63064-32-4

Basic information

• Product Name: 2-(1-methylcyclopropyl)ethyl 4-methylbenzenesulfonate
• CAS NO: 63064-32-4
• Molecular Formula: C₁₃H₁₈O₃S
• Molecular Weight: 254.3452
• Mol File: 63064-32-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 364.1°C at 760 mmHg
• Flash Point: 174°C
• Density: 1.166g/cm³
• Vapor Pressure: 3.62E-05mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: 2-(1-methylcyclopropyl)ethyl 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-methylcyclopropyl)ethyl 4-methylbenzenesulfonate(63064-32-4)
• EPA Substance Registry System: 2-(1-methylcyclopropyl)ethyl 4-methylbenzenesulfonate(63064-32-4)

Safety Data

• Hazardous Substances Data: 63064-32-4(Hazardous Substances Data)

Usage

Structure

A benzene ring with a sulfonate group (SO3-) attached to it, and a methyl group (CH3) on the benzene ring. The sulfonate group is connected to an ethyl chain (CH2-CH3), which is attached to a cyclopropyl group (C3H5).

Derivative

4-methylbenzenesulfonic acid

Usage

Intermediate in the synthesis of pharmaceuticals and agrochemicals, building block in organic chemistry, and production of specialty chemicals.

Potential applications

Medicine, agriculture, and chemical research.

Upstream product

• 19687-04-8 2-(1-methylcyclopropyl)ethanol 
• 98-59-9 p-toluenesulfonyl chloride 
• 781-03-3 isopentenyl tosylate 

Relevant articles and documents

Nickel Nanoparticle Catalyzed Mono- and Di-Reductions of gem-Dibromocyclopropanes Under Mild, Aqueous Micellar Conditions

Mild mono- and di-hydrodehalogenative reductions of gem-dibromocyclopropanes are described, providing an easy and green approach towards the synthesis of cyclopropanes. The methodology utilizes 0.5–5 mol % TMPhen-nickel as the catalyst, which, when activated with a hydride source such as sodium borohydride, cleanly and selectively dehalogenates dibromocyclopropanes. Double reduction proceeds in a single operation at temperatures between 20–45 °C and at atmospheric pressure in an aqueous designer surfactant medium. At lower loading and either in the absence of ligand or in the presence of 2,2′-bipyridine, this new technology can also be used to gain access to not only monobrominated cyclopropanes, interesting building blocks for further use in synthesis, but also mono- or di-deuterated analogues. Taken together, this base-metal-catalyzed process provides access to cyclopropyl-containing products and is achieved under environmentally responsible conditions.

Catalytic 1,3-Difunctionalization via Oxidative C-C Bond Activation

Electronegative substituents arrayed in 1,3-relationships along saturated carbon frameworks can exert strong influence over molecular conformation due to dipole minimization effects. Simple and general methods for incorporation of such functional group relationships could thus provide a valuable tool for modulating molecular shape. Here, we describe a general strategy for the 1,3-oxidation of cyclopropanes using aryl iodine(I-III) catalysis, with emphasis on 1,3-difluorination reactions. These reactions make use of practical, commercially available reagents and can engage a variety of substituted cyclopropane substrates. Analysis of crystal and solution structures of several of the products reveal the consistent effect of 1,3-difluorides in dictating molecular conformation. The generality of the 1,3-oxidation strategy is demonstrated through the catalytic oxidative ring-opening of cyclopropanes for the synthesis of 1,3-fluoroacetoxylated products, 1,3-diols, 1,3-amino alcohols, and 1,3-diamines.