117953-13-6

Basic information

• Product Name: 5-(1,3-DIOXOLAN-2-YL)-2-FURALDEHYDE
• Synonyms: 5-(1,3-DIOXOLAN-2-YL)FURFURAL;5-(1,3-DIOXOLAN-2-YL)-2-FURALDEHYDE
• CAS NO: 117953-13-6
• Molecular Formula: C₈H₈O₄
• Molecular Weight: 168.15
• Product Categories: Dioxanes & Dioxolanes;Dioxolanes
• Mol File: 117953-13-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 41°C
• Boiling Point: 303.8°C at 760 mmHg
• Flash Point: 137.5°C
• Appearance: /
• Density: 1.298g/cm³
• Vapor Pressure: 0.000909mmHg at 25°C
• Refractive Index: 1.538
• Storage Temp.: Refrigerator
• CAS DataBase Reference: 5-(1,3-DIOXOLAN-2-YL)-2-FURALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(1,3-DIOXOLAN-2-YL)-2-FURALDEHYDE(117953-13-6)
• EPA Substance Registry System: 5-(1,3-DIOXOLAN-2-YL)-2-FURALDEHYDE(117953-13-6)

Safety Data

• Hazardous Substances Data: 117953-13-6(Hazardous Substances Data)

Usage

General Description

5-(1,3-dioxolan-2-yl)-2-furaldehyde, also known as dioxolanyl furaldehyde, is a chemical compound that belongs to the furan and aldehyde functional groups. It is commonly used in the fragrance industry due to its sweet and woody odor, and it can be found in various natural essential oils. 5-(1,3-DIOXOLAN-2-YL)-2-FURALDEHYDE also has potential applications in the field of organic synthesis, particularly in the production of pharmaceuticals and other fine chemicals. Its unique structure and reactivity make it a valuable building block for the creation of diverse chemical compounds. Additionally, dioxolanyl furaldehyde has garnered attention for its potential biological activities and may have future applications in medicinal chemistry. Overall, this chemical compound has versatile properties and potential uses in various industrial and scientific fields.

InChI:InChI=1/C8H8O4/c9-5-6-1-2-7(12-6)8-10-3-4-11-8/h1-2,5,8H,3-4H2

Upstream product

• 98-01-1 furfural 
• 823-82-5 2,5-diformylfurane 
• 107-21-1 ethylene glycol 
• 1708-41-4 2-(furan-2-yl)-1,3-dioxolane 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 3238-40-2 furan-2,5-dicarboxylic acid 
• 4412-78-6 3-[5-(3-hydroxy-propyl)-furan-2-yl]-propan-1-ol 
• 933037-96-8 5-[(1E)-2-[4-(dioctylamino)phenyl]ethenyl]-2-furanecarboxaldehyde 
• 160515-48-0 5-[Hydroxy-(5-oxo-2,5-dihydro-furan-2-yl)-methyl]-furan-2-carbaldehyde 
• 823-82-5 2,5-diformylfurane 

Relevant articles and documents

Design, synthesis and biological evaluation of novel substituted purine isosters as EGFR kinase inhibitors, with promising pharmacokinetic profile and in vivo efficacy

Novel substituted purine isosters, were designed and synthesized as potential inhibitors of the Epidermal Growth Factor Receptor (EGFR). The compounds were rationally designed through bioisosteric replacement of the central quinazoline core of lapatinib, an approved drug that inhibits both EGFR and HER2, another important member of this family of receptors. The new target molecules were evaluated as inhibitors of receptor phosphorylation at the cellular level, for their direct inhibitory action on the intracellular receptor kinase domain and for their cytotoxicity against the non-small cell lung cancer cell line A549 and breast cancer HCC1954, cell lines which are associated with overexpression of EGFR and HER2, respectively. The most potent derivatives were further studied for their cellular uptake levels and in vivo pharmacokinetic properties. One compound (23)displayed a noteworthy pharmacokinetic profile, and higher intracellular accumulation in comparison to lapatinib in the A549 cells, possibly due to its higher lipophilicity. This lead compound (23)was assessed for its efficacy in an EGFR positive xenograft model, where it successfully inhibited tumor growth, with a similar efficacy with that of lapatinib and with minimal phenotypic toxicity.

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.

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.