101005-10-1

Upstream product

• 110-82-7 cyclohexane 
• 104-15-4 toluene-4-sulfonic acid 
• 98-95-3 nitrobenzene 
• 873-76-7 para-Chlorobenzyl alcohol 
• 71-36-3 butan-1-ol 
• 71-43-2 benzene 
• 26804-31-9 1-butoxydimethylsilane 
• 104-88-1 4-chlorobenzaldehyde 
• 622-95-7 4-chlorobenzyl bromide 
• 2372-45-4 sodium butanolate 
• 53951-33-0 4-chlorobenzaldehyde di-n-butyl acetal 

Downstream Products

• 27942-64-9 n-butyl 4-chlorobenzoate 

Relevant academic research and scientific papers

Direct synthesis of unsymmetrical ethers from alcohols catalyzed by titanium cation-exchanged montmorillonite

Titanium-exchanged montmorillonite (Ti4+-mont) was found to act as an efficient heterogeneous catalyst for the etherification of a wide range of alcohols under mild reaction conditions. Ti4+-mont was reusable with retention of high efficiency and applicable to scale-up reaction conditions. The Royal Society of Chemistry 2012.

Sulfated tungstate as hydroxyl group activator for preparation of benzyl, including p-methoxybenzyl ethers of alcohols and phenols

Sulfated tungstate was found to be an effective heterogeneous and reusable catalyst for hydroxy group activation–mediated preparation of benzylic ethers including p-methoxybenzylic ethers of a wide range of alcohols and phenols under mild reaction conditions.

Direct and efficient synthesis of unsymmetrical ethers from alcohols catalyzed by Fe(HSO4)3 under solvent-free conditions

Highly efficient Fe(HSO4)3 catalyzed etherification of primary, secondary and tertiary benzylic alcohols with primary and secondary aliphatic alcohols is reported. The reaction affords unsymmetrical benzyl ethers in good to excellent yields under solvent-free conditions.

Lewis acid-catalyzed reductive etherification of carbonyl compounds with alkoxyhydrosilanes

The TMSI-catalyzed reaction of aldehydes and ketones with alkoxydimethylsilanes gave unsymmetrical ethers in good to high yields. This reductive etherification is superior to the conventional method using two kinds of silicon reagents in terms of atom eff

Hypervalent (tert-butylperoxy)iodanes generate iodine-centered radicals at room temperature in solution: Oxidation and deprotection of benzyl and allyl ethers, and evidence for generation of α-oxy carbon radicals

1-(tert-Butylperoxy)-1,2-benziodoxol-3(1H)-one (1a) oxidizes benzyl and allyl ethers to the esters at room temperature in benzene or cyclohexane in the presence of alkali metal carbonates. Since this reaction is compatible with other protecting groups such as MOM, THP, and TBDMS ethers, and acetoxy groups, and because esters are readily hydrolyzed under basic conditions, this new method provides a convenient and effective alternative to the usual reductive deprotection. Oxidation with 1a occurs readily with C-H bonds activated by both enthalpic effects (benzylic, allylic, and propargylic C-H bonds) and/or polar effects (α-oxy C-H bonds), generating α-oxy carbon-centered radicals, which can be detected by nitroxyl radical trapping. Measurement of the relative rates of oxidation for a series of ring-substituted benzyl n-butyl ethers 2d and 2p-s indicated that electron-releasing groups such as p-MeO and p-Me groups increase the rate of oxidation, and Hammett correlation of the relative rate factors with the σ+ constants of substituents afforded the reaction constant ρ+ = -0.30. The large value of the isotope effect obtained for the oxidation of benzyl n-butyl ether 2d (k(H)/k(D) = 12-14) indicates that the rate-determining step of the reactions probably involves a high degree of benzylic C-H bond breaking. The effects of molecular dioxygen were examined, and the mechanism involving the intermediacy of the tert-butylperoxy acetal 5 and/or the hydroperoxy acetal 32 is proposed. Particularly noteworthy is the finding that (tert-butylperoxy)iodane 1a can generate the tert-butylperoxy radical and the iodine-centered radical 33a, even at room temperature in solution, via homolytic bond cleavage of the hypervalent iodine(III)-peroxy bond.

Substituents Effect on the Reaction of Aromatic Acetals Over Aluminium Phosphate and Aluminium Sulphate Catalyst

Aromatic acetals in the presence of aluminium phosphate (AP) catalyst at elevated temperatures yield the corresponding esters (b), ethers (c) and the parent aldehydes (d).These substrates over aluminium sulphate (AS) catalyst give only the esters (b) and aldehydes (d).The products distribution varies with temperature.Substituents in the ring also play a part in the reaction.

REARRANGEMENT OF SUBSTITUTED AROMATIC ACETALS CATALYSED BY γ-ALUMINA

Aromatic acetals over γ-alumina undergo rearrangement to give the corresponding esters (b) and ethers (c) in good yield.The product distribution varied unusually over the range of reaction temperatures.The effect of substituents has also been felt much in the study.Probable mechanisms have been suggested for the reaction.The catalyst has been characterized by various studies and the specific poisoning of the catalyst has been done with NH3, CO2 and H2S.