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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:
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

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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
Monika Krystof et al.
ChemSusChem, 6(4), 630-634 (2013-03-05)
5-Hydroxymethylfurfural (HMF) is a valuable biomass-derived building block. Among possible HMF valorization products, a broad range of HMF esters can be synthesized. These HMF esters have found some promising applications, such as monomers, fuels, additives, surfactants, and fungicides, and thus

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

HPLC Analysis of Furans on Ascentis® Express C18

HPLC Analysis of Furans on Ascentis® Express C18

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