4440-16-8

Basic information

• Product Name: (furan-2-ylmethylidene)propanedioic acid
• Synonyms: 2-(2-furylmethylene)malonic acid
• CAS NO: 4440-16-8
• Molecular Formula: C₈H₆O₅
• Molecular Weight: 182.1302
• Mol File: 4440-16-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 362.2°C at 760 mmHg
• Flash Point: 172.9°C
• Density: 1.533g/cm³
• Vapor Pressure: 7.01E-06mmHg at 25°C
• Refractive Index: 1.626
• CAS DataBase Reference: (furan-2-ylmethylidene)propanedioic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (furan-2-ylmethylidene)propanedioic acid(4440-16-8)
• EPA Substance Registry System: (furan-2-ylmethylidene)propanedioic acid(4440-16-8)

Safety Data

• Hazardous Substances Data: 4440-16-8(Hazardous Substances Data)

Usage

General Description

"(Furan-2-ylmethylidene)propanedioic acid" is a chemical compound with the molecular formula C7H6O5. It is also known as furan-2-ylmethylidenepropane-1,2-dioic acid. (furan-2-ylmethylidene)propanedioic acid contains a furan ring and a carboxylic acid group, making it an organic acid. It is commonly used in organic synthesis and as a building block in the production of pharmaceuticals and agrochemicals. The chemical structure of (furan-2-ylmethylidene)propanedioic acid makes it a versatile reagent in the formation of carbon-carbon bonds and heterocyclic compounds. It is important to handle this compound with caution, as it may have adverse effects on human health and the environment.

Upstream product

• 98-01-1 furfural 
• 302-72-7 rac-Ala-OH 
• 141-82-2 malonic acid 
• 17448-96-3 ethyl 2-carbethoxy-3-(2-furanyl)propenoate 
• 4728-04-5 3-(furan-2-ylmethylene)pentane-2,4-dione 
• 39558-97-9 N-methylfurfurylidenamine 
• 64-19-7 acetic acid 
• 96-15-1 2-Methylbutylamine 

Downstream Products

• 935-13-7 3-(2-furyl)propanoic acid 
• 539-47-9 3-(fur-2-yl)crotonic acid 

Relevant articles and documents

Exploration of the Role of Double Schiff Bases as Catalytic Intermediates in the Knoevenagel Reaction of Furanic Aldehydes: Mechanistic Considerations

This paper presents mechanistic considerations on an efficient, green, and solvent-free Knoevenagel procedure for the chemical transformation of furanic aldehydes into their corresponding α,β-unsaturated compounds. In the proposed mechanism furanic aldehydes react with ammonia, released from ammonium salts, to form a catalytically active double Schiff base. The catalytic intermediates involved in the condensation step are characterized.

CO2 absorbing cost-effective ionic liquid for synthesis of commercially important alpha cyanoacrylic acids: A safe process for activation of cyanoacetic acid

Cost-effective and carbon dioxide absorbing ionic liquid, tri-(2-hydroxyethyl) ammonium acetate, was shown to perform multiple roles in Knoevenagel condensation. It acted as an environmentally benign solvent, as an activating catalyst for the less reactive cyanoacetic acid and also as a risk reduction medium for the unevenly generated large amount of CO2 gas for large scale reactions. The reaction was scaled up for multi-gram synthesis of commercially important alpha cyanoacrylic acids.

Solvent-free bentonite-catalyzed condensation of malonic acid and aromatic aldehydes under microwave irradiation

Solvent-free condensation between malonic acid and aromatic aldehydes in the presence of bentonite was investigated. Various diacids were obtained in good to moderate yields and in very short short reaction times under microwave irradiation. The method showed simplicity in performance, non-aqueous work-up, no side products and low cost.