76336-91-9

Upstream product

• 76336-90-8 6,8-di-tert-butyl-2-phenyl-2H-chromene 
• 96-76-4 2,4-di-tert-Butylphenol 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 76336-84-0 6,8-Di-t-butyl-3-iodoflavan 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 104-54-1 3-Phenylpropenol 
• 59895-54-4 trans-2-cinnamyl-4,6-di-tert-butylphenol 
• 75376-45-3 sodium salt of 2,4-di-tertbutylphenol 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 

Relevant academic research and scientific papers

Aluminium-containing mesoporous benzene-silicas with crystal-like pore wall structure

Mesoporous benzene-silicas with a high content of tetrahedral aluminium in the framework (Si/Al = 37 and 59) were successfully synthesized, as evidenced by X-ray diffraction, N2 sorption analyses, transmission electron microscopy and solid state 13C CP-MAS, 27Al and 29Si MAS NMR spectroscopy. These materials have well-ordered 2D hexagonal mesostructure with a molecular scale periodicity in the pore walls. The existence of the phenylene groups in the framework greatly enhances the hydrothermal stability of the aluminium-containing mesoporous benzene-silicas. The acidity of the mesoporous benzene-silicas arising from the incorporated aluminium was measured by the FT-IR spectra of pyridine adsorption measurements. The organic groups bridged in the mesoporous framework affect significantly the acidity of the resultant materials although most aluminium atoms are in tetrahedral coordination. These materials are catalytically active for alkylation of 2,4-di-tert-butylphenol with cinnamyl alcohol. The Royal Society of Chemistry 2005.

Mesoporous Aluminosilicate MCM-41 as a Convenient Acid Catalyst for Friedel-Crafts Alkylation of a Bulky Aromatic Compound with Cinnamyl Alcohol

Owing to its large molecular size, alkylation of 2,4-di-tert-butylphenol with cinnamyl alcohol does not take place using HY zeolite (pore opening 7.4 Angstroem) as catalyst even after controlled steaming treatment to increase its mesoporosity; by contrast, novel mesoporous aluminosilicate MCM-41 catalyses this reaction giving rise to 6,8-di-tert-butyl-2-phenyl-2,3-dihydrobenzopyran (arising from intramolecular cyclization of the primary cinnamylphenol) together with 4-tert-butylphenol and small amounts of 6-tert-butyl-2-phenyl-2,3-dihydrobenzopyran.

Selective synthesis of 6,8-di-t-butylated flavan over Zn-Al containing mesoporous silica catalysts

We demonstrate a much green synthesis method for highly selective synthesis of 6,8-di-t-butylated flavan (6,8-DTBF) by liquid phase alkylation of 2,4-di-t-butylphenol (2,4-DTBP) with cinnamyl alcohol (Cin-OH) over mesoporous Zn-Al-MCM-41 catalysts synthesized under direct basic hydrothermal method. The main alkylated product, 6,8-DTBF is importantly used as an intermediate in the manufacture of biosynthetic organic compounds. The recyclable mesoporous Zn-Al-MCM-41 catalysts have also been reused in this reaction to study their catalytic activities. The influences of various reaction parameters such as temperature, time, ratios of reactant (2,4-DTBP-to-Cin-OH) have been extensively investigated for the synthesis of 6,8-DTBF. In addition, dimethyl sulfoxide (DMSO) has also been used as a solvent in this catalytic reaction. The mesoporous Zn-Al-MCM-41(75) gives excellent catalytic activity with 6,8-DTBF selectivity (86.0%) and 2,4-DTBP conversion (63.1%), and these catalytic results have also compared with that obtained using other mesoporous and microporous catalysts. On the basis of catalytic activity obtained by using the all catalysts, the Zn-Al-MCM-41(75) catalyst is found to be a highly active, recyclable and eco-friendly heterogeneous catalyst in the liquid-phase alkylation of 2,4-DTBP. The Royal Society of Chemistry 2012.

Cubic Pm3n mesoporous aluminosilicates assembled from zeolite seeds as strong acidic catalysts

Cubic Pm3n mesoporous aluminosilicates isomorphous to SBA-1, with 3D interconnected pore structures, were assembled from Al-incorporating zeolite seeds at around pH 9 using cetyltriethylammonium bromide as a pore-directing agent. The resultant series of materials (termed Al-ZSBA-1) has the advantages of strong acidity from the zeolitic structure and good diffusivity of bulky reactants from the 3D interconnected mesopores. Al-ZSBA-1, with Al loading up to an Al/Si molar ratio of 0.057, still retains a cubic Pm3n structure and high surface area (ca. 600 m2 g-1). The acidities were stronger than the counter materials prepared using sodium silicate as the silica source (referred to as Al-SBA-1-alk). Moreover, all the Al(iii) ions in Al-ZSBA-1 retained their tetrahedral coordination after calcination at 823 K, while a portion of Al(iii) in Al-SBA-1-alk became octahedrally coordinated. When tested for the catalytic alkylation of 2,4-di-tert-butylphenol with cinnamyl alcohol, Al-ZSBA-1 gave higher flavan selectivities and yields in comparison to Al-SBA-1-alk, ZSM-5, and beta zeolites.

Gold(I)-catalysed one-pot synthesis of chromans using allylic alcohols and phenols

A gold(I)-catalysed reaction of allylic alcohols and phenols produces chromans regioselectively via a one-pot Friedel-Crafts allyl-ation/ intramolecular hydroalkoxylation sequence. The reaction is mild, practical and tolerant of a wide variety of substituents on the phenol.

Intramolecular excited-state interactions in phenol-styrene bicromophoric systems: A photochemical and photophysical study

The intramolecular excited state interaction between phenol and styrene in a series of trans-2-cinnamylphenols bearing electron-donating substituents at the phenolic ring has been directly observed as an exciplex emission in acetonitrile. The photochemica