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W501808 Aldrich

5-(Hydroxymethyl)furfural

≥99%, FG

Synonym: 5-(Hydroxymethyl)furfural, 5-Hydroxymethyl-2-furaldehyde, 5-Hydroxymethyl-2-furancarboxaldehyde, HMF

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Properties

Related Categories A-D, Alphabetical Listings, Certified Food Grade Products, E - H, Flavors and Fragrances,
biological source   synthetic
grade   FG
  Halal
  Kosher
reg. compliance   FDA 21 CFR (110)
  EU Regulation 1334/2008 & 178/2002
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.)
Organoleptic   butter; caramel; musty
food allergen   no known allergens

Description

Packaging

1 kg in poly bottle

100 g in poly bottle

1, 25 g in glass bottle

Other Notes

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Price and Availability

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5-Methylfurfural

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
Hazard Codes (Europe) 
Xi
Risk Statements (Europe) 
Safety Statements (Europe) 
26-36
WGK Germany 
2
RTECS 
LT7031100
Flash Point(F) 
174.2 °F
Flash Point(C) 
79 °C

Protocols & Articles

Articles

Securing a Traceable Supply Chain for Food Grade Flavor Ingredients

Introduction Defining "Food Grade" Understanding "Food Grade" Versus "Industrial Grade" Top Questions to Ask a Flavor & Fragrances Supplier The Sigma-Aldrich Approach
Keywords: Food & Beverage, Food Safety, Solvents

Understanding the Complexities of Kosher Ingredients

Dr. Luke Grocholl, Quality Assurance Supervisor, Sigma-Aldrich Flavors & Fragrances and Rabbi Gershon Segal
Keywords: Fermentation, Food & Beverage, Safety industry

Peer-Reviewed Papers

References

Set your institution to view full text papers.

Insights into the interplay of Lewis and Brønsted acid catalysts in glucose and fructose conversion to 5-(hydroxymethyl)furfural and levulinic acid in aqueous media. Choudhary V, Mushrif SH, Ho C, et al. J. Am. Chem. Soc. 135(10), 3997-4006, (2013)

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Synthesis of 5-(hydroxymethyl)furfural in ionic liquids: paving the way to renewable chemicals. Ståhlberg T, Fu W, Woodley JM, et al. ChemSusChem 4(4), 451-8, (2011)

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Conversion and kinetics study of fructose-to-5-hydroxymethylfurfural (HMF) using sulfonic and ionic liquid groups bi-functionalized mesoporous silica nanoparticles as recyclable solid catalysts in DMSO systems. Lee YY and Wu KC Phys. Chem. Chem. Phys. 14(40), 13914-7, (2012)

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Effect of 5-hydroxymethylfurfural derived from processed Cornus officinalis on the prevention of high glucose-induced oxidative stress in human umbilical vein endothelial cells and its mechanism. Cao G, Cai H, Cai B, et al. Food Chem. 140(1-2), 273-9, (2013)

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Direct conversion of chitin biomass to 5-hydroxymethylfurfural in concentrated ZnCl2 aqueous solution. Wang Y, Pedersen CM, Deng T, et al. Bioresour. Technol. 143, 384-90, (2013)

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Solvent effect on pathways and mechanisms for D-fructose conversion to 5-hydroxymethyl-2-furaldehyde: in situ 13C NMR study. Kimura H, Nakahara M, and Matubayasi N J. Phys. Chem. A 117(10), 2102-13, (2013)

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Pd-modified Au on carbon as an effective and durable catalyst for the direct oxidation of HMF to 2,5-furandicarboxylic acid. Villa A, Schiavoni M, Campisi S, et al. ChemSusChem 6(4), 609-12, (2013)

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[Chemical constituents of ethyl acetate extract from Polygonum perfoliatum]. Cheng HB, Liu XQ, and Chen KL Zhong Yao Cai 35(7), 1088-90, (2012)

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Biorefining: heterogeneously catalyzed reactions of carbohydrates for the production of furfural and hydroxymethylfurfural. Karinen R, Vilonen K, and Niemelä M ChemSusChem 4(8), 1002-16, (2011)

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An efficient and heterogeneous recyclable silicotungstic acid with modified acid sites as a catalyst for conversion of fructose and sucrose into 5-hydroxymethylfurfural in superheated water. Jadhav AH, Kim H, and Hwang IT Bioresour. Technol. 132, 342-50, (2013)

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Conversion of cellulose to HMF in ionic liquid catalyzed by bifunctional ionic liquids. Zhou L, Liang R, Ma Z, et al. Bioresour. Technol. 129, 450-5, (2013)

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Oligosaccharides and monomeric carbohydrates production from olive tree pruning biomass. Mateo S, Puentes JG, Sánchez S, et al. Carbohydr. Polym. 93(2), 416-23, (2013)

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Acid-catalyzed hydrothermal severity on the fractionation of agricultural residues for xylose-rich hydrolyzates. Lee JY, Ryu HJ, and Oh KK Bioresour. Technol. 132, 84-90, (2013)

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Lipase-catalyzed (trans)esterification of 5-hydroxy- methylfurfural and separation from HMF esters using deep-eutectic solvents. Krystof M, Pérez-Sánchez M, and Domínguez de María P ChemSusChem 6(4), 630-4, (2013)

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Chromium(0) nanoparticles as effective catalyst for the conversion of glucose into 5-hydroxymethylfurfural. He J, Zhang Y, and Chen EY ChemSusChem 6(1), 61-4, (2013)

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From biomass to chemicals: synthesis of precursors of biodegradable surfactants from 5-hydroxymethylfurfural. Arias KS, Al-Resayes SI, Climent MJ, et al. ChemSusChem 6(1), 123-31, (2013)

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Catalytic dehydration of fructose to 5-hydroxymethylfurfural over Nb2O5 catalyst in organic solvent. Wang F, Wu HZ, Liu CL, et al. Carbohydr. Res. 368, 78-83, (2013)

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Reduction of furan derivatives by overexpressing NADH-dependent Adh1 improves ethanol fermentation using xylose as sole carbon source with Saccharomyces cerevisiae harboring XR-XDH pathway. Ishii J, Yoshimura K, Hasunuma T, et al. Appl. Microbiol. Biotechnol. 97(6), 2597-607, (2013)

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Identification and mode of action of 5-hydroxymethyl-2-furfural (5-hmf) and 1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (MTCA) as potent xanthine oxidase inhibitors in vinegars. Lin SM, Wu JY, Su C, et al. J. Agric. Food Chem. 60(39), 9856-62, (2012)

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Short communication: simultaneous analysis of reducing sugars and 5-hydroxymethyl-2-furaldehyde at a low concentration by high performance anion exchange chromatography with electrochemical detector, compared with HPLC with refractive index detector. Guan YG, Yu P, Yu SJ, et al. J. Dairy Sci. 95(11), 6379-83, (2012)

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New approaches to determination of HMF. Oral RA, Mortas M, Dogan M, et al. Food Chem. 143, 367-70, (2014)

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Production of hybrid diesel fuel precursors from carbohydrates and petrochemicals using formic acid as a reactive solvent. Zhou X and Rauchfuss TB ChemSusChem 6(2), 383-8, (2013)

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Simultaneous production of bio-ethanol and bleached pulp from red algae. Yoon MH, Lee YW, Lee CH, et al. Bioresour. Technol. 126, 198-201, (2012)

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Biomass conversion inhibitors furfural and 5-hydroxymethylfurfural induce formation of messenger RNP granules and attenuate translation activity in Saccharomyces cerevisiae. Iwaki A, Kawai T, Yamamoto Y, et al. Appl. Environ. Microbiol. 79(5), 1661-7, (2013)

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Changes of antioxidant activity and formation of 5-hydroxymethylfurfural in honey during thermal and microwave processing. Kowalski S Food Chem. 141(2), 1378-82, (2013)

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Physicochemical and antioxidant properties of Malaysian honeys produced by Apis cerana, Apis dorsata and Apis mellifera. Moniruzzaman M, Khalil MI, Sulaiman SA, et al. BMC Complement Altern. Med. 13, 43, (2013)

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Efficient non-sterilized fermentation of biomass-derived xylose to lactic acid by a thermotolerant Bacillus coagulans NL01. Ouyang J, Cai C, Chen H, et al. Appl. Biochem. Biotechnol. 168(8), 2387-97, (2012)

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Impact of flavour solvent (propylene glycol or triacetin) on vanillin, 5-(hydroxymethyl)furfural, 2,4-decadienal, 2,4-heptadienal, structural parameters and sensory perception of shortcake biscuits over accelerated shelf life testing. Yang N, Hort J, Linforth R, et al. Food Chem. 141(2), 1354-60, (2013)

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Alcohol dehydrogenases from Scheffersomyces stipitis involved in the detoxification of aldehyde inhibitors derived from lignocellulosic biomass conversion. Ma M, Wang X, Zhang X, et al. Appl. Microbiol. Biotechnol. 97(18), 8411-25, (2013)

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5-(Hydroxymethyl)-2-furaldehyde inhibits adipogenic and enhances osteogenic differentiation of rat bone mesenchymal stem cells. Tan XL, Zhang YH, Cai JP, et al. Nat. Prod. Commun. 9(4), 529-32, (2014)

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Validation of a HPLC method for determination of hydroxymethylfurfural in crude palm oil. Ariffin AA, Ghazali HM, and Kavousi P Food Chem. 154, 102-7, (2014)

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Developing an effective means to reduce 5-hydroxymethyl-2-furfural from caramel colour. Guan Y, Chen M, Yu S, et al. Food Chem. 143, 60-5, (2014)

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Determination of metabolites of 5-hydroxymethylfurfural in human urine after oral application. Hardt-Stremayr M, Mattioli S, Greilberger J, et al. J. Sep. Sci. 36(4), 670-6, (2013)

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Development and validation of an HPLC method to determine metabolites of 5-hydroxymethylfurfural (5-HMF). Hardt-Stremayr M, Bernaskova M, Hauser S, et al. J. Sep. Sci. 35(19), 2567-74, (2012)

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Jujube honey from China: physicochemical characteristics and mineral contents. Zhou J, Suo Z, Zhao P, et al. J. Food Sci. 78(3), C387-94, (2013)

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Effect of adulteration versus storage on volatiles in unifloral honeys from different floral sources and locations. Agila A and Barringer S J. Food Sci. 78(2), C184-91, (2013)

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A comparison of different dilute solution explosions pretreatment for conversion of distillers' grains into ethanol. Zhang J, Zhang WX, Wu ZY, et al. Prep Biochem Biotechnol. 43(1), 1-21, (2013)

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Bis-sulfonic acid ionic liquids for the conversion of fructose to 5-hydroxymethyl-2-furfural. Sim SE, Kwon S, and Koo S Molecules 17(11), 12804-11, (2012)

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Non-targeted metabolomic reveals the effect of salt stress on global metabolite of halotolerant yeast Candida versatilis and principal component analysis. Qi W, Fan ZC, Wang CL, et al. J. Ind. Microbiol. Biotechnol. 41(10), 1553-62, (2014)

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Effect of concentration temperature on some bioactive compounds and antioxidant proprieties of date syrup. Abbès F, Besbes S, Brahim B, et al. Food Sci. Technol. Int. 19(4), 323-33, (2013)

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Rapid simultaneous identification and determination of the multiple compounds in crude Fructus Corni and its processed products by HPLC-MS/MS with multiple reaction monitoring mode. Cai H, Cao G, and Cai B Pharm. Biol. 51(3), 273-8, (2013)

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Reporter gene mutation in the livers of gpt delta mice treated with 5-(hydroxymethyl)-2-furfural, a contaminant of various foods. Matsushita K, Ishii Y, Kijima A, et al. J. Toxicol. Sci. 37(5), 1077-82, (2012)

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Merck 14,4832

Beil. 18,V,1,130

Aldrich MSDS 1, 1067:C / Arctander, 1751 / Corp MSDS 1 (1), 1938:A / FT-IR 1 (2), 584:B / FT-IR 2 (3), 3448:D / FT-NMR 1 (3), 26:A / IR-Spectra (2), 1047:H / IR-Spectra (3), 1202:G / NMR-Reference 2 (2), 459:A / RegBook 1 (2), 2323:K / RegBook 51 (2), 2323:K / Sax 6, 2109 / Sigma FT-IR 1 (2), 634:C / Structure Index 1, 365:C:1

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