100058-36-4

Basic information

• Product Name: 3-p-tolyl-tetrahydrofuran
• Synonyms: 3-p-tolyl-tetrahydrofuran;3-(4-Ethylphenyl)-tetrahydrofuran
• CAS NO: 100058-36-4
• Molecular Formula: C₁₁H₁₄O
• Molecular Weight: 162.22826
• Mol File: 100058-36-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 65-66 °C
• Boiling Point: 102-105 °C(Press: 3 Torr)
• Appearance: /
• Density: 1.0156 g/cm3
• CAS DataBase Reference: 3-p-tolyl-tetrahydrofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 3-p-tolyl-tetrahydrofuran(100058-36-4)
• EPA Substance Registry System: 3-p-tolyl-tetrahydrofuran(100058-36-4)

Safety Data

• Hazardous Substances Data: 100058-36-4(Hazardous Substances Data)

Usage

General Description

3-p-tolyl-tetrahydrofuran is a chemical compound with the molecular formula C11H14O. It is a tetrahydrofuran derivative with a p-tolyl group attached to the third carbon of the tetrahydrofuran ring. Tetrahydrofuran is a cyclic ether, and the addition of a p-tolyl group introduces aromaticity to the compound. This chemical is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. It is also used as a solvent in organic reactions and as a starting material for the development of new compounds with potential biological activity. The 3-p-tolyl-tetrahydrofuran compound is important in organic synthesis and has applications in various industries.

Upstream product

• 1708-29-8 2,5-dihydrofuran 
• 29540-83-8 p-tolyl triflate 
• 1510865-64-1 N'-(dihydrofuran-3(2H)-ylidene)-4-methoxybenzene-sulfonohydrazide 
• 5720-05-8 4-methylphenylboronic acid 

Downstream Products

• 6090-01-3 3-(p-tolyl)-1-butanol 

Relevant articles and documents

Catalytic Regioselective Olefin Hydroarylation(alkenylation) by Sequential Carbonickelation-Hydride Transfer

Alkene hydrocarbofunctionalization represents one of the most important classes of chemical transformations, but related branched-selective examples with unactivated olefins are scarce. Here, we report that catalytic amounts of a dimeric Ni(I) complex and an exogenous alkoxide base promote Markovnikov-selective hydroarylation(alkenylation) of unactivated and activated olefins using organo bromides or triflates derived from widely available phenols and ketones. Products bearing aryl- and alkenyl-substituted tertiary and quaternary centers could be isolated in up to 95% yield and >99:1 regioisomeric ratios. Contrary to previous dual-catalytic methods that rely on metal-hydride atom transfer (MHAT) to the olefin prior to carbofunctionalization with a cocatalyst, our mechanistic evidence points toward a nonradical reaction pathway that begins with site-selective carbonickelation across the C═C bond followed by hydride transfer using alkoxide as the hydride source. Utility of the single-catalyst protocol is highlighted through the synthesis of medicinally relevant scaffolds.