791823-82-0

Basic information

• Product Name: 2-[(Z)-2-(4-methylphenyl)ethenyl]tetrahydrofuran
• Synonyms: 2-[(Z)-2-(4-methylphenyl)ethenyl]tetrahydrofuran
• CAS NO: 791823-82-0
• Molecular Weight: 188.269
• Mol File: 791823-82-0.mol

Chemical Properties

• CAS DataBase Reference: 2-[(Z)-2-(4-methylphenyl)ethenyl]tetrahydrofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(Z)-2-(4-methylphenyl)ethenyl]tetrahydrofuran(791823-82-0)
• EPA Substance Registry System: 2-[(Z)-2-(4-methylphenyl)ethenyl]tetrahydrofuran(791823-82-0)

Safety Data

• Hazardous Substances Data: 791823-82-0(Hazardous Substances Data)

Upstream product

• 624-31-7 4-tolyl iodide 
• 109-99-9 tetrahydrofuran 
• 2227-58-9 3-(4-methylphenyl)prop-2-ynoic acid 
• 766-97-2 4-n-methylphenylacetylene 

Relevant articles and documents

Dirhodium caprolactamate catalyzed alkoxyalkylation of terminal alkynes

Dirhodium caprolactamate [Rh2(cap)4] effectively catalyzes alkoxyalkylation of terminal alkynes in the presence of tert-butyl hydroperoxide (TBHP) under mild conditions. Georg Thieme Verlag Stuttgart New York.

Direct, Site-Selective and Redox-Neutral α-C?H Bond Functionalization of Tetrahydrofurans via Quantum Dots Photocatalysis

As one of the most ubiquitous bulk reagents available, the intrinsic chemical inertness of tetrahydrofuran (THF) makes direct and site-selective C(sp3)?H bond activation difficult, especially under redox neutral condition. Here, we demonstrate that semiconductor quantum dots (QDs) can activate α-C?H bond of THF via forming QDs/THF conjugates. Under visible light irradiation, the resultant alkoxyalkyl radical directly engages in radical cross-coupling with α-amino radical from amino C?H bonds or radical addition with alkene or phenylacetylene, respectively. In contrast to stoichiometric oxidant or hydrogen atom transfer reagents required in previous studies, the scalable benchtop approach can execute α-C?H bond activation of THF only by a QD photocatalyst under redox-neutral condition, thus providing a broad of value added chemicals starting from bulk THFs reagent.

Photoredox Oxo-C(sp3)-H Bond Functionalization via in Situ Cu(I)-Acetylide Catalysis

A unified strategy for the synthesis of 2-vinyl heterocycles is reported. With visible light irradiation, simple and cheap CuCl is able to functionalize a terminal alkyne, giving Cu(I)-acetylide in situ. Unlike the case of noble metals or organic dye photocatalysts, this critical Cu(I)-acetylide not only activates the C-H bond of terminal alkynes but also serves as a photocatalyst to achieve varieties of 2-vinyl heterocycles in good to excellent yields, even for large scale and late-stage functionalization of natural product.

NiCl2-catalyzed radical cross decarboxylative coupling between arylpropiolic acids and cyclic ethers

A direct alkenylation of cyclic ethers via radical cross decarboxylative coupling process catalyzed by NiCl2 and using DTBP as radical initiator and oxidant was developed. A variety of arylpropiolic acids and cyclic ethers were transformed into the corresponding 2-arylvinyl cyclic ethers in moderate to excellent yields. Mechanistic experiments were conducted to determine the nature of the reaction intermediates, and a plausible reaction mechanism involving NiCl2-promoted radical process was proposed.

Peroxide-Free Co(OAc)2-Catalyzed Radical Addition of sp3 C-H Bonds to Alkynes

Cobalt-catalyzed radical addition of C-H bonds adjacent to an oxygen atom towards alkynes is described. The reaction proceeded at 60 °C without using additional radical initiators, and leads to 2-vinyl ether derivatives in good yields.

Cobalt-catalyzed direct C-C bond formation between tetrahydrofuran and alkynes

We aimed to describe an efficient CoCl2-catalyzed direct C-C bond formation of tetrahydrofuran (THF) with various alkynes in the presence of tert-butyl hydroperoxide and catalytic amount of acid to obtain vinyl-substituted THFs. Mono- and di-su

Copper-catalyzed hydroalkylation of alkynes: Addition of sp3 C-H bonds across carbon-carbon triple bonds

The regioselective copper-catalyzed addition of sp3 C-H bonds adjacent to an oxygen atom to various alkynes has been accomplished under mild reactions conditions in the presence of tertbutyl hydroperoxide to give the corresponding alkenylated p