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MilliporeSigma

H40807

Sigma-Aldrich

5-Hydroxymethyl-2-furaldehyde

99%

Synonym(s):

5-(Hydroxymethyl)furfural, 5-Hydroxymethyl-2-furancarboxaldehyde, HMF

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About This Item

Empirical Formula (Hill Notation):
C6H6O3
CAS Number:
67-47-0
Molecular Weight:
126.11
Beilstein/REAXYS Number:
110889
EC Number:
200-654-9
MDL number:
MFCD00003234
UNSPSC Code:
12352100
PubChem Substance ID:
24895618
NACRES:
NA.22

Key Documents

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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

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

174.2 °F - closed cup

flash_point_c

79 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD5409V
WXBD4506V
WXBD2079V
WXBD1198V
WXBC9665V

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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)
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)
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
Lilong Zhou et al.
Bioresource technology, 129, 450-455 (2012-12-26)
A new kind of bifunctional ionic liquid catalysts was synthesized to degrade microcrystalline cellulose in [BMIM]Cl at atmospheric pressure. The effects of reaction temperature, amount of catalysts, reaction time, ionic liquid purity and cellulose concentration on conversion were investigated. At
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