Methoxymethylfurfural information

Methoxymethylfurfural
Names
	Preferred IUPAC name 5-[(Methoxy)methyl]furan-2-carbaldehyde
	Other names 5-Methoxymethyl furfural; Methoxymethylfurfurol; 5-(Methoxymethyl)furan-2-carbaldehyde; 5-Methoxymethylfurfural; 5-(Methoxymethyl)-2-furaldehyde
Identifiers
CAS Number	1917-64-2 ;
3D model (JSmol)	Interactive image; Interactive image;
ChemSpider	67284;
ECHA InfoCard	100.149.478
PubChem CID	74711;
UNII	5XBV4H5CX7 ;
CompTox Dashboard (EPA)	DTXSID30172704 ;
	InChI InChI=1S/C7H8O3/c1-9-5-7-3-2-6(4-8)10-7/h2-4H,5H2,1H3;
	SMILES O=Cc1oc(cc1)COC; COCC1=CC=C(O1)C=O;
Properties
Chemical formula	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

Methoxymethylfurfural (MMF or 5-methoxymethylfuran-2-carbaldehyde) is an organic compound derived from dehydration of sugars and subsequent etherification with methanol.^[1] 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).^[2] It has a typical odor suggestive of maraschino cherries.^[3] 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.

^ van Putten, R-J., van der Waal J.C. de Jong, E., Rasrendra C.B., Heeres, E.J. and de Vries HG. (2011) Furan-based platform chemicals of the future. Dehydration of hexoses as biosustainable product route. Chemical Reviews submitted.
^ Podesta, Federico; Fajardo, Victor; Freyer, Alan J.; Shamma, Maurice (1988). "5-Methoxymethyl-2-furaldehyde: A Natural Furanoid fromJaborosa Magellanica (Solanaceae) 5-Methoxymethyl-furfural: Ein natürliches Furanoid ausJaborosa magellanica (Colanaceae)". Archiv der Pharmazie. 321 (12): 949. doi:10.1002/ardp.19883211225. S2CID 86420362.
^ Hind, J.D. and Crayton, F.H. (1963) Tobacco flavorants. US 3,095,882

[Putten-1] van Putten, R-J., van der Waal J.C. de Jong, E., Rasrendra C.B., Heeres, E.J. and de Vries HG. (2011) Furan-based platform chemicals of the future. Dehydration of hexoses as biosustainable product route. Chemical Reviews submitted.

[Podesta-2] Podesta, Federico; Fajardo, Victor; Freyer, Alan J.; Shamma, Maurice (1988). "5-Methoxymethyl-2-furaldehyde: A Natural Furanoid fromJaborosa Magellanica (Solanaceae) 5-Methoxymethyl-furfural: Ein natürliches Furanoid ausJaborosa magellanica (Colanaceae)". Archiv der Pharmazie. 321 (12): 949. doi:10.1002/ardp.19883211225. S2CID 86420362.

[Hind-3] Hind, J.D. and Crayton, F.H. (1963) Tobacco flavorants. US 3,095,882