107796-29-2

Usage

InChI:InChI=1/C10H12O2/c1-2-4-9(5-3-1)10-6-7-11-8-12-10/h1-5,10H,6-8H2/t10-/m1/s1

Upstream product

• 50-00-0 formaldehyd 
• 103548-16-9 (R)-3-phenyl-1,3-dihydroxypropane 
• 100-42-5 styrene 
• 110-88-3 1,3,5-Trioxan 
• 772-00-9 4-phenyl-1,3-dioxane 

Downstream Products

• 103548-16-9 (R)-3-phenyl-1,3-dihydroxypropane 

Relevant academic research and scientific papers

Immobilization of 3,5-dimethylphenyl carbamate of cellulose and amylose on silica by photochemical and thermal radical processes

The immobilization of cellulose 3,5-dimethylphenyl carbamate and amylose 3,5-dimethylphenyl carbamate on silica gel carrier was achieved by using photochemical and thermal processes. Both approaches provide an easy access to materials which were applied as chiral stationary phases (CSPs) for the chromatographic resolution of racemic molecules. The influence of parameters such as irradiation time and solvent on immobilization effectiveness was investigated. For the thermal processes, azo-bis-isobutyrontrile and di-tert-butyl peroxide were evaluated as radical initiators. The influence of parameters such as amount of radical initiator, solvent, temperature, and further handling operations on the immobilization rate was examined. The chiral recognition ability and the overall performance of the prepared immobilized phases were evaluated by injection of a series of racemic compounds onto packed HPLC columns. As there is almost no limitation of organic solvent types that can be used as mobile phases with the immobilized CSPs, they can be applied under chromatographic conditions which are prohibited with the corresponding non-bonded CSPs. This extended applicability considerably broadens the options for improving enantioselectivity and resolving chiral compounds which are not or only poorly soluble in the conventional mobile phases.

The Catalytic Asymmetric Intermolecular Prins Reaction

Despite their significant potential, catalytic asymmetric reactions of olefins with formaldehyde are rare and metal-free approaches have not been previously disclosed. Here we describe an enantioselective intermolecular Prins reaction of styrenes and paraformaldehyde to form 1,3-dioxanes, using confined imino-imidodiphosphate (iIDP) Br?nsted acid catalysts. Isotope labeling experiments and computations suggest a concerted, highly asynchronous addition of an acid-activated formaldehyde oligomer to the olefin. The enantioenriched 1,3-dioxanes can be transformed into the corresponding optically active 1,3-diols, which are valuable synthetic building blocks.

THERMALLY IMMOBILIZED POLYSACCHARIDE DERIVATIVES

The invention essentially relates to thermally crosslinked polysaccharide derivatives which contained no polymerizable functional groups prior to crosslinking and which are used in particular as support materials for the chromatographic separation of enantiomers. The present invention relates to thermally crosslinked polysaccharide derivatives in which the OH groups, as OR groups, have been esterified or converted into a carbamate (urethane), or mixtures of these, with the proviso that the OR groups contained no polymerizable double bonds prior to crosslinking. The thermally crosslinked polysaccharides according to the invention in conditioned form can also be used as pure polymers for the chromatographic separation of enantiomers.