5-Hydroxymethylfurfural CAS#: 67-47-0

5-Hydroxymethylfurfural

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5-Hydroxymethylfurfural Basic information

5-Hydroxymethylfurfural Chemical Properties

Melting point:28-34 °C(lit.)
Boiling point:114-116 °C1 mm Hg(lit.)
Density 1.243 g/mL at 25 °C(lit.)
refractive index n20/D 1.562(lit.)
Flash point:175 °F
storage temp. 2-8°C
pka12.82±0.10(Predicted)
form Liquid or Crystalline Powder and/or Chunks
color Light yellow to yellow
Water Solubility Soluble in water, alcohol, ethyl acetate, acetone, dimethylformamide, benzene, ether and chloroform.
Sensitive Air & Light Sensitive
Merck 14,4832
BRN 110889
Stability:Light Sensitive, Very Hygroscopic
InChIKeyNOEGNKMFWQHSLB-UHFFFAOYSA-N
CAS DataBase Reference67-47-0(CAS DataBase Reference)
NIST Chemistry Reference2-Furancarboxaldehyde, 5-(hydroxymethyl)-(67-47-0)
EPA Substance Registry System2-Furancarboxaldehyde, 5-(hydroxymethyl)- (67-47-0)

Safety Information

MSDS

5-Hydroxymethylfurfural Usage And Synthesis

Chemical PropertiesBeige Coloured Crystalline Solid
UsesAn antioxidant
UsesAs an indicator for excess heat-treatment in sugar-containing food.
DefinitionChEBI: A member of the class of furans that is furan which is substituted at positions 2 and 5 by formyl and hydroxymethyl substituents, respectively. Virtually absent from fresh foods, it is naturally generated in sugar-containing foods during storage, and espec ally by drying or cooking. It is the causative component in honey that affects the presystemic metabolism and pharmacokinetics of GZ in-vivo.
Synthesis Reference(s)The Journal of Organic Chemistry, 59, p. 7259, 1994 DOI: 10.1021/jo00103a016
Safety ProfileQuestionable carcinogen with experimental tumorigenic data.Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES
Metabolic pathwayWhen 5-hydroxymethyl-2-furaldehyde (HMF) is administered orally or intravenously to rats, HMF or its metabolites are rapidly eliminated in the urine with the recovery of 95 ? 100% after 24 h. HMF is completely converted to two metabolites which are identified as 5- hydroxymethyl-2-furoic acid and N-(5-hydroxymethyl-2- furoyl)glycine.
Purification MethodsCrystallise it from diethyl ether/pet ether. [Beilstein 18 III/IV 100, 18/1 V 130.]

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