising: mild reaction system, uses aldehyde, silane as the starting material, under the action of the silver salt in a price, for in solvent-free conditions, through reducing the - coupling - cheng mi reaction, realization of high efficiency alcohol of preparation. Synthesis method of the invention has the advantages of low dosage of catalyst, solvent-free, conversion and high yield, the reaction time is short, safe and stable, easy to operate, the product only distillation purification without any additional organic solvent, the whole range of green, environmental protection, high efficiency and the like, can overcome the defects of the prior art, it has very good industrial application value. (by machine translation)

Silver/NBS-Catalyzed Synthesis of α-Alkylated Aryl Ketones from Internal Alkynes and Benzyl Alcohols via Ether Intermediates

The silver hexafluoroantimonate/N-bromosuccinimide (NBS)-catalyzed synthesis of α-alkylated aryl ketones with a tertiary carbon center from internal alkynes and benzyl alcohols is reported. This reaction proceeds via the etherification of benzyl alcohols with an in situ generated benzyl bromide, formed by the reaction of benzyl alcohol with a catalytic amount of NBS and AgSbF6. Ag-catalyzed C-O cleavage of the ether leads to a tolyl radical, which undergoes addition to the alkyne, ultimately leading to the α-alkylated aryl ketone products.

Efficient carbon-supported heterogeneous molybdenum-dioxo catalyst for chemoselective reductive carbonyl coupling

Reductive coupling of various carbonyl compounds to the corresponding symmetric ethers with dimethylphenylsilane is reported using a carbon-supported dioxo-molybdenum catalyst. The catalyst is air- and moisture-stable and can be easily separated from the reaction mixture for recycling. In addition, the catalyst is chemoselective, thus enabling the synthesis of functionalized ethers without requiring sacrificial ligands or protecting groups.

Direct halogenation of alcohols with halosilanes under catalyst- and organic solvent-free reaction conditions

A chemoselective method for the direct halogenation of different types of alcohols with halosilanes under catalyst- and solvent-free reaction conditions (SFRC) is reported. Various primary, secondary and tertiary benzyl alcohols and tertiary alkyl alcohols were directly transformed to the corresponding benzyl and alkyl halides, respectively, using chlorotrimethylsilane (TMSCl) and bromotrimethylsilane (TMSBr).

Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid

The synthesis of thioethers starting from alcohols and thiols in the presence of amorphous solid acid catalysts is reported. A silica alumina catalyst with a very low content in alumina gave excellent results in terms of both activity and selectivity also under solvent-free conditions. The reaction rate follows the electron density of the carbinol atom in the substrate alcohol and yields up to 99% and can be obtained for a wide range of substrates under mild reaction conditions.

Synthesis of ethers from carbonyl compounds by reductive etherification catalyzed by iron(III) and silyl chloride

A simple iron- and silyl chloride catalyzed method for the preparation of symmetrical and nonsymmetrical ethers is presented. Various aldehydes and ketones were reductively etherified by using triethylsilane as a reducing agent in the presence of 2 mol% of iron(III) oxo acetate and 8 mol% of chloro(trimethyl)silane. The reactions can be carried out at ambient temperatures and pressures with ethyl acetate as the solvent.

Reductive coupling reaction of aldehydes using indium(III) triflate as the catalyst

A reductive coupling reaction was effectively developed to convert an aldehyde to its symmetrical ether. The successful reactions required Et 3SiH and CH2Cl2 as the suitable solvent in the presence of a catalytic amount of In(OTf)3. Various aldehydes were subjected to the method, and each afforded the expected ethers in good to excellent yields.