52375-87-8

Upstream product

• 5830-30-8 N,N-dimethylhexanamide 
• 2859-78-1 4-Bromoveratrole 
• 91-16-7 1,2-dimethoxybenzene 
• 142-62-1 hexanoic acid 
• 14246-15-2 trimethylsilyl hexanoate 
• 2051-49-2 n-hexanoic anhydride 
• 142-61-0 Hexanoyl chloride 

Downstream Products

• 101101-06-8 2-hexyl-4,5-dimethoxy-benzaldehyde 
• 2524-98-3 4-n-hexyl-catechol 
• 92369-19-2 4-hexyl-1,2-dimethoxy-benzene 

Relevant academic research and scientific papers

Preparation of Functionalized Diaryl- and Diheteroaryllanthanum Reagents by Fast Halogen–Lanthanum Exchange

Aryl and heteroaryl halides (X=Br, I) undergo a fast and convenient halogen–lanthanum exchange with nBu2LaMe, which leads to functionalized diaryl- and diheteroaryllanthanum derivatives. Subsequent trapping reactions with selected electrophiles, such as ketones, aldehydes, or amides, proceeded smoothly at ?50 °C in THF, affording polyfunctionalized alcohols and carbonyl derivatives. Kinetic competition experiments revealed a similar reactivity trend as for Br/Mg exchange, but 106-times higher rates, making it comparable to Br/Li exchange.

A template-free approach to nanotube-decorated polymer surfaces using 3,4-phenylenedioxythiophene (PhEDOT) monomers

In this work, novel 3,4-phenylenedioxythiophene (PhEDOT) monomers with alkyl, branched, and aromatic substituents were synthesized and tested for their efficacy at forming surfaces with unique wetting properties and surface morphology without the aid of surfactants. Monomers with a naphthalene substituent clearly showed the highest capacity to stabilize gas bubbles (O2 or H2) formed in solution during electrodeposition from trace water, resulting in the formation of nanotubes. Variation in the resulting density, diameter, and height of nanotubes was demonstrated by varying the electropolymerization protocol, conditions, or electrolyte used. The wetting induced by the nanotube formation results in the surfaces formed having both high contact angles with water (W) and strong adhesion, despite all polymers being intrinsically hydrophilic. This one-step and easily tunable approach to nanotube formation has potential to advance applications in membrane design, water transport and harvesting, as well as sensor design.

Conception, characterization and correlation of new marine odorants

Via a synthetic sequence consisting of PPA-mediated Friedel-Crafts acylation of veratrol (8), Clemmensen reduction, demethylation with TMSI, Williamson ether synthesis employing 3-chloro-2-(chloromethyl)prop-1-ene and in-situ ruthenium tetroxide oxidation, numerous substituted benzo[b][1,4]dioxepinones 15-27 and 2,3-dihydro-1H-5,9-di-oxacyclohepta[f]indenones 7, 13 and 14 were prepared to study their odor-structure correlation. In the course of these studies, we discovered the extremely powerful new marine odorant 7-(3′ -methylbutyl)benzo[b][1,4]dioxepin-3-one (16). On the basis of the measured odor threshold data, an olfactophore model was constructed that rationalizes the observed odor intensities, and indicates an aliphatic hydrophobe at a distance of 6.3 A from the centre of the aromatic-ring binding site. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

The catalytic Friedel-Crafts acylation reaction of aromatic compounds with carboxylic anhydrides using combined catalyst system of titanium(IV) chloride tris(trifluoromethanesulfonate) and trifluoromethanesulfonic acid

Various aromatic ketones are prepared in good to high yields with carboxylic anhydrides using combined catalyst system of TiCl(OTf)3 and TfOH.

The catalytic Friedel-Crafts acylation reaction starting from aromatic compounds and free carboxylic acids (or their trimethylsilyl esters) by promotion of silicon (IV) cationic species via mixed anhydrides

In the presence of active cationic species generated from silicon(IV) chloride and silver perchlorate, carboxylic acids or their trimethylsilyl esters react with p-trifluoromethylbenzoic anhydride to form corresponding mixed anhydrides in situ. Then the catalytic Friedel-Crafts acylation reaction between initially formed mixed anhydrides and coexisted aromatic compounds smoothly proceeds at room temperature to afford the corresponding aromatic ketones in high yields. The above two sequential reactions are effectively promoted by the active silicon(IV) catalyst under mild conditions.

An Efficient Catalytic Friedel-Crafts Acylation Reaction of Equimolar Amounts of Aromatic Compounds and Free Carboxylic Acids or Their Trimethylsilylesters via Mixes Anhydrides

In the presence of an active catalyst generated from SiCl4 and AgClO4, the Friedel-Crafts acylation reaction between equimolar amount of aromatic compounds and mixed anhydrides, formed in situ from free carboxylic acids (or their trimethylsilylesters) and p-trifluoromethylbenzoic anhydride, smoothly proceeds at room temperatureto afford the corresponding aromatic ketones in high yields.

A Novel Catalyst System, Antimony(V) Chloride-Lithium Perchlorate (SbCl5-LiClO4), in the Friedel-Crafts Acylation Reaction

A novel catalyst system consisting of antimony(V) chloride (SbCl5) and lithium perchlorate (LiClO4) effectively promotes the Friedel-Crafts acylation reaction of aromatic compounds with acid anhydrides.

The Catalytic Friedel-Crafts Acylation Reaction Using a Catalyst Generated from GaCl3 and a Silver Salt

In the presence of a catalyst generated from GaCl3 and a silver salt (AgClO4 or AgSbF6), the Friedel-Crafts acylation reaction of aromatic compounds such as anisole and veratrole with acid anhydrides smoothly proceeds to afford the corresponding aromatic ketones in high yields.

The catalytic Friedel-Crafts acylation reaction and the catalytic Beckmann rearrangement promoted by a Gallium(III) or an antimony(V) cationic species

The catalytic Friedel-Crafts acylation reaction and the catalytic Beckmann rearrangement are successfully carried out by using the active cationic species dichlorogallium(III) perchlorate and tetrachloroantimonium(V) hexafluoroantimonate(V), respectively, which were generated in situ from appropriate silver, gallium(III) or antimony(V) salts.

THE DIPHENYLBORYL HEXACHLOROANTIMONATE PROMOTED FRIEDEL-CRAFTS ACYLATION REACTION

In the presence of a catalytic amount of diphenylboryl hexachloroantimonate(Ph2BSbCl6), acid chlorides or acid anhydrides react smoothly with aromatic compounds such as anisole and veratrole to give the corresponding aromatic ketones in good yields under mild conditions.Diphenylboryl hexachloroantimonate also activates acyl enolates in the Friedel-Crafts acylation reaction to give the aromatic ketones in good yields under almost neutral conditions.