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W501808

Sigma-Aldrich

5-(Hydroxymethyl)furfural

≥99%, FG

Synonym(s):

5-Hydroxymethyl-2-furaldehyde, 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
Beilstein/REAXYS Number:
110889
EC Number:
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
13.139
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Halal
Kosher

reg. compliance

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 110

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.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

butter; caramel; fatty; musty; waxy

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


  • Resultant compound from sublimation test for Gentianae Radix in Japanese Pharmacopoeia was 5-(hydroxymethyl)furfural.: This letter to the editor confirms the presence of 5-(Hydroxymethyl)furfural in traditional medicine preparations, discussing its implications for quality control and safety standards in pharmaceutical contexts (Tsuge et al., 2024).

pictograms

Exclamation mark

signalword

Warning

hcodes

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


Certificates of Analysis (COA)

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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
Reetta Karinen et al.
ChemSusChem, 4(8), 1002-1016 (2011-07-06)
Furfurals are important intermediates in the chemical industry. They are typically produced by homogeneous catalysis in aqueous solutions. However, heterogeneously catalyzed processes would be beneficial in view of the principles of green chemistry: the elimination of homogeneous mineral acids makes
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
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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