80-72-8

Basic information

• Product Name: reductic acid
• Synonyms: reductic acid;2,3-Dihydroxy-2-cyclopenten-1-one
• CAS NO: 80-72-8
• Molecular Formula: C₅H₆O₃
• Molecular Weight: 114.1
• Mol File: 80-72-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 212°C
• Boiling Point: 173.58°C (rough estimate)
• Flash Point: 130.4°C
• Appearance: /
• Density: 1.2583 (rough estimate)
• Vapor Pressure: 0.00103mmHg at 25°C
• Refractive Index: 1.4630 (estimate)
• PKA: pK1:4.72 (20°C)
• CAS DataBase Reference: reductic acid(CAS DataBase Reference)
• NIST Chemistry Reference: reductic acid(80-72-8)
• EPA Substance Registry System: reductic acid(80-72-8)

Safety Data

• Hazardous Substances Data: 80-72-8(Hazardous Substances Data)

Usage

Purification Methods

Crystallise reductic acid from EtOH, EtOAc (m 213-213.5o) or EtOH/EtOAc. It has been sublimed at 0.5mm. The osazone has m 245o(dec) (from BuOH). [Hess et al. Justus Liebigs Ann Chem 563 31 1939, 592 137 1955, 736 134 1970, Beilstein 8 III 1942, 8 IV 1714.]

InChI:InChI=1/C5H6O3/c6-3-1-2-4(7)5(3)8/h6,8H,1-2H2

Upstream product

• 7664-93-9 sulfuric acid 
• 2460-42-6 methyl-β-D-ribo-hexapyranoside-3-ulose 
• 489-91-8 D-galacturonic acid 

Downstream Products

• 16588-91-3 cyclopentane-1,2,3-trione-1,3-bis-phenylhydrazone 
• 110-15-6 succinic acid 
• 5057-98-7 cis-1,2-cyclopentanediol 
• 328-50-7 α-ketoglutaric acid 

Relevant articles and documents

D-galacturonic acid as a highly reactive compound in nonenzymatic browning. 1. Formation of browning active degradation products

Thermal treatment of an aqueous solution of d-galacturonic acid at pH 3, 5, and 8 led to rapid browning of the solution and to the formation of carbocyclic compounds such as reductic acid (2,3-dihydroxy-2-cyclopenten-1-one), DHCP (4,5-dihydroxy-2-cyclopenten-1-one), and furan-2-carbaldehyde, as degradation products in weak acidic solution. Studies on their formation revealed 2-ketoglutaraldehyde as their common key intermediate. Norfuraneol (4-hydroxy-5-methyl-3-(2H)-furanone) is a typical alkaline degradation product and formed after isomerization. Further model studies revealed reductic acid as an important and more browning active compound than furan-2-carbaldehyde, which led to a red color of the model solution. This red-brown color is also characteristic of thermally treated uronic acid solutions.