147441-62-1

Usage

Chemical structure

1,3-Dioxolane, 2,2-dimethyl-4-phenyl-, (4S)-

Physical state

Colorless to pale yellow liquid

Odor

Sweet, floral

Usage

Insecticide and repellent

Target pests

Mosquitoes, flies, and other insects

Mode of action

Disrupts the insects' nervous system, leading to paralysis and eventual death

Application methods

Aerosol and spray formulations, candles, and mosquito coils

Safety concerns

Toxic to humans and pets if ingested or inhaled in large amounts

Precaution

Care should be taken when using to avoid exposure to high concentrations

Upstream product

• 93-56-1 phenylethane 1,2-diol 
• 67-64-1 acetone 
• 20780-53-4 (R)-Styrene oxide 
• 96-09-3 styrene oxide 
• 77-76-9 2,2-dimethoxy-propane 
• 16355-00-3 (R)-1-phenyl-1,2-ethanediol 
• 25779-13-9 (S)-1-phenyl-1,2-ethanediol 
• 100-42-5 styrene 

Relevant academic research and scientific papers

Carbohydrate/DBU Cocatalyzed Alkene Diboration: Mechanistic Insight Provides Enhanced Catalytic Efficiency and Substrate Scope

A mechanistic investigation of the carbohydrate/DBU cocatalyzed enantioselective diboration of alkenes is presented. These studies provide an understanding of the origin of stereoselectivity and also reveal a strategy for enhancing reactivity and broadening the substrate scope.

Scope and mechanism of the Pt-catalyzed enantioselective diboration of monosubstituted alkenes

The Pt-catalyzed enantioselective diboration of terminal alkenes can be accomplished in an enantioselective fashion in the presence of chiral phosphonite ligands. Optimal procedures and the substrate scope of this transformation are fully investigated. Reaction progress kinetic analysis and kinetic isotope effects suggest that the stereodefining step in the catalytic cycle is olefin migratory insertion into a Pt-B bond. Density functional theory analysis, combined with other experimental data, suggests that the insertion reaction positions platinum at the internal carbon of the substrate. A stereochemical model for this reaction is advanced that is in line both with these features and with the crystal structure of a Pt-ligand complex.

Pt-catalyzed enantioselective diboration of terminal alkenes with B 2(pin)2

(Chemical Equation Presented) The Pt-catalyzed enantioselective addition of bis(pinacolato)diboron to simple monosubstituted alkenes is described. This reaction occurs in the presence of a readily available chiral phosphonite ligand and is effective with a variety of terminal alkene substrates. Importantly, the reaction can operate with catalyst loadings of only 1 mol % Pt. While oxidation of the intermediate 1,2-bis(boronate) ester provides the chiral 1,2-diol as the reaction product, the intermediate may also be subjected to homologation/oxidation to furnish a chiral 1,4-diol as the reaction product.

ZrCl4 as an efficient catalyst for a novel one-pot protection/deprotection synthetic methodology

(Chemical Equation Presented) A catalytic quantity of ZrCl4 (20 mol %) was found to be an efficient catalyst for the one-pot esterification and deprotection of (5S,6R)-5,6-diacetoxyoct-7-enoic acid in good yields (44-62%) with a lactone formed as a minor byproduct. ZrCl4 (10-20 mol %) was also sufficient to deprotect 1,3-dioxalane, bis-TBDMS ethers, and diacetate functional groups in excellent yields of up to 93%. ZrCl4 (1-10 mol %) also promoted diol protection as the acetonide in 90% yield and acted as a trans-esterification catalyst for a range of esters.

Self-assembled nanoreactors as highly active catalysts in the hydrolytic kinetic resolution (HKR) of epoxides in water

CoIII(salen) complexes have been immobilized on amphiphilic block copolymers, which self-assemble in water to give micellar aggregates with a hydrophobic Co(salen) core and a water-soluble shell (see picture). These aggregates were used to catalyze the hydrolytic kinetic resolution (HKR) of racemic aromatic epoxides over four consecutive cycles and gave the epoxides in up to 99 % ee. H2salen = N,N′-bis(salicylidene)ethylenediamine. (Chemical Equation Presented).

Cu(OTf)2-catalyzed selective opening of aryl and vinyl epoxides with carbonyl compounds to give 1,3-dioxolanes

Copper(II) triflate catalyzes the ring-opening of aryl- and vinyl-substituted epoxides with various carbonyl compounds to furnish 1,3-dioxolanes under mild conditions. Alkyl- and alkoxycarbonyl-substituted epoxides remain unchanged under reaction conditio

ANALYTICAL ENANTIOMER SEPARATION OF ALIPHATIC DIOLS AS BORONATES AND ACETALS BY COMPLEXATION GAS CHROMATOGRAPHY

Cyclic boronates and acetals of mono- and dialkylsubstituted 1,2-, 2,3- 1,3-and 1,4-diols have been quantitatively separated into enantiomers by complexation gas chromatography utilizing optically active metal chelates.An efficient, precise and sensitive method for determining enantiomeric purities for volatile glycols is thus available.