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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
  • Hazard Codes Xi
  • Risk Statements 36/37/38-52/53
  • Safety Statements 26-36-24/25
  • WGK Germany 2
  • RTECS LT7031100
  • 8-10
  • TSCA Yes
  • HS Code 29321900
  • ToxicityLD50 orally in Rabbit: 2500 mg/kg
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.]
5-Hydroxymethylfurfural Preparation Products And Raw materials
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