165263-76-3

Basic information

• Product Name: 3-benzylidene-5-methylfuran-2(3H)-one
• Synonyms: 3-benzylidene-5-methylfuran-2(3H)-one;5-Methyl-3-(phenylmethylene)-2(3H)-furanone
• CAS NO: 165263-76-3
• Molecular Formula: C12H10O2
• Molecular Weight: 186.21
• Mol File: 165263-76-3.mol

Chemical Properties

• Boiling Point: 354.0±31.0 °C(Predicted)
• Appearance: /
• Density: 1.198
• CAS DataBase Reference: 3-benzylidene-5-methylfuran-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-benzylidene-5-methylfuran-2(3H)-one(165263-76-3)
• EPA Substance Registry System: 3-benzylidene-5-methylfuran-2(3H)-one(165263-76-3)

Safety Data

• Hazardous Substances Data: 165263-76-3(Hazardous Substances Data)

Usage

Uses

Used in Food Industry:
3-Benzylidene-5-methylfuran-2(3H)-one is used as a flavoring agent for its sweet, vanilla-like aroma, enhancing the taste and aroma of various food products.
Used in Perfume Industry:
Isovanillin is used as a fragrance ingredient in perfumes, capitalizing on its sweet, vanilla-like scent to create appealing and long-lasting fragrances.
Used in Pharmaceutical Industry:
3-Benzylidene-5-methylfuran-2(3H)-one is used as a preservative in pharmaceutical products due to its antioxidant and antimicrobial properties, which help maintain the quality and safety of medications.
Used in Antioxidant Applications:
Isovanillin is utilized for its antioxidant properties, which can help protect against oxidative stress and related cellular damage in various applications.
Used in Antimicrobial Applications:
3-Benzylidene-5-methylfuran-2(3H)-one is employed as an antimicrobial agent, which can help prevent the growth of harmful microorganisms in food and pharmaceutical products.
Used in Therapeutic Research:
Isovanillin is used in research for its potential therapeutic benefits, such as anti-inflammatory and anti-cancer properties, with ongoing studies aimed at understanding its full biological effects and potential applications in medicine.

Upstream product

• 7664-93-9 sulfuric acid 
• 4405-05-4 2-acetonyl-3-phenyl-acrylic acid 
• 108-24-7 acetic anhydride 
• 100-52-7 benzaldehyde 
• 123-76-2 levulinic acid 
• 591-12-8 5-methyl-2-furanone 
• 6089-09-4 4-pentynoic acid 

Relevant articles and documents

Synthesis of renewable alkylated naphthalenes with benzaldehyde and angelica lactone

Herein, we report a new route for the synthesis of renewable alkylated naphthalenes (ANs) with benzaldehyde and angelica lactone, two platform compounds that can be derived from lignocellulose.

Synthesis of Diesel and Jet Fuel Range Alkanes with Furfural and Angelica Lactone

A route was developed for the synthesis of diesel and jet fuel range C9 and C10 alkanes with furfural and angelica lactone, which can be obtained from hemicellulose and cellulose. It was found that angelica lactone is more reactive than levulinic acid or its other derivates in the aldol condensation with furfural. Among the investigated catalysts, Mn2O3 was found to be the most active and was very stable for the aldol condensation of furfural and angelica lactone. Over Mn2O3, a high carbon yield of C10 oxygenates (about 96%) can be achieved by the aldol condensation of furfural and angelica lactone under mild conditions (353 K, 4 h). By the hydrogenation and hydrodeoxygenation of the aldol condensation product over the Pd/C and Pd-FeOx/SiO2 catalysts, high carbon yields (～96%) of C9 and C10 alkanes were obtained.

One-pot synthesis of E-alkylidene derivatives of 3H-furan-2-ones from 4-pentynoic acid and aldehyde

4-Pentynoic acid reacts with aldehyde under the co-catalyst system of Wilkinson's complex and 2-aminopyridine to give E-alkylidene derivatives of 3H-furan-2-one through the transition metal-catalyzed cyclization of 4-pentynoic acid followed by condensatio

3-Arylidene derivatives of 3H-furan-2-ones. Synthesis and reaction with maleic anhydride

The synthesis of 5-alkyl(aryl)-3-arylidene-3H-furan-2-ones was accomplished, and their reaction with maleic anhydride was studied. The configuration, of the initial arylidene derivatives was established on the basis of the PMR spectra of the adducts obtai