1708-41-4

Basic information

• Product Name: 2-(1,3-DIOXOLAN-2-YL)FURAN
• Synonyms: FURFURAL ETHYLENE ACETAL;2-(1,3-DIOXOLAN-2-YL)FURAN;2-(2-FURYL)-1,3-DIOXOLANE;RARECHEM AL BP 0007;Furfural Ethylene Acetal 2-(2-Furyl)-1,3-dioxolane;2-Furfural ethylene glycol acetal;Furalane
• CAS NO: 1708-41-4
• Molecular Formula: C₇H₈O₃
• Molecular Weight: 140.14
• Mol File: 1708-41-4.mol

Chemical Properties

• Melting Point: -41 °C
• Boiling Point: 76°C/1mmHg(lit.)
• Flash Point: 90.6 °C
• Appearance: /
• Density: 1,2 g/cm3
• Vapor Pressure: 0.344mmHg at 25°C
• Refractive Index: 1.4840-1.4870
• Storage Temp.: ?20°C
• CAS DataBase Reference: 2-(1,3-DIOXOLAN-2-YL)FURAN(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1,3-DIOXOLAN-2-YL)FURAN(1708-41-4)
• EPA Substance Registry System: 2-(1,3-DIOXOLAN-2-YL)FURAN(1708-41-4)

Safety Data

• Hazardous Substances Data: 1708-41-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(1,3-Dioxolan-2-yl)furane is used as a solvent in the production of pharmaceuticals for its ability to dissolve a wide range of substances, facilitating the manufacturing process and improving the efficiency of drug formulation.
Used in Food Industry:
In the food industry, 2-(1,3-Dioxolan-2-yl)furane is used as a stabilizer to maintain the quality and consistency of food products, ensuring their freshness and extending their shelf life.
Used in Chemical Synthesis:
2-(1,3-Dioxolan-2-yl)furane is used as a reagent in the synthesis of other organic compounds, contributing to the development of new chemical products and innovations in various fields.
Used in Perfumery and Flavoring Industry:
As a component in the production of perfumes and flavorings, 2-(1,3-Dioxolan-2-yl)furane is used to create a variety of scents and tastes, enhancing the sensory experience of consumer products.
Used in Consumer Products:
2-(1,3-Dioxolan-2-yl)furane can be found in some consumer products such as adhesives and coatings, where it serves as a solvent or stabilizer to improve the performance and durability of these products.
However, it is crucial to handle 2-(1,3-Dioxolan-2-yl)furane with care, as it may have harmful effects if inhaled, swallowed, or in contact with skin, emphasizing the need for proper safety measures during its use.

InChI:InChI=1/C7H8O3/c1-2-6(8-3-1)7-9-4-5-10-7/h1-3,7H,4-5H2

Upstream product

• 98-01-1 furfural 
• 107-21-1 ethylene glycol 
• 7381-30-8 2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane 
• 107-07-3 2-chloro-ethanol 

Downstream Products

• 59906-91-1 2,5-dihydro-2,5-dimethoxy-2-furaldehyde dimethyl acetal 
• 38588-78-2 cis-2,5-dihydro-2,5-dimethoxy-2-furaldehyde dimethyl acetal 
• 38588-78-2 trans-2,5-dihydro-2,5-dimethoxy-2-furaldehyde dimethyl acetal 
• 464-72-2 tetraphenylethane-1,2-diol 
• 91473-14-2 2-(6,6-diphenyl-2,7-dioxabicyklo<3,2,0>-3-heptene-1-yl)-1,3-dioxolane 
• 91473-16-4 2-(5,5,9,9-tetraphenyl-2,4,8-trioxatricyklo<5,2,0,0^3,6>-3-nonyl)-1,3-dioxolane 
• 91473-15-3 2-(5,5,8,8-tetraphenyl-2,4,9-trioxatricyklo<5,2,0,0^3,6>-3-nonyl)-1,3-dioxolane 
• 117953-13-6 5-(1,3-dioxolan-2-yl)furan-2-carbaldehyde 
• 14032-66-7 5-hydroxy-2-(5H)-furanone 
• 98-01-1 furfural 
• 611-13-2 2-furoic acid methyl ester 
• 6008-83-9 2-(1,3-dithiolan-2-yl)furan 
• 823-82-5 2,5-diformylfurane 
• 4412-78-6 3-[5-(3-hydroxy-propyl)-furan-2-yl]-propan-1-ol 

Relevant articles and documents

1H NMR spectra, configuration, and conformations of 2-mono- and 2,4-disubstituted 1,3-dioxolanes

The stereochemistry of 2-furyl-substituted 1,3-dioxolanes was studied. The ethane fragment of 2-monosubstituted dioxolanes displays the spectrum that is typical for an AA'BB' spin system, while the spectra of the 2,4-disubstituted compounds are typical for an ABC system. The contribution of the various conformational forms to the pseudorotation cycle of the dioxolanes is discussed on the basis of an analysis of the spectra by means of an iteration program.

New efficient Synthesis of Furanoacetylene Phytoalexins Wyerone and Dihydrowyerone

Furanoacetylene phytoalexins wyerone 1a and dihydrowyerone 1b were efficiently synthesized in multigram quantities starting from furfural.The key step involved an acylation by acetylenic N-methoxy-N-methylamides 3a,b. Key words: Phytoalexins, dihydrowyerone, wyerone, N-methoxy-N-methylamides.

Inhibition by Water during Heterogeneous Br?nsted Acid Catalysis by Three-Dimensional Crystalline Organic Salts

A new self-assembled and self-healing class of metal free, recyclable, heterogeneous Br?nsted acid catalysts has been developed by the protonation of aniline derivatives (tetrakis(4-aminophenyl)methane, leuco-crystal violet, benzidine, and p-phenylenediamine) with aromatic sulfonic acids (tetrakis(phenyl-4-sulfonic acid)methane, and 2,6-naphthalenedisulfonic acid). As a result, five three-dimensional crystalline organic salts (F-1a, F-1b, F-1c, F-2, and F-3) were obtained, linked by hydrogen bonds and additionally stabilized by the opposite charges of the components. Frameworks F-2 and F-3 were prepared for the first time and characterized by elemental analysis, X-ray structural analysis (for F-2), thermogravimetry, SEM, and FTIR spectroscopy. The catalytic activities of crystalline organic salts F-1-3 have been explored in industrially important epoxide ring-opening and acetal formation reactions. The presence of encapsulated water inside frameworks F-1a and F-2 had an inhibitory effect on the performance of the catalysts. X-ray diffraction analysis of hydrated and dehydrated samples of F-1a and F-2 indicated that water of crystallization served as a cross-linking agent, diminishing the substrate induced "breathing"affinities of the frameworks.

Synthesis of amides and esters containing furan rings under microwave-assisted conditions

In this work, we present a novel method for the synthesis of ester and amide derivatives containing furan rings (furfural derivatives) under mild synthetic conditions supported by microwave radiation. N-(Furan-2-ylmethyl)furan-2-carboxamide and furan-2-ylmethyl furan-2-carboxylate were produced using 2-furoic acid, furfurylamine, and furfuryl alcohol. The reactions were carried out in a microwave reactor in the presence of effective coupling reagents: DMT/NMM/TsO? or EDC. The reaction time, the solvent, and the amounts of the substrates were optimized. After crystallization or flash chromatography, the final compounds were isolated with good or very good yields. Our method allows for the synthesis of N-blocked amides using N-blocked amino acids (Boc, Cbz, Fmoc) and amine. As well as compounds with a monoamide and ester moiety, products with diamides and diester bonds (N,N-bis(furan-2-ylmethyl) furan-2,5-dicarboxamide, bis(furan-2-ylmethyl) furan-2,5dicarboxylate, and furan-3,4-diylbis(methylene) bis(furan-2-carboxylate)) were synthesized with moderate yields in the presence of DMT/NMM/TsO– or EDC, using 2,5-furan-dicarboxylic acid and 3,4-bis(hydroxymethyl)furan as substrates.

PRODUCTION OF BENZENE DERIVATIVES

A method of producing benzene derivatives from furfural and its derivatives. Provided are routes for converting furfural and its derivatives into benzene derivatives including its intermediates.

Zeolite-catalyzed acetalization reaction of furfural with alcohol under solvent-free conditions

Acetalization reactions present a viable method for producing valuable chemicals and protecting carbonyl functionalities in organic compounds. Herein, several commercial zeolites were used as solid acid catalysts in the acetalization of biomass-derived furfural with alcohols under solvent-free conditions. The effects of major reaction parameters such as catalyst concentration, reaction temperature, and reaction time were investigated. Among the tested catalysts, SAPO-34 with appropriate acid sites and textural structure exhibited the highest catalytic activity under optimized reaction conditions. Additionally, the catalyst showed excellent recyclability and no obvious deactivation was observed even after using it six times.

A Combined Experimental–Theoretical Study on Diels-Alder Reaction with Bio-Based Furfural: Towards Renewable Aromatics

The synthesis of relevant renewable aromatics from bio-based furfural derivatives and cheap alkenes is carried out by using a Diels-Alder/aromatization sequence. The prediction and the control of the ortho/meta selectivity in the Diels-Alder step is an important issue to pave the way to a wide range of renewable aromatics, but it remains a challenging task. A combined experimental-theoretical approach reveals that, as a general trend, ortho and meta cycloadducts are the kinetic and thermodynamic products, respectively. The nature of substituents, both on the dienes and dienophiles, significantly impacts the feasibility of the reaction, through a modulation on the nucleo- and electrophilicity of the reagents, as well as the ortho/meta ratio. We show that the ortho/meta selectivity at the reaction equilibrium stems from a subtle interplay between charge interactions, favoring the ortho products, and steric interactions, favoring the meta isomers. This work also points towards a path to optimize the aromatization step.

FUNCTIONALIZED BIFURAN AND SYNTHESIS THEREOF

A 5,5'-Di-(protected)-2,2' -bifuran: wherein each R1 is independently an unsubstituted or substituted 5- or 6-member 1,3-dioxo-2-y1 ring radical. Processes for making the bifuran include coupling 2-(protected)-furfural. Processes for using the bifuran include deprotection, functionalization, and/or polymerization to form a polyester. The polyester can be a renewable, high-performing polyester offering a combination of low cost of production, high sustainability, and excellent performance.

Synthesis of Cyclic Derivatives of Carbonyl Compounds of Furan Series

Cyclic acetals of furan aldehydes (furfural, 5-hydroxymethylfuran-2-carbaldehyde and furan-2,5-dicarbaldehyde) and alcohols (ethylene glycol and 2-sulfanylethanol) were synthesized. The effect of the ratio of the starting reagents on the yield of acetals obtained was studied.

Preparation method for N-ethyl-2-aminomethylpyrrolidine

The invention relates to a preparation method for N-ethyl-2-aminomethylpyrrolidine. The preparation method comprises the following steps: with furfural as a raw material, subjecting the furfural to acetal protection so as to obtain furfural glycol acetal, allowing the furfural glycol acetal to react with ethylamine so as to generate 2-(1,3-dioxolan-2-yl)-N-ethylpyrrole, allowing the 2-(1,3-dioxolan-2-yl)-N-ethylpyrrole to react with diluted hydrochloric acid so as to generate N-ethylpyrrole-2-carbaldehyde, and subjecting the N-ethylpyrrole-2-carbaldehyde and liquid ammonia to palladium-carbonreductive ammoniation by one step so as to generate the N-ethyl-2-aminomethylpyrrolidine. The preparation method has a synthetic route which is described in the specification. The invention has the following advantages: the preparation method for the N-ethyl-2-aminomethylpyrrolidine provided by the invention starts with the furfural as a raw material to prepare a product through protection, amination and reductive ammoniation, and has the advantages of short reaction route, high yield capable of reaching 85% or above, little pollution and applicability to industrialization.