5-Methyl furfural
Synonym(s):2-Furancarboxaldehyde 5-methyl;5-Methyl-2-furaldehyde
- CAS NO.:620-02-0
- Empirical Formula: C6H6O2
- Molecular Weight: 110.11
- MDL number: MFCD00003232
- EINECS: 210-622-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-09 21:40:10
What is 5-Methyl furfural?
Chemical properties
5-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 properties
colorless to light yellow liquid. soluble in benzene, toluene, carbon tetrachloride and other solvents, insoluble in water.
Occurrence
Reported 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
The Uses of 5-Methyl furfural
5-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.
The Uses of 5-Methyl furfural
5-Methyl-2-furaldehyde is used as a perfuming agent. It is used a smoke with essence.
Preparation
From sucrose with HCl, followed by treating with stannous chloride; 5-Methyl furfural is produced by distillation of various methylpentoses with acid together.
Definition
ChEBI: 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.
Aroma threshold values
Detection: 6 ppm
Taste threshold values
Taste 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 Description
5-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 pathway
The biotransformation of 5-methyl-2-furaldehyde is the conversion to 5-methylfuroylgycine and 5-methyl-2- furylmethylketone by rats.
Properties of 5-Methyl furfural
Melting point: | 171 °C |
Boiling point: | 187-189 °C(lit.) |
Density | 1.107 g/mL at 25 °C(lit.) |
refractive index | n |
FEMA | 2702 | 5-METHYLFURFURAL |
Flash point: | 163 °F |
storage temp. | 2-8°C |
solubility | 33g/l |
form | Liquid |
color | very deep yellow to brown |
Specific Gravity | 1.1075 (20/20℃) |
Odor | at 10.00 % in dipropylene glycol. spice caramel maple |
Water Solubility | Soluble in alcohol and water. |
Sensitive | Air Sensitive |
JECFA Number | 745 |
BRN | 106895 |
CAS DataBase Reference | 620-02-0(CAS DataBase Reference) |
NIST Chemistry Reference | 2-Furancarboxaldehyde, 5-methyl-(620-02-0) |
EPA Substance Registry System | 2-Furancarboxaldehyde, 5-methyl- (620-02-0) |
Safety information for 5-Methyl furfural
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H227:Flammable liquids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. P403+P235:Store in a well-ventilated place. Keep cool. P501:Dispose of contents/container to..… |
Computed Descriptors for 5-Methyl furfural
InChIKey | OUDFNZMQXZILJD-UHFFFAOYSA-N |
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