TIMTEC-BB SBB004259

TIMTEC-BB SBB004259 - Names and Identifiers

Name	5-Hydroxymethylfurfural
Synonyms	HMF 5-HMF TIMTEC-BB SBB004259 5-Hydroxymethylfurfural 5-(Hydroxymethyl)furfural Hydroxymethylfurfuralaldehyde 5-Hydroxymethyl-2-furaldehyde 5-(Hydroxymethyl)-2-furaldehyde 5-(hydroxymethyl)furan-2-carbaldehyde 5-Hydroxymethyl-2-furaldehyde (stabilized with Water) 5-(Hydroxymethyl)furfural, 5-Hydroxymethyl-2-furancarboxaldehyde 5-(Hydroxymethyl)furfural, 5-Hydroxymethyl-2-furaldehyde, 5-Hydroxymethyl-2-furancarboxaldehyde
CAS	67-47-0
EINECS	200-654-9
InChI	InChI=1/C6H6O3/c7-3-5-1-2-6(4-8)9-5/h1-3,8H,4H2
InChIKey	NOEGNKMFWQHSLB-UHFFFAOYSA-N

TIMTEC-BB SBB004259 - Physico-chemical Properties

Molecular Formula	C6H6O3
Molar Mass	126.11
Density	1.243 g/mL at 25 °C (lit.)
Melting Point	28-34 °C (lit.)28-34 °C (lit.)
Boling Point	114-116 °C/1 mmHg (lit.)
Flash Point	175°F
Water Solubility	Soluble in water, alcohol, ethyl acetate, acetone, dimethylformamide, benzene, ether and chloroform.
Solubility	Soluble in water, ethanol, ether, acetone, carbon tetrachloride and other conventional solvents.
Vapor Presure	0.000891mmHg at 25°C
Appearance	Liquid or Crystalline Powder and/or Chunks
Color	Light yellow to yellow
Merck	14,4832
BRN	110889
pKa	12.82±0.10(Predicted)
Storage Condition	2-8°C
Stability	Light Sensitive, Very Hygroscopic
Sensitive	Air & Light Sensitive
Refractive Index	n20/D 1.562(lit.)
MDL	MFCD00003234
Physical and Chemical Properties	Melting point 30-34°C boiling point 114-116°C (1 torr) refractive index 1.5627 flash point 79°C

TIMTEC-BB SBB004259 - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	R36/37/38 - Irritating to eyes, respiratory system and skin. R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes.
WGK Germany	2
RTECS	LT7031100
FLUKA BRAND F CODES	8-10
TSCA	Yes
HS Code	29321900
Toxicity	LD50 orally in Rabbit: 2500 mg/kg

TIMTEC-BB SBB004259 - Reference Information

overview	5-hydroxymethylfurfural is a furfural compound with furan ring structure produced by dehydration of monosaccharide compounds such as glucose under high temperature or weak acid conditions. it is an endogenous pollutant of drugs with potential safety risks. 5-Hydroxymethylfurfural is an important chemical raw material. Its molecule contains an aldehyde group and a hydroxymethyl group, which can be used to synthesize many useful compounds and new polymer materials through hydrogenation, oxidative dehydrogenation, esterification, halogenation, polymerization, hydrolysis and other chemical reactions, including medicine, resin plastics, diesel fuel additives, etc.
Application	5-hydroxymethylfurfural (5-HMF for short), also known as 5-hydroxymethyl-2-furaldehyde, 5-hydroxymethyl-2-furfural, etc. It is a colorless needle-like crystal with a chamomile flavor and is a small molecule compound containing furan ring. It is one of the common ingredients in traditional Chinese medicine and traditional Chinese medicine compound, and it is also widely found in raisins, dairy products, honey, cakes and other foods.
preparation method	5-hydroxymethylfurfural (HMF) can be prepared by acid catalyzing the dehydration of carbohydrates such as fructose, glucose and cellulose. for example, Moreau and others catalyze fructose in ionic liquid 3-methylimidazole chloride to react at 90 ℃ for 45min, and the HMF yield is as high as 92%, takagaki et al. applied hydrotalcite HT combined with solid acid (Amberlyst-15) to the reaction of glucose to prepare HMF. Glucose undergoes isomerization and dehydration reactions to obtain HMF.
process optimization	5-hydroxymethylfurfural (HMF) is one of the most important platform compounds, and its derivatives have great application prospects in fine chemicals, medicine, degradable plastics and other fields, in particular, bio-based PEF polyester based on furandicarboxylic acid has shown many characteristics superior to petroleum-based PET (polyethylene terephthalate). However, since the end of the 19th century, the low-cost large-scale production of HMF has been an unresolved problem in the international chemical industry. The production scale has not exceeded 100 tons/year, which is mainly limited by the addition of multi-link technical problems such as reaction, separation and refining. With the funding of Zhejiang Tangneng Technology Co., Ltd., Zhang Jian's team from Ningbo Institute of Materials Technology and Engineering, Chinese Academy of Sciences used fructose as raw material to successfully develop a high-efficiency heterogeneous catalytic process with independent intellectual property rights to produce HMF, taking the lead in the thousand-ton scale. The catalyst and solvent cycle are applied, and the 10,000-ton demonstration of the fructose dehydration reaction stage is completed. The single-pass molar yield of HMF is 82% to 87%.
regulations of pharmacopoeia for 5-hydroxymethylfurfural	for glucose injection and glucose and sodium chloride injection, ChP, BP and USP all use ultraviolet spectrophotometry to determine the absorbance at 284nm to control the amount of 5-hydroxymethylfurfural in the product with different concentrations, the limits of absorbance are different. With the development of detection technology and the improvement of drug quality requirements, the use of high performance liquid chromatography and other detection methods with better selectivity and higher sensitivity has become a future trend. Some foreign enterprise standards have also carried out limit control of 5-hydroxymethylfurfural for oral preparations using glucose and other monosaccharides. The Chinese Pharmacopoeia has also carried out limit control of 5-hydroxymethylfural for honey and certain honey-containing preparations.
safety	research shows that 5-hydroxymethylfurfural is irritating to eyes, mucous membranes and skin, and has neurotoxicity and genotoxicity. It can be metabolically converted into 5-sulfinyl methylfural (sulfoxymethylfurfural,SMF) in vivo, which has strong carcinogenicity and genotoxicity.
chemical properties	light yellow wax, easily soluble in methanol and ethanol, derived from dogwood, with high glucose (d-glucose) content.
use	used for content determination/identification/pharmacological experiments, etc. Pharmacological effects: This compound can effectively prevent and treat neurodegenerative diseases, cognitive impairment and cardiovascular diseases against myocardial ischemia, inhibit tumors, and reduce blood cholesterol. 5-hydroxymethylfurfural (5-HMF) is an important furan compound. Due to its excellent chemical properties, it is widely used in medicine, chemistry, energy and other fields. It is also listed by the U.S. Department of Energy. One of the ten most important platform chemicals, its derivatives have great application prospects in fine chemicals, medicine, degradable plastics and other fields, in particular, bio-based PEF polyester based on furandicarboxylic acid has shown many characteristics superior to petroleum-based PET (polyethylene terephthalate). 5-Hydroxymethylfurfural can be used to detect metabolites of glucose infusion.
NIST chemical information	The information is: webbook.nist.gov provides (external link)
EPA chemical information	The information is: ofmpub.epa.gov provides (external link)
toxic substance data	The information is: pubchem.ncbi.nlm.nih.gov Provide (external link)

Last Update：2024-04-09 01:59:58

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