5-Chloromethylfurfural

5-Chloromethylfurfural (5-CMF) is a organic compound derived from biomass. It is a derivative of furfural, with a chloromethyl group attached to the furan ring. It is a pale-yellow liquid that is stable under normal conditions.

Production

5-Chloromethylfurfural is produced from glucose in a one-pot reaction using hydrochloric acid as a catalyst and chloride as a promoter. The reaction proceeds via isomerization of glucose to fructose, followed by dehydration to 5-hydroxymethylfurfural (5-HMF), and finally chlorination to 5-CMF.

Applications

5-Chloromethylfurfural has potential applications in the production of biofuels and bioplastics. It can be converted into 2,5-dimethylfuran (DMF), a biofuel with higher energy density and better storage properties than ethanol. It can also be polymerized to produce polyethylene furanoate (PEF), a bioplastic with similar properties to polyethylene terephthalate (PET).

Safety

As with many organic compounds, 5-Chloromethylfurfural should be handled with care. It can cause irritation to the skin and eyes, and may be harmful if swallowed or inhaled.

See also

• Furfural
• 5-Hydroxymethylfurfural
• 2,5-Dimethylfuran
• Polyethylene furanoate