H40807
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:
Molecular Weight:
126.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-654-9
Beilstein/REAXYS Number:
110889
MDL number:
Assay:
99%
InChI key
NOEGNKMFWQHSLB-UHFFFAOYSA-N
InChI
1S/C6H6O3/c7-3-5-1-2-6(4-8)9-5/h1-3,8H,4H2
SMILES string
[H]C(=O)c1ccc(CO)o1
assay
99%
refractive index
n20/D 1.562 (lit.)
bp
114-116 °C/1 mmHg (lit.)
Quality Level
mp
28-34 °C (lit.)
density
1.243 g/mL at 25 °C (lit.)
storage temp.
2-8°C
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk
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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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
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