H40807

Sigma-Aldrich

5-Hydroxymethyl-2-furaldehyde

99%

Synonym(s):
5-(Hydroxymethyl)furfural, 5-Hydroxymethyl-2-furancarboxaldehyde, HMF
Empirical Formula (Hill Notation):
C6H6O3
CAS Number:
Molecular Weight:
126.11
Beilstein/REAXYS Number:
110889
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

refractive index

n20/D 1.562 (lit.)

bp

114-116 °C/1 mmHg (lit.)

mp

28-34 °C (lit.)

density

1.243 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]C(=O)c1ccc(CO)o1

InChI

1S/C6H6O3/c7-3-5-1-2-6(4-8)9-5/h1-3,8H,4H2

InChI key

NOEGNKMFWQHSLB-UHFFFAOYSA-N

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Application

5-Hydroxymethyl-2-furaldehyde (HMF) can be used in the synthesis of:
  • Furan-2,5-dicarboxaldehyde (FDA) using a vanadyl phosphate-based catalyst via selective oxidation.
  • Prepolymer and antiviral precursor, 5,5′-oxy(bismethylene)-2-furaldehyde (OBMF) using solid acid catalysts via etherification reaction.
  • Diformylfurane (DFF) by aerobic oxidation using pyridine-vanadyl complexes.

Packaging

250 mg in glass bottle
1, 5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

Selective oxidation of 5-hydroxymethyl-2-furaldehyde to furan-2, 5-dicarboxaldehyde by catalytic systems based on vanadyl phosphate.
Carlini C, et al.
Applied Catalysis A: General, 289(2), 197-204 (2005)
Chemicals from biomass: Etherification of 5-hydroxymethyl-2-furfural (HMF) into 5, 5?(oxy-bis (methylene)) bis-2-furfural (OBMF) with solid catalysts.
Casanova O, et al.
J. Catal., 275(2), 236-242 (2010)
Chemicals from biomass: Aerobic oxidation of 5-hydroxymethyl-2-furaldehyde into diformylfurane catalyzed by immobilized vanadyl-pyridine complexes on polymeric and organofunctionalized mesoporous supports.
Navarro OC, et al.
Topics in Catalysis, 52(3), 304-314 (2009)
Yin-Ying Lee et al.
Physical chemistry chemical physics : PCCP, 14(40), 13914-13917 (2012-09-20)
Mesoporous silica nanoparticles functionalized with both sulfonic acid (HSO(3)) and ionic liquid (ILs) were synthesized and applied as effective and recyclable catalysts for generating 5-hydroxymethylfurfural (HMF) from fructose. For the first time a high HMF yield of 72.5% was achieved...
Gang Cao et al.
Food chemistry, 140(1-2), 273-279 (2013-04-13)
The aim of this study was to investigate the protective effect of 5-HMF on human umbilical vein endothelial cells (HUVECs) injured by high glucose in vitro, and the mechanism underlying this process. Our results demonstrated that high glucose-induced oxidative stress...
Protocols
HPLC Analysis of Furans on Ascentis<sup>®</sup> Express C18
Read More
Separation of 5-Hydroxymethyl-2-furaldehyde; Furfuryl alcohol; Furfural; 2-Furyl methyl ketone; 5-Methyl-2-furaldehyde
Read More

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