405294-68-0

Basic information

• Product Name: 5-Propionyloxymethyl-furan-2-carboxylic acid
• Synonyms: 5-Propionyloxymethyl-furan-2-carboxylic acid
• CAS NO: 405294-68-0
• Molecular Formula: C9H10O5
• Molecular Weight: 198.1727
• Mol File: 405294-68-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 325.6°Cat760mmHg
• Flash Point: 150.7°C
• Appearance: /
• Density: 1.286g/cm³
• Vapor Pressure: 9.28E-05mmHg at 25°C
• Refractive Index: 1.509
• CAS DataBase Reference: 5-Propionyloxymethyl-furan-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Propionyloxymethyl-furan-2-carboxylic acid(405294-68-0)
• EPA Substance Registry System: 5-Propionyloxymethyl-furan-2-carboxylic acid(405294-68-0)

Safety Data

• Hazardous Substances Data: 405294-68-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H10O5/c1-2-8(10)13-5-6-3-4-7(14-6)9(11)12/h3-4H,2,5H2,1H3,(H,11,12)

Upstream product

• 6338-41-6 5-hydroxymethyl-furan-2-carboxylic acid 
• 123-62-6 propionic acid anhydride 
• 67-47-0 5-hydroxymethyl-2-furfuraldehyde 
• 141-78-6 ethyl acetate 

Relevant articles and documents

Method for preparing 2,5-furan dicarboxylic acid

Method for preparing 2,5-furan dicarboxylic acid is provided, which includes contacting a furan composition with an oxidant in the presence of a catalyst system. The furan composition includes a first compound and a second compound. The first compound is a compound of Formula 1: In Formula 1, R1 is C1-9 alkyl group. The second compound is a compound of Formula 2, a compound of formula 3, a compound of Formula 4, a compound of Formula 5, or combinations thereof. In Formula 3, R2 is C1-9 alkyl group. The 2,5-furan dicarboxylic acid is a compound of Formula 6.

Lipase-mediated selective oxidation of furfural and 5-hydroxymethylfurfural

Furfural and 5-hydroxymethylfurfural (HMF) are important biomass-derived platform chemicals that can be obtained from the dehydration of lignocellulosic sugars. A possible route for the derivatization of furanics is their oxidation to afford a broad range of chemicals with promising applications (e.g., diacids, hydroxyl acids, aldehyde acids, monomers for novel polymers). Herein we explore the organic peracid-assisted oxidation of furanics under mild reaction conditions. Using lipases as biocatalysts, alkyl esters as acyl donors, and aqueous solutions of hydrogen peroxide (30% v/v) added stepwise, peracids are formed in situ, which subsequently oxidize the aldehyde groups to afford carboxylic acids with high yields and excellent selectivities. Furthermore, the use of an immobilized silicabased 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) affords the selective oxidation of the hydroxymethyl group of HMF to afford 2,5-diformylfuran. That product can be subsequently oxidized using again lipases for the in situ peracid formation to yield 2,5-furandicarboxylic acid, which is considered to be a key building block for biorefineries. These lipase-mediated reactions proceeded efficiently even with high substrate loadings under still non-optimized conditions. Overall, a proof-of-concept for the oxidation of furanics (based on in situ formed organic peracids as oxidants) is provided.