79623-15-7

Basic information

• Product Name: 2-(4-methoxyphenyl)-tetrahydrofuran
• Synonyms: 2-(4-methoxyphenyl)-tetrahydrofuran;Tetrahydro-2-(4-methoxyphenyl)furan
• CAS NO: 79623-15-7
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.22766
• Mol File: 79623-15-7.mol
• Article Data: 35

Chemical Properties

• Melting Point: 61-63 °C
• Boiling Point: 140 °C(Press: 0.2 Torr)
• Appearance: /
• Density: 1.061±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-(4-methoxyphenyl)-tetrahydrofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxyphenyl)-tetrahydrofuran(79623-15-7)
• EPA Substance Registry System: 2-(4-methoxyphenyl)-tetrahydrofuran(79623-15-7)

Safety Data

• Hazardous Substances Data: 79623-15-7(Hazardous Substances Data)

Usage

Description

2-(4-methoxyphenyl)-tetrahydrofuran is a chemical compound that features a tetrahydrofuran ring with a methoxyphenyl group attached to the second carbon atom. It is recognized for its versatility in chemical synthesis and its potential applications in medicinal chemistry due to its aromatic ring with a methoxy substituent, which allows for interactions with biological targets.

Uses

Used in Pharmaceutical Synthesis:
2-(4-methoxyphenyl)-tetrahydrofuran serves as a valuable building block in the creation of various pharmaceuticals and organic compounds. Its unique structure contributes to the development of new medications and therapeutic agents.
Used as a Solvent in Organic Reactions:
This chemical compound is utilized as a solvent for organic reactions, providing a medium that facilitates the progress of chemical processes and reactions, which is essential in the synthesis of complex organic molecules.
Used as a Reagent in Chemical Processes:
2-(4-methoxyphenyl)-tetrahydrofuran also functions as a reagent in a variety of chemical processes, playing a crucial role in the transformation and formation of desired products in the chemical industry.
Used in Medicinal Chemistry:
Due to its aromatic ring with a methoxy substituent, 2-(4-methoxyphenyl)-tetrahydrofuran holds promise in medicinal chemistry for its ability to engage with biological targets, potentially leading to the discovery of new drugs and treatments.

Upstream product

• 15118-67-9 ethyl 3-(4-methoxybenzoyl)-propionate 
• 109-99-9 tetrahydrofuran 
• 5720-07-0 4-methoxyphenylboronic acid 
• 120346-80-7 tetrahydro-2-(phenylsulphonyl)furan 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 24165-60-4 1-(4-methoxyphenyl)but-3-en-1-ol 
• 1191-99-7 2,3-dihydro-2H-furan 
• 66107-29-7 4-methoxyphenyl triflate 
• 696-62-8 para-iodoanisole 
• 110615-35-5 (2-tetrahydrofuranyl)tri-n-butylstannane 
• 1708-29-8 2,5-dihydrofuran 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 5023-67-6 4-methoxybenzyl phenyl sulfide 
• 2746-25-0 p-Methoxybenzyl bromide 

Downstream Products

• 1380436-41-8 (S)-2-(4’-methoxyphenyl)tetrahydrofuran 

Relevant articles and documents

An Intramolecular Iodine-Catalyzed C(sp3)?H Oxidation as a Versatile Tool for the Synthesis of Tetrahydrofurans

The formation of ubiquitous occurring tetrahydrofuran patterns has been extensively investigated in the 1960s as it was one of the first examples of a non-directed remote C?H activation. These approaches suffer from the use of toxic transition metals in overstoichiometric amounts. An attractive metal-free solution for transforming carbon-hydrogen bonds into carbon-oxygen bonds lies in applying economically and ecologically favorable iodine reagents. The presented method involves an intertwined catalytic cycle of a radical chain reaction and an iodine(I/III) redox couple by selectively activating a remote C(sp3)?H bond under visible-light irradiation. The reaction proceeds under mild reaction conditions, is operationally simple and tolerates many functional groups giving fast and easy access to different substituted tetrahydrofurans.

Aryl Boronic Acid Catalysed Dehydrative Substitution of Benzylic Alcohols for C?O Bond Formation

A combination of pentafluorophenylboronic acid and oxalic acid catalyses the dehydrative substitution of benzylic alcohols with a second alcohol to form new C?O bonds. This method has been applied to the intermolecular substitution of benzylic alcohols to form symmetrical ethers, intramolecular cyclisations of diols to form aryl-substituted tetrahydrofuran and tetrahydropyran derivatives, and intermolecular crossed-etherification reactions between two different alcohols. Mechanistic control experiments have identified a potential catalytic intermediate formed between the aryl boronic acid and oxalic acid.

The Combination of Benzaldehyde and Nickel-Catalyzed Photoredox C(sp3)?H Alkylation/Arylation

Herein we report a highly selective photoredox C(sp3)?H alkylation/arylation of ethers through the combination of a photo-organocatalyst (benzaldehyde) and a transition-metal catalyst (nickel). This method provides a simple and general strategy for the C(sp3)?H alkylation/arylation of ethers. A selective late-stage modification of (?)-ambroxide has also been conducted to demonstrate the applicability of the method.