2,5-Dimethylfuran

2,5-Dimethylfuran Basic information
Product Name:2,5-Dimethylfuran
Synonyms:2,5-dimethyl-fura;FEMA 4106;2,5-DIMETHYLFURAN;2 5-DIMETHYLFURAN 99+%;2,5-Dimethylfuran,98%;2,5diMethylturan;2,5-DiMethylfuran, 99% 25ML;NSC 6220
CAS:625-86-5
MF:C6H8O
MW:96.13
EINECS:210-914-3
Product Categories:furnan Flavor;Pyridines;Building Blocks;Heterocyclic Building Blocks;Heterocycles;Furans
Mol File:625-86-5.mol
2,5-Dimethylfuran Structure
2,5-Dimethylfuran Chemical Properties
Melting point -62 °C
Boiling point 92-94 °C(lit.)
density 0.905 g/mL at 20 °C
vapor density 3.31 (vs air)
FEMA 4106 | 2,5-DIMETHYLFURAN
refractive index n20/D 1.441(lit.)
Fp 29 °F
storage temp. Flammables area
solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form Liquid
color Clear colorless to amber
Specific Gravity0.903
Odorat 10.00 % in propylene glycol. chemical ethereal meaty gravy roast beef bacon
Odor Typemeaty
Water Solubility Slightly miscible with water. Miscible with ethanol and fats.
JECFA Number1488
BRN 106449
Stability:Light Sensitive, Volatile
InChIKeyGSNUFIFRDBKVIE-UHFFFAOYSA-N
LogP2.24
CAS DataBase Reference625-86-5(CAS DataBase Reference)
NIST Chemistry ReferenceFuran, 2,5-dimethyl-(625-86-5)
EPA Substance Registry System2,5-Dimethylfuran (625-86-5)
Safety Information
Hazard Codes F,Xn
Risk Statements 11-22-2017/11/22
Safety Statements 16
RIDADR UN 1993 3/PG 2
WGK Germany 3
RTECS LU0875000
8
Hazard Note Harmful/Flammable
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29321900
MSDS Information
ProviderLanguage
2,5-DimethylfuranEnglish
SigmaAldrichEnglish
ACROSEnglish
ALFAEnglish
2,5-Dimethylfuran Usage And Synthesis
Chemical PropertiesColorless liquid; spicy smoky aroma
Chemical Propertiesclear colorless to amber liquid
OccurrenceReported found in beef, chicken, cocoa, coffee, egg, malt, rice, and rum.
UsesIt is an ideal marker for detecting cigarette smoke.
Uses2,5-Dimethylfuran is a major metabolite of hexane with singlet oxygen scavenging ability. It is used as biofuel, biomaker for smoking, pharmaceutical intermediate and in organic synthesis. It is also used to analyze samples for the derivatization of carbonyl-containing compounds to their oximes.
DefinitionChEBI: 2,5-dimethylfuran is a member of the class of furans that is furan in which the hydrogens at positions 2 and 5 are replaced by methyl groups. It has a role as a human urinary metabolite, an antifungal agent, a bacterial metabolite, a fumigant, a fuel, a plant metabolite and a Maillard reaction product.
Aroma threshold valuesMedium strength odor, meaty type; recommend smelling in a 10.0% solution or less.
Taste threshold valuesChemical meaty gravy taste at 30 ppm in water.
Synthesis Reference(s)The Journal of Organic Chemistry, 54, p. 3475, 1989 DOI: 10.1021/jo00275a039
Synthesis, p. 209, 1973
General DescriptionClear yellow oily liquid. Aromatic caustic odor.
Air & Water ReactionsHighly flammable. 2,5-Dimethylfuran may be sensitive to exposure to air(not vigorous). Insoluble in water.
Reactivity Profile2,5-Dimethylfuran can react vigorously with oxidizing materials. 2,5-Dimethylfuran is also incompatible with strong acids and strong bases.
Fire Hazard2,5-Dimethylfuran is flammable.
2,5-Dimethylfuran Preparation Products And Raw materials
Raw materials3-Maleimidopropionic acid–>D-(-)-FRUCTOSE–>ACETIC ACID 5-ACETOXYMETHYL-FURAN-2-YLMETHYL ESTER–>(5-METHYL-2-FURYL)METHANOL–>2,5-Furandimethanol–>5-Chloromethylfurfural–>5-Methyl furfural–>2-HEXANOL–>2-Methylfuran
Preparation Products2,5-Hexanedione–>2,5-DIMETHYL-3-FUROIC ACID–>3-ACETYL-2,5-DIMETHYLFURAN–>2,5-DIMETHYLTETRAHYDROFURAN–>2,5-DIMETHYL-1-PHENYLPYRROLE–>2-ETHYL-P-XYLENE–>3,6-Dimethyl Pyridazine–>Furfuryl alcohol

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