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| Names | |
|---|---|
| Preferred IUPAC name 5-(Chloromethyl)furan-2-carbaldehyde | |
| Other names 5-(Chloromethyl)-2-furaldehyde | |
| Identifiers | |
| CAS Number | |
| 3D model (JSmol) | |
| ChemSpider | |
| ECHA InfoCard | 100.015.099 
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| PubChem CID | |
| UNII | |
| CompTox Dashboard (EPA) | |
SMILES
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| Properties | |
| Chemical formula | C6H5ClO2 |
| Molar mass | 144.55 g·mol |
| Appearance | Colourless liquid |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references | |
5-Chloromethylfurfural is an organic compound with the formula C4H2O(CH2Cl)CHO. It consists of a furan substituted at the 2- and 5-positions with formyl (CHO) and chloromethyl (CH2Cl) groups. CMF, as it is called, is obtained by dehydration of fructose and other cellulose derivatives using hydrochloric acid. It is a colourless liquid. It can be reduced to give 5-methylfurfural, and can be hydrolyzed to give hydroxymethylfurfural.
Typical nitrile gloves do not protect against CMF. The compound, even when handled as a solid, can absorb through gloves and stain the skin a dark brown black color. The health implications of dermal CMF exposure are unclear; CMF should be handled with caution.
References
- I. J. Rinkes "5-Methylfurfural" Org. Synth. 1934, volume 14, 62. doi:10.15227/orgsyn.014.0062