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H40807

Sigma-Aldrich

5-Hydroxymethyl-2-furaldehyde

99%

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Synonym(s):
5-(Hydroxymethyl)furfural, 5-Hydroxymethyl-2-furancarboxaldehyde, HMF
Empirical Formula (Hill Notation):
C6H6O3
CAS Number:
67-47-0
Molecular Weight:
126.11
Beilstein:
110889
EC Number:
200-654-9
MDL number:
MFCD00003234
UNSPSC Code:
12352100
PubChem Substance ID:
24895618
NACRES:
NA.22

Quality Level

200

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

WGK

WGK 2

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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: 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)
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)
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
Arvind H Jadhav et al.
Bioresource technology, 132, 342-350 (2013-02-26)
Acidity modified silver exchanged silicotungstic acid (AgSTA) catalyst was prepared and characterized by X-ray diffraction, FT-IR spectroscopy, Raman spectroscopy, FT-IR pyridine adsorption, SEM imaging, EDX mapping, and antimicrobial activity was also tested. The catalytic activity was evaluated for the dehydration
View All Related Papers

Protocols

HPLC Analysis of Furans on Ascentis® Express Phenyl-Hexyl as listed in ASTM method D5837-99

Separation of 5-Hydroxymethyl-2-furaldehyde; Furfuryl alcohol; Furfural; 2-Furyl methyl ketone; 5-Methyl-2-furaldehyde

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