90345-66-7

Basic information

• Product Name: 5-ACETOXYMETHYL-2-FURANCARBOXYLIC ACID
• Synonyms: 5-ACETOXYMETHYL-2-FURANCARBOXYLIC ACID;RARECHEM AL BE 0011;5-(AcetoxyMethyl)-2-furoic Acid;5-(HydroxyMethyl)-2-furoic Acid Acetate;Acetyl SuMiki's Acid
• CAS NO: 90345-66-7
• Molecular Formula: C₈H₈O₅
• Molecular Weight: 184.15
• Product Categories: Intermediates & Fine Chemicals;Mutagenesis Research Chemicals;Pharmaceuticals;Heterocycles
• Mol File: 90345-66-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 107-109°C
• Boiling Point: 314.2 °C at 760 mmHg
• Flash Point: 143.8 °C
• Appearance: /
• Density: 1.338 g/cm³
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: 5-ACETOXYMETHYL-2-FURANCARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-ACETOXYMETHYL-2-FURANCARBOXYLIC ACID(90345-66-7)
• EPA Substance Registry System: 5-ACETOXYMETHYL-2-FURANCARBOXYLIC ACID(90345-66-7)

Safety Data

• Hazardous Substances Data: 90345-66-7(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Solid

Uses

5-Acetoxymethyl-2-furancarboxylic Acid is used in the preparation of 3-tetrahydrofurylcephem-3-carboxylates and analogs as antibiotics.

Upstream product

• 10551-58-3 5-acetoxymethyl-2-furaldehyde 
• 67-47-0 5-hydroxymethyl-2-furfuraldehyde 
• 98-00-0 (2-furyl)methyl alcohol 
• 6338-41-6 5-hydroxymethyl-furan-2-carboxylic acid 
• 108-24-7 acetic anhydride 
• 1122-58-3 dmap 

Downstream Products

• 3238-40-2 furan-2,5-dicarboxylic acid 

Relevant articles and documents

Synthesis and biological activity studies of Methyl-5-(hydroxymethyl)-2-furan Carboxylate and Derivatives

Methyl-5-(hydroxymethyl)-2-furan carboxylate and derivatives were prepared from furfuryl alcohol and their biological activities were studied for cytotoxicity against cancer cell lines HeLa, HepG2 and Vero, and Gram (+) and Gram (-) bacteria. The amine derivative, (5-(((2-(1H-indol-3-yl) ethyl)amino)methyl)furan-2-yl)methyl acetate was found to have the most potent biological activity with IC50 62.37 μg/mL against the HeLa cell line and MIC 250 μg/mL against the photogenic bacteria.

Oxidation process

Disclosed is an oxidation process, a furan composition is oxidized by a catalyst system and an oxidant to form 2,5-furan dicarboxylic acid. 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.

OXIDATION OF FURFURAL COMPOUNDS

The disclosure pertains to a process for oxidation of furan aldehydes such as 5- hydroxymethyl)furfural (HMF) and derivatives thereof such as 5-(alkoxymethyl)furfural (AMF), 5-(aryloxymethyl)furfural, 5-(cycloalkoxy-methyl)furfural and 5-(alkoxycarbonyl)furfural compounds in the presence of dissolved oxygen and a Co(II), Mn(II), Ce(III) salt catalyst or mixtures thereof. The products from HMF can be selectively chosen to be predominantly 2,5- diformylfuran (DFF), particularly by inclusion of an aliphatic ketone, like methyl ethyl ketone, or can be further oxidized to 2,5-furandicarboxylic acid (FDCA) by the omission of methyl ethyl ketone and inclusion of bromide.. When the reactant is an ether derivative of HMF the products are surprisingly ester derivatives where either both the ether and aldehyde functional groups have been oxidized or just the ether function group thereby producing one or both of 5-ester-furan-2- acids (i.e., 5-alkoxycarbonylfurancarboxylic acids) or 5-ester-furan aldehydes, (i.e.,- alkoxycarbonylfurfurals a. k. a, 5 -(alkoxycarbonyl)furfural). (I)