Methoxymethylfurfural

Methoxymethylfurfural (MMF or 5-methoxymethylfuran-2-carbaldehyde) is an organic compound derived from dehydration of sugars and subsequent etherification with methanol. This colorless liquid is soluble in a wide range of solvents including lower alcohols. The molecule is a derivative of furan, containing both aldehyde and ether (methoxymethyl) functional groups. MMF has been detected in the leaves and roots of Chilean Jaborosa magellanica (Solanaceae). It has a typical odor suggestive of maraschino cherries. MMF can be made from a wide range of carbohydrate containing feedstocks including sugar, starch and cellulose using a chemical catalytic process and is a potential "carbon-neutral" feedstock for fuels and chemicals.

Methoxymethylfurfural
Names
Preferred IUPAC name
5-[(Methoxy)methyl]furan-2-carbaldehyde
Other names
5-Methoxymethyl furfural; Methoxymethylfurfurol; 5-(Methoxymethyl)furan-2-carbaldehyde; 5-Methoxymethyl-2-furfural; 5-(Methoxymethyl)-2-furaldehyde
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.149.478
UNII
  • InChI=1S/C7H8O3/c1-9-5-7-3-2-6(4-8)10-7/h2-4H,5H2,1H3
  • O=Cc1oc(cc1)COC
  • COCC1=CC=C(O1)C=O
Properties
C7H8O3
Molar mass 140.138 g·mol−1
Appearance Colorless liquid
Density 1140 kg/m3
Melting point −8 °C (18 °F; 265 K)
Boiling point 109 to 111 °C (228 to 232 °F; 382 to 384 K) at 11-12 tor
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Skin irritation/Skin sensitizer
Related compounds
Related furan-2-carbaldehydes
Furfural
Hydroxymethylfurfural
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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