95241-35-3

Upstream product

• 558-30-5 2-methyl-1,2-epoxypropane 
• 65-85-0 benzoic acid 
• 558-43-0 2-Methyl-1,2-propanediol 
• 98-88-4 benzoyl chloride 
• 16721-45-2 triphenyl(phenylmethylene)phosphorane 
• 52129-02-9 2-phenyl-4,4-dimethyl-1,3-dioxolane 
• 120-50-3 isobutyl benzoate 

Downstream Products

• 10578-34-4 stearyl benzoate 

Relevant academic research and scientific papers

C-H oxygenation at tertiary carbon centers using iodine oxidant

An oxidation system in which iodic acid (HIO3) is used as an oxidant in the presence of N-hydroxyphthalimide (NHPI) permitted the selective hydroxylation of tertiary C-H bonds and the lactonization of carboxylic acids containing a tertiary carbon center. These reactions are operationally simple and proceed under metal-free conditions using commercially available reagents, thus offering an ideal tool for the efficient oxidation of C-H bonds at tertiary carbon centers.

Studies on DMDO-mediated benzylidene acetal oxidation

We have shown that dimethyldioxirane (DMDO) can be used to effect an oxidative partial deprotection of benzylidene acetals derived from both 1,2- and 1,3-diols to afford hydroxy benzoate products. A wide range of functional groups are tolerated, and good to excellent yields are usually observed. The reactions are easy to perform and produce little waste other than acetone.

Synthesis of 1,4-dioxa-2λ5-phosphorinanes by insertion of triphenylalkylidenephosphoranes into the peroxide bond of 1,2-dioxetanes: Thermolysis, hydrolysis, and wittig olefination

The reaction of the methyl-substituted 1,2-dioxetanes 1-3 with triphenylalkylidenephosphoranes 4-7 was investigated. By nucleophilic attack of the negatively charged phosphorane carbon atom at the peroxide bond of the 1,2-dioxetanes, the dipolar phosphoni

Organotin-Mediated Monoacylation of Diols with Reversed Chemoselectivity: A Convenient Synthetic Method

The organotin-mediated monoesterification of unsymmetrical diols with reversed chemoselectivity has been explored to ascertain scope and limits of the method and to provide an easy and convenient synthetic procedure.The reaction has been performed on a set of substituted diols with some acylating agents usually employed as protecting groups.Two different procedures have been devised to obtain either the desired diol monoesters directly or the corresponding trialkylsilyl ethers as protected derivatives.The latter provides a convenient approach to the preparation of easily interconvertible diol monoesters.Also, the reaction has been optimized as a one-pot procedure, avoiding the isolation and purification of the stannylated intermediates.The reversed monoesterification method has been successfully applied to 1,2-, 1,3-, and 1,4-diols of primary-secondary, primary-tertiary, and secondary-tertiary types and to ether functions containing 1,2-diols.Within its limits, the described method represents the first direct one-pot monoesterification of diols at the most substituted site, allowing some remarkable achievements as (a) an almost regiospecific reversed monobenzoylation of some 1,2-diols, (b) the selective acylation of the tertiary hydroxyl of a primary-tertiary diol, and (c) a highly selective preparation of secondary pivalate of primary-secondary diols.

Alcoholysis of Aromatic Carboxylic Esters

The alcoholysis of various esters of aromatic carboxylic esters with octadecanol in the presence of lead stearate was investigated by chromatographic analysis of the reaction mixtures.The reactivity of the esters was found to be strongly affected by the substitution pattern of the aromatic nucleus as well as by the structure of the alkoxy group.Electron donating substituents in a suitable position lead to a remarkable increase in reactivity compared to the unsubstituted alkyl esters. - Keywords: Mono and polycarboxylic esters; Metal salt catalysis; Kinetics; Chromatographic analysis