147441-62-1

Basic information

• Product Name: 1,3-Dioxolane, 2,2-dimethyl-4-phenyl-, (4S)-
• CAS NO: 147441-62-1
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Mol File: 147441-62-1.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1,3-Dioxolane, 2,2-dimethyl-4-phenyl-, (4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxolane, 2,2-dimethyl-4-phenyl-, (4S)-(147441-62-1)
• EPA Substance Registry System: 1,3-Dioxolane, 2,2-dimethyl-4-phenyl-, (4S)-(147441-62-1)

Safety Data

• Hazardous Substances Data: 147441-62-1(Hazardous Substances Data)

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 
• 100-42-5 styrene 
• 25779-13-9 (S)-1-phenyl-1,2-ethanediol 
• 16355-00-3 (R)-1-phenyl-1,2-ethanediol 

Relevant articles and documents

Direct and stereoselective preparation of optically active 1,3-dioxolanes from the corresponding chiral styrene oxides

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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.