5-Methyl furfural

5-Methyl furfural Basic information
Product Name:5-Methyl furfural
Synonyms:FEMA 2702;2-FORMYL-5-METHYLFURAN;5-METHYL-2-FURANCARBALDEHYDE;5-METHYLFURFURAL 98+%;5-METHYLFURANCARBOXALDEHYDE;5-methylfurfural,5-methyl-2-furanaldehyde;AKOS BBS-00003183;2-Furancarboxaldehyde,5-me
CAS:620-02-0
MF:C6H6O2
MW:110.11
EINECS:210-622-6
Product Categories:Heterocyclic Building Blocks;Organic Building Blocks;Aldehydes;Building Blocks;C1 to C6;C4 to C7;Carbonyl Compounds;Chemical Synthesis;aldehyde Flavor;API intermediates;Furans;Aromatic Aldehydes & Derivatives (substituted);Pharmaceutical Raw Materials
Mol File:620-02-0.mol
5-Methyl furfural Structure
5-Methyl furfural Chemical Properties
Melting point 171 °C
Boiling point 187-189 °C(lit.)
density 1.107 g/mL at 25 °C(lit.)
refractive index n20/D 1.531
FEMA 2702 | 5-METHYLFURFURAL
Fp 163 °F
storage temp. 2-8°C
solubility 33g/l
form Liquid
Specific Gravity1.1075 (20/20℃)
color very deep yellow to brown
Odorat 10.00 % in dipropylene glycol. spice caramel maple
Odor Typecaramellic
Water Solubility Soluble in alcohol and water.
Sensitive Air Sensitive
JECFA Number745
BRN 106895
InChIKeyOUDFNZMQXZILJD-UHFFFAOYSA-N
LogP0.670
CAS DataBase Reference620-02-0(CAS DataBase Reference)
NIST Chemistry Reference2-Furancarboxaldehyde, 5-methyl-(620-02-0)
EPA Substance Registry System2-Furancarboxaldehyde, 5-methyl- (620-02-0)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26
WGK Germany 2
RTECS LT7032500
TSCA Yes
HS Code 29329995
MSDS Information
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5-Methyl furfural English
SigmaAldrich English
ACROS English
ALFA English
5-Methyl furfural Usage And Synthesis
Chemical Properties5-Methylfurfural has a sweet, spicy, warm odor with a sweet caramel-like flavor. May be prepared from sucrose with HCL, followed by treating with stannous chloride; from various methylpentoses by distillation with acid.
Physical propertiescolorless to light yellow liquid. soluble in benzene, toluene, carbon tetrachloride and other solvents, insoluble in water.
OccurrenceReported found in sour cherry, apple, orange juice, cranberry, blueberry, guava, grapes, raisin, peach, blackberry, strawberry jam, asparagus, carrot, onion, potato, bell pepper, tomato, cinnamon, bark, clove bud, bread, parmesan cheese, yogurt, butter, egg, fatty fish, beef, pork liver, beer, cognac, coffee, tea, barley, filberts, popcorn, peanuts, oats, soybean, roasted coconut, cloudberry, passion fruit, pecan, mushroom, starfruit, trassi, sesame seed, mango, tamarind, rice bran, quince, sweet potato, sukiyaki, calamus, licorice, malt, wort, elderberry, mangosteen, kiwifruit, buchu oil, Bourbon vanilla, wild rice, chicory root, shrimp, oyster, clam, okra, pistachio nut and maté
Uses5-methylfurfural is an intermediate for the synthesis of s-bioallethrin and prallethrin.It used for blending coffee, chocolate, nuts, caramel, spices and on food fragrance. Used in the synthesis of pharmaceutical intermediates.
Uses5-Methyl-2-furaldehyde is used as a perfuming agent. It is used a smoke with essence.
DefinitionChEBI: 5-methyl-2-furaldehyde is a member of furans and an aldehyde. It has a role as a Maillard reaction product, a human metabolite, an EC 2.2.1.6 (acetolactate synthase) inhibitor and a flavouring agent.
PreparationFrom sucrose with HCl, followed by treating with stannous chloride; 5-Methyl furfural is produced by distillation of various methylpentoses with acid together.
Aroma threshold valuesDetection: 6 ppm
Taste threshold valuesTaste characteristics at 50 ppm: sweet, brown, caramellic, grain, maple-like.
Synthesis Reference(s)Tetrahedron, 41, p. 3803, 1985 DOI: 10.1016/S0040-4020(01)91401-2
Tetrahedron Letters, 24, p. 5441, 1983 DOI: 10.1016/S0040-4039(00)94107-8
General Description5-Methylfurfural is formed during the photoexposition of ranitidine hydrochloride. It is employed as potential age marker for Madeira wine. It is a volatile compound present in Lavandula stoechas, Lavandula angustifolia and Lavandula angustifolia x latifolia unifloral honeys.
Metabolic pathwayThe biotransformation of 5-methyl-2-furaldehyde is the conversion to 5-methylfuroylgycine and 5-methyl-2- furylmethylketone by rats.
5-(3-NITROPHENYL)-2-FURALDEHYDE 5-Methyl furfural Methyl METHYL 5-(CHLOROMETHYL)-2-FUROATE METHYL 3-(5-FORMYL-2-FURYL)THIOPHENE-2-CARBOXYLATE 5-ETHYL-2-FURALDEHYDE Bensulfuron methyl Tiglic aldehyde 3-(trifluoromethyl) Cinnamaldehyde Carbofuran 5-Methyl-2-acetylfuran 5-FORMYL-2-FURANCARBOXYLIC ACID 2,5-Furandicarboxylic acid Kresoxim-methyl 5-ACETOXYMETHYL-2-FURALDEHYDE Thiophanate-methyl Furfural METHYL THIOPHENE-2-CARBOXYLATE

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