5-Hydroxymethylfurfural
- CAS No.
- 67-47-0
- Chemical Name:
- 5-Hydroxymethylfurfural
- Synonyms
- HMF;5-HMF;5-(HYDROXYMETHYL)FURFURAL;2-Furancarboxaldehyde, 5-(hydroxymethyl)-;5-HYDROXYMETHYL-2-FURFURAL;5-(HYDROXYMETHYL)-2-FURALDEHYDE;5-HYDROXYMETHYL-2-FURANCARBOXALDEHYDE;HydroxyMethyl furfural;5-Oxymethylfurfurole;5-Hydroxymethylfuraldehyde
- CBNumber:
- CB6266813
- Molecular Formula:
- C6H6O3
- Molecular Weight:
- 126.11
- MOL File:
- 67-47-0.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/6/25 9:12:08
| Melting point | 28-34 °C (lit.) 28-34 °C (lit.) |
|---|---|
| Boiling point | 114-116 °C/1 mmHg (lit.) |
| Density | 1.243 g/mL at 25 °C (lit.) |
| refractive index |
n |
| Flash point | 175 °F |
| storage temp. | 2-8°C |
| solubility | Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) |
| pka | 12.82±0.10(Predicted) |
| form | Liquid or Crystalline Powder and/or Chunks |
| color | Light yellow to yellow |
| Odor | at 0.10 % in dipropylene glycol. fatty buttery musty waxy caramellic |
| Odor Type | fatty |
| Water Solubility | Soluble in water, alcohol, ethyl acetate, acetone, dimethylformamide, benzene, ether and chloroform. |
| Sensitive | Air & Light Sensitive |
| Merck | 14,4832 |
| BRN | 110889 |
| Stability | Light Sensitive, Very Hygroscopic |
| InChIKey | NOEGNKMFWQHSLB-UHFFFAOYSA-N |
| LogP | -0.778 (est) |
| CAS DataBase Reference | 67-47-0(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Furancarboxaldehyde, 5-(hydroxymethyl)-(67-47-0) |
| EPA Substance Registry System | 2-Furancarboxaldehyde, 5-(hydroxymethyl)- (67-47-0) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38-52/53 | |||||||||
| Safety Statements | 26-36-24/25 | |||||||||
| WGK Germany | 2 | |||||||||
| RTECS | LT7031100 | |||||||||
| F | 8-10 | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29321900 | |||||||||
| Toxicity | LD50 orally in Rabbit: 2500 mg/kg | |||||||||
| NFPA 704 |
|
5-Hydroxymethylfurfural price More Price(25)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | W501808 | 5-(Hydroxymethyl)furfural ≥99%, FG | 67-47-0 | 1G | ₹6917.18 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | W501808 | 5-(Hydroxymethyl)furfural ≥99%, FG | 67-47-0 | 25G | ₹45898 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | W501808 | 5-(Hydroxymethyl)furfural ≥99%, FG | 67-47-0 | 100G | ₹117213.1 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | W501808 | 5-(Hydroxymethyl)furfural ≥99%, FG | 67-47-0 | 1KG | ₹733188.08 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | H40807 | 5-Hydroxymethyl-2-furaldehyde 99% | 67-47-0 | 250MG | ₹2002.63 | 2022-06-14 | Buy |
5-Hydroxymethylfurfural Chemical Properties,Uses,Production
Description
5-Hydroxymethylfurfural (5-HMF) derived from sugars is the link between biomass and furan-based chemicals. With its various functional groups and associated reaction sites, this small molecule opens the door to a wide range of chemical modifications, which makes 5-HMF a versatile renewable building block.
5-HMF is widely spread in food products and is formed in sugar containing food when exposed to heat. It is widely used as an indicator of quality in food products. It is also employed to indicate the adulteration of food products with acid converted invert syrups.
Chemical Properties
Beige Coloured Crystalline Solid.
Among the organic compounds that can be obtained from biomass, 5-Hydroxymethylfurfural (5-HMF) is one of the most interesting ones. 5-HMF is an organic compound derived from dehydration of certain sugars (hexoses). This yellow, low-melting solid is highly water-soluble. The molecule consists of a furan ring, containing both aldehyde and alcohol functional groups. HMF as natural substance has been identified in a wide variety of heat-processed foods including milk, fruit juices, spirits, honey, etc. HMF, which is derived from cellulose, is a potential "carbon-neutral" feedstock for a number of chemical substances.
Uses
An antioxidant for grape and apple juice.
Application
5-Hydroxymethylfurfural has been used as a standard in the high performance liquid chromatographic (HPLC) analysis for the determination of 5-(hydroxymethyl)furfural content in co-hydrolysates and fermentation broth of lignocellulosic biomass for the lipid accumulation in M. isabellina type of microorganisms. 5-(Hydroxymethyl)furfural may be used as an analytical reference standard for the quantification of the analyte in vinegar and fruit juice samples using chromatography techniques.
5-Hydroxymethylfurfural has been used as standard in the high performance liquid chromatographic (HPLC) analysis for the determination of 5-(hydroxymethyl)furfural content in co-hydrolysates and fermentation broth of lignocellulosic biomass for the lipid accumulation in M. isabellina type of microorganisms.
Preparation
5-Hydroxymethylfurfural (HMF) was synthesized from glucose in a slug flow capillary microreactor, using a combination of AlCl3 and HCl as the homogeneous catalyst in the aqueous phase and methyl isobutyl ketone as the organic phase for in-situ HMF extraction.
Continuous synthesis of 5-hydroxymethylfurfural from glucose using a combination of AlCl3 and HCl as catalyst in a biphasic slug flow capillary microreactor
Definition
ChEBI: 5-hydroxymethylfurfural is a member of the class of furans that is furan which is substituted at positions 2 and 5 by formyl and hydroxymethyl substituents, respectively. Virtually absent from fresh foods, it is naturally generated in sugar-containing foods during storage, and especially by drying or cooking. It is the causative component in honey that affects the presystemic metabolism and pharmacokinetics of GZ in-vivo. It has a role as an indicator and a Maillard reaction product. It is a member of furans, an arenecarbaldehyde and a primary alcohol.
General Description
5-(Hydroxymethyl)furfural is an organic compound, widely spread in food products and is formed in sugar containing food when exposed to heat. It is widely used as an indicator of quality in food products. It is also employed to indicate the adulteration of food products with acid converted invert syrups.
Biological Activity
5-Hydroxymethylfurfural is a furanic compound derived from the degradation of sugars. It can be derived from reducing sugars via acid-catalyzed degradation or the Maillard reaction during the heating and storage of foods. 5-Hydroxymethylfurfural is an intermediate in the synthesis of a variety of compounds including 2,5-diformylfuran (DFF), 2,5-furandicarboxylic acid (FDA), 2,5-bis(hydroxymethyl)furan (5-(hydroxymethyl)furfuryl alcohol; Item No. 20658), and dimethylfuran (DMF), among others. 5-Hydroxymethylfurfural has been found in the marine algae L. undulata and scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH), hydroxyl, alkyl, and superoxide radicals in cell-free assays (IC50s = 27.1, 22.8, 45, and 33.5 μM, respectively).
Safety Profile
Questionable carcinogen with experimental tumorigenic data.Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES
Metabolic pathway
When 5-hydroxymethyl-2-furaldehyde (HMF) is administered orally or intravenously to rats, HMF or its metabolites are rapidly eliminated in the urine with the recovery of 95 ? 100% after 24 h. HMF is completely converted to two metabolites which are identified as 5- hydroxymethyl-2-furoic acid and N-(5-hydroxymethyl-2- furoyl)glycine.
Purification Methods
Crystallise it from diethyl ether/pet ether. [Beilstein 18 III/IV 100, 18/1 V 130.]
5-Hydroxymethylfurfural Preparation Products And Raw materials
Raw materials
Preparation Products
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| Supplier | Advantage |
|---|---|
| Neugen Labs | 58 |
| HYPERSYNTH LIFE SCIENCES | 58 |
| Santo Righello Pvt. Ltd | 58 |
| OCEAN TRADING CORPORATION | 58 |
| CLEARSYNTH LABS LTD. | 58 |
| A.J Chemicals | 58 |
| TCI Chemicals (India) Pvt. Ltd. | 58 |
| Otto Chemie Pvt. Ltd. | 58 |
| Alfa Aesar | 58 |
| Sisco Research Laboratories Pvt. Ltd. | 58 |
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